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Best Greece cruises: Top 5 ships sailing the Greek isles

From ancient mythology to wine and olives, there's a lot to love about Greece . There's something magical about the contrast between the deep-blue waters of the Aegean Sea and the ancient ruins and white buildings found on the Greek islands.

The best Greece cruises offer a well-rounded mix of islands and key Greece destinations: Athens for its ruins, Santorini for its blue-roofed churches, Mykonos for its shopping and nightlife, and Rhodes for its palace and charming cobblestone streets. You might even luck out and snag a visit to places like Turkey or Montenegro, too.

If you're not sure which ships to consider, here's a list of the best cruises to Greece for different kinds of travelers.

Note: Prices were accurate at the time of publication; they're subject to change without notice.

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Best Greek isles cruises for families: Disney Dream

Disney Cruise Line is ideal for families. If a Disney cruise to Greece with kids sounds appealing, Disney Dream is the ship that will take you there.

The vessel isn't the line's newest, but it's also not the oldest, and you'll still find plenty to do on board. The 2,500-passenger ship's small size means it's easy to learn your way around. Even better, Disney Dream is typically more affordable than the line's newest vessels.

Dream offers jaw-dropping entertainment and daily character appearances, which means your children likely won't be bored on the ship. Its magical kids clubs feature a replica of Andy's room from "Toy Story" and the Millennium Falcon's cockpit from "Star Wars." (Expect surprise visits from R2-D2 or a squad of stormtroopers.)

Also, Greece is wrapped in tons of ancient history to spark your family's imagination. For example, in Athens, you might choose to take a guided tour of the Acropolis, followed by a "day in the life of an archaeologist" experience, where you'll search for treasures in a faux archaeological dig.

If the kids prefer something sportier, they might enjoy an excursion that takes visitors to the Panathenaic Stadium for a tour and a talk about the first Olympic games of the modern era.

Disney Dream sails five-, seven- and nine-night voyages from $322 per person, per night, for a windowless inside cabin. Some itineraries sail round-trip from Rome, while others cruise one-way between Rome and Barcelona with calls on Athens, Mykonos and other ports in Greece.

Related: Best cruise lines for families

Best adults-only Greece cruises for party animals: Resilient Lady

If you enjoy a lively megaship party atmosphere but you don't want an environment that's overrun with kids, Virgin Voyages ' Resilient Lady will likely be the best Greece cruise option for you.

Although Virgin's Greece itineraries are pretty standard, its onboard experience is what sets it apart in the region.

The adults-only ship combines a casual vibe with a ramped-up nightlife. You'll find passengers dressed like mermaids, crew dressed like drag queens and performers that more accurately represent a cross-section of real life than those whom you'll find on most other lines' vessels.

As part of what just might be the best entertainment at sea , nighttime shows run the gamut from lounge singers and seemingly impromptu atrium dance parties to secret below-deck visits to the "crew bar" for a drink. There's also Scarlet Night — a rave-like pool-deck dance party where everyone wears red.

If that's not wild enough for you, there's also an app that lets you order Champagne to wherever you are on board, free fitness classes that encourage you to dress up in your '80s best and even a tattoo parlor so you can make some bad decisions.

Resilient Lady sails seven-, 10- and 11-night cruises from Athens, starting at $145 per person, per night, for an inside cabin. The voyages feature a mix of stops in Greece (including Santorini and Rhodes and an overnight in Mykonos), Croatia, Turkey and Montenegro, depending on the specific itinerary you choose.

Related: The best adults-only cruises to try if you can't stand being around kids on vacation

Best budget-friendly Greece cruises: Rhapsody of the Seas

Want to check out Greece but have limited funds? Although you'll have to factor in potentially expensive flights to Europe to board, a voyage on Royal Caribbean 's Explorer of the Seas could be right up your alley.

The vessel is one of Royal Caribbean's oldest ships — it debuted in 2000 — but that doesn't mean you won't find fun onboard activities such as trivia, pool games, nightly theater performances, game shows, dancing and live music.

The best part if you're on a budget is the price. You can snag sailings of six, seven or eight nights from just $85 per person, per night, for an inside cabin. These cruises sail either between Rome and Athens or between Barcelona and Athens, or round-trip from Ravenna (the port for Bologna, Italy). Voyages include calls on Athens, Santorini and Mykonos, as well as ports in Cyprus and Turkey.

Related: How to get a deal on a cruise

Best small-ship luxury Greece cruises: Windstar's Wind Star

Windstar Cruises ' namesake, Wind Star, is a 148-passenger masted sailing yacht that offers a special Greek islands experience because it calls on some of the area's smaller ports in addition to Athens.

The ship is great for sailing aficionados. Because of its small size, it can visit smaller ports that larger vessels can't access. (Think Monemvasia, a town carved into rock, and Gythion, where you'll find caves and lovely beaches.)

Also, Wind Star is an upscale ship, which means you'll find elevated dining and service on board. All cabins offer at least one window. When you purchase an all-inclusive fare, Wi-Fi, gratuities and alcohol are rolled into the price.

Among other itineraries, the vessel sails weeklong cruises between Athens and Rome that call on Monemvasia and Gythion in Greece, as well as several ports in Italy. Rates start from $300 per person, per night, for an outside cabin.

Related: The best luxury cruise lines for elegance and exclusivity

Best locally based Greek isles cruises: Celestyal Journey

Celestyal Cruises is a line you don't hear about too often, but it's based in Greece, which means it has a unique perspective on Greek island sailings.

If you're looking for a cruise vacation that's full of local Greek flair, check out the brand's Celestyal Journey. The ship isn't new, but it's new to the line. Following an extensive refurbishment, and its Celestyal debut in late 2023, it's the youngest member of the line's fleet.

Holding about 1,200 passengers, Celestyal Journey is small enough that you'll still receive a personalized experience but large enough to offer a multitude of onboard amenities. Enjoy yourself at the spa and fitness center, eight bars, seven restaurants, a chef's table experience and two pools. The ship offers 630 cabins, including 149 balcony cabins, 120 junior suites and 28 full-fledged suite accommodations.

Itineraries offered by Celestyal Journey range from four to 28 nights, departing from either Athens or Thessaloniki. Most voyages include calls on well-known Greek ports like Santorini, Rhodes and Mykonos, while longer sailings also venture to places in Turkey and Montenegro. Prices start from $89 per person, per night, for an inside cabin.

Bottom line

The best cruises to Greece combine a mix of fascinating destinations with a ship that fits your budget and travel style. If you're still unsure which cruise to choose, check with a knowledgeable cruise travel agent who can help you sort through the options.

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10 Best Greece Cruises, According to Travel Experts

These are the best Greece cruises for island hopping with ease.

Courtesy of Variety Cruises

With its stunning beaches, rich history, iconic landmarks, and delectable cuisine, a trip to Greece is always a great idea. However, since the nation is home to more than 6,000 islands — some of which are only accessible by boat — your best bet is to explore via cruise. Just take it from Rob Clabbers, Travel + Leisure A-List travel advisor and Q Cruise + Travel founder, who tells T+L that “Greece and the Greek isles are just the perfect destinations to explore by ship” since “a cruise allows you to see more islands and gives you a unique vantage point.” Several of the best Greece cruises also include visits to neighboring countries like Turkey and Italy, for example, which allow travelers to experience several cultures and countries in one action-packed trip. Intrigued? We don’t blame you: Ahead, check out our favorite Greece cruises for every type of traveler, along with itinerary recommendations and expert insight.

Meet the Expert

Rob Clabbers is a T+L A-List travel advisor and founder of Q Cruise + Travel, a Chicago-based travel agency. 

Mary Curry is a T+L A-list travel advisor and small ship specialist.

Kari Dillon is the owner of Marvelous Mouse Travels, an agency specializing in theme park and cruise vacations.

Megan Guinnup is a travel agent with Marvelous Mouse Travels.

Windstar Cruises

Courtesy of Windstar

According to Clabbers, this small luxury cruise line is perfect for those who prefer “a smaller, more casual yacht-style experience.” Per the pro, the onboard vibes are best described as “upscale, but not stuffy or over-the-top.” It’s also worth noting that “each ship offers a water sports platform with kayaks, water trampolines, stand-up paddling, snorkel gear, floating carpets, and other ‘toys’ that are deployed (weather and location permitting, of course) at least once on most Greek itineraries.” 

Itinerary: While you can’t go wrong with any of Windstar’s Greece itineraries, Clabbers is quick to call out the popular Treasures of the Greek Isles voyage, which sets sail each week from May through October. Passengers can visit beloved ports of call like Mykonos and Santorini, along with “lesser-known (and less-crowded!) places like Monemvasia and Patmos.” As part of the experience, guests have the unique opportunity to feast among the ruins in neighboring Turkey as part of the line’s complimentary Evening in Ephesus “after-hours” event, which, per Clabbers, features a decadent five-course dinner accompanied by a chamber orchestra. Speaking of culinary offerings, it’s worth mentioning that Windstar is the official cruise line partner of the esteemed James Beard Foundation, which means you can expect some of the top eats at sea.

Related: 15 of the Best Towns and Cities to Visit in Greece

Explora Journeys

Courtesy of Explora Cruises

“A new entrant in the luxury travel industry, Explora Journeys offers all the style and comfort of a modern European luxury resort property on its 922-guest yacht-inspired Explora I and, launching later this year, Explora II, ” explains Clabbers. The line has taken the industry by storm, doing away with cliche cruise staples like main dining rooms, large buffets, and notoriously small staterooms. Instead, says Clabbers, guests can choose from a selection of “excellent restaurants that other companies would call specialty restaurants,” as well as “four swimming pools, each with their own vibe,” and all-suite accommodations, some of which boast private plunge pools. Per the pro, it’s worth noting that “Explora Journeys is the first luxury line that offers a dedicated youth activity program and facility year-round;” as such, it’s an excellent option for multi-generational families looking to cruise Greece in style. 

Itinerary: Sailing round-trip from Athens, the aptly named eight-night A Journey from Athens to Athens itinerary includes a mix of popular ports like Mykonos and Santorini, along with hidden-gem locales like Syros, which is famous for its neoclassical architecture, a buzzy main town, and (essentially) crowd-free beaches. The cruise also visits the serene resort town of Marmaris in Turkey before heading to its final port of call, Kos , a gorgeous Greek island known for its sandy beaches, white-washed buildings, and historical sites.

Celebrity Cruises

Courtesy of Celebrity Cruises

According to Clabbers, " Celebrity Cruises was launched by a Greek shipping family," so the line has deep ties to — and many officers who hail from — the country. What’s more, he says, "When you visit Greece, they are taking you to their homeland, and it shows in their passion and love of the Hellenic nation." The line offers a range of larger ships and, thus, more options between accommodations (from economical inside rooms to luxurious suites in The Retreat), itineraries, restaurants, and entertainment; as such, Celebrity is "a great option for adults and families who like more activities on their ship." 

Itinerary: The nine-night Best Of Greece itinerary cruises round-trip from Athens on select dates from May to October and takes place aboard the 2,170-passenger Celebrity Infinity , which Clabbers described as one of the line’s “smaller and more seasoned ships.” The first port of call is Santorini, followed by Ephesus in Turkey and Mykonos. “Additionally,” says Clabbers, " Infinity   travels to Volos and Thessaloniki, ports that are not typically visited by large ships.” Kavala, located in the northern part of the country, serves as the final port of call before heading back to Athens. Here, cruisers can enjoy a mix of history, culture, and architecture — plus some seriously stunning landscapes (from lagoons and lakes to wetlands and beaches) along with lush flora and fauna.

Related: What to Know About All 16 Ships in the Celebrity Cruises Fleet

Courtesy of Silversea cruises

Silversea offers a variety of Greece cruise itineraries, and it’s one of few truly luxe all-inclusive cruise lines. Per Clabbers, the 596-passenger Silver Moon offers all-suite accommodations and a classic small-ship feel — complete with excellent meals, beverages, and shore excursions all included in your cruise fare. Speaking of the latter, he says, “The inclusion of shore excursions also makes it easy to dive deeper into Greek culture and culinary experiences.” 

Itinerary: While you can’t go wrong with any of Silversea’s Greek itineraries, Clabbers especially recommends the seven-night Athens to Athens cruise, which “calls on highlights, but adds places like Souda Bay in Crete, Nafplion, Patmos, and Rhodes ,” where he recommends visiting the “temple ruins at Lindos, with views over the Mediterranean, and then walk in the footsteps of the Crusaders in the old town.” The cruise also stops in Nafplion, which, despite its romantic seaside setting and lovely beaches, is yet to be uncovered by most American travelers — for now, at least.

Variety Cruises

According to T+L A-list travel advisor and small ship specialist Mary Curry , this local Greek cruise line offers its own fleet of yachts, most carrying fewer than 50 passengers. Since the ships are so small, says Curry, “you can travel a bit further off the beaten path.” Variety offers a handful of Greece itineraries, including specially themed hiking and wine cruises.

Itinerary: Travelers craving a true off-the-beaten-path experience can book the seven-night Unexplored Greece voyage, which sails round-trip from Athens. The first port of call is Ikira, a tiny island known for its hot springs that also happens to be one of the world’s Blue Zones. Then, it’s off to Patmos, known for its fascinating history and unspoiled beaches, before overnighting in Lipsi, a laid-back isle famous for its gorgeous scenery. On board, guests can taste the destination’s famous wine, Aposperitis. The fun continues in Levintha, inhabited by a single family who raises animals and runs a restaurant where guests can enjoy fresh-caught fish. After, it’s off to Amorgos, where scenic hiking and beautiful beaches abound. The next day, you’ll stop at Panagia Hozoviotissa, a cliffside monastery dating back to the 10th century, before heading to Koufonisia, which boasts majestic caves and rock pools accessible only by boat (thankfully, Variety as you covered). The final stop of the day is the serene island of Iraklia, which offers clear-blue waters ideal for swimming. After remaining here overnight, you’ll head to the final port of call, Serifos, where guests can visit a remote beach, followed by an onboard BBQ feast to refuel before heading to Chora, a fairy-tale village.

Related: The Best Time to Visit Greece for Good Weather, Fewer Crowds, and Affordable Prices

Courtesy of Ponant Cruises

This French-owned cruise line offers an impressive fleet of small luxury ships. Additionally, says Curry, “Most cabins have private balconies, and travelers who plan early are rewarded with excellent value for the money.” What’s especially unique about Pontant, explains the pro, is that they “partner with Smithsonian Journeys on select departures to offer an enrichment program of included lectures and shore excursions in each port.”

Itinerary: Curry especially recommends the seven-night Cruising the Greek Islands of the Southern Aegean sailing, which will cruise round-trip from Athens in July and October 2025. The cruise calls on aforementioned spots like Patmos, Rhodes, and Amorgos before visiting Adamas in Milos, a volcanic island teeming with postcard-worthy white-washed towns and breathtakingly beautiful beaches. Adamas itself is a tiny fishing port where colorful boats shimmer against the blue waters. Finally, it’s off to Mykonos and Napflion before finally disembarking in Athens.

Disney Cruise Line

Courtesy of Disney Cruise Line

Disney Cruise Line is world-famous for its exciting onboard offerings for children of all ages — including character and superhero meet-and-greets, dining options themed after beloved Disney princesses, and live performances galore — making it a favorite for families hoping for a fun-filled Greece vacation.

Itinerary: "Setting sail aboard the Disney Dream on the seven-night Mediterranean with Greek Isles itinerary is nothing short of magical!" says Megan Guinnup , a travel agent with Marvelous Mouse Travels . Cruising round-trip from Rome, the ship calls on Naples before exploring Greece. In addition to popular ports like Athens and Mykonos, you'll also visit Chania on the island of Crete, which offers a bustling harbor, exquisite architecture, and cobblestone streets that look like they were plucked straight from a (Disney) fairy tale. After exploring each locale, the fun continues back on board, where, per the pro, "there is enchantment everywhere — meeting beloved characters, enjoying deck parties with Mickey and Minnie, and indulging in exquisite cuisine."

Related: Everything You Need to Know About Disney Cruise Ships

Royal Caribbean

Courtesy of Royal Caribbean

This mega-ship line truly has it all: Flashy entertainment and onboard activities — which, depending on the ship, can include everything from water slides to zip lines — and plenty of drinking and dining offerings to appease even the pickiest eaters. Guinnup and Kari Dillon, owner of Marvelous Mouse Travels, recommend setting sail aboard Odyssey of the Seas , which offers several Greek itineraries. "On board," says Guinnup, "There's a plethora of activities to enjoy, from bumper cars and roller skating to exquisite dining and a bionic bar — there's something for everyone!"

Itinerary: The seven-night Greek Isles itinerary sails round-trip from Rome with stops in Santorini, Ephesus, Mykonos, and Naples. Keep in mind that because the ship is so large, Santorini and Mykonos are both tender ports. With that in mind, Dillon recommends springing on The Key, an optional add-on that includes priority tender access so that you can spend as much time as possible on land basking in its beauty.

Virgin Voyages

Courtesy of Virgin Voyages

Richard Branson’s adults-only line has taken the industry by storm with its innovative offerings, including 20-plus restaurants instead of buffets, an onboard tattoo parlor, adult-focused entertainment offerings, and a two-story nightclub.

Itinerary: Dillon especially recommends the seven-night Greek Island Aglow itinerary for travelers seeking a high-energy, adults-only option. She continues, telling T+L, “Not only does this sail to the islands of Santorini and Rhodes, but it [also] has an overnight in Mykonos, which is world-famous for its lively party atmosphere.” As a bonus, the cruise also calls on Bodrum in Turkey, which boasts beautiful beaches, flower-filled cafes, and a bustling nightlife scene.

Celestyal Cruises

Nicolas Economou/NurPhoto via Getty Images

The Greece-based Celesytal Cruises prides itself on offering an authentic Greek vacation experience. Additionally, Celesytal is unique in that it offers year-round Aegean Sea sailings cruising round-trip from Athens and ranging in length from three to 14 nights. On land, Celeystal guests can choose from a selection of the line’s “Authentic Excursions,” which are specially curated, small-group, expert-led experiences designed to take travelers off the beaten path. Options — including walking food tours and pottery-making demos at a local factory — abound, depending on the particular port of call.

Itinerary: The seven-night Idyllic Aegean voyage visits Thessaloniki (which offers an eclectic combination of history, nightlife, and gastronomy), Kuşadası (a popular Turkish resort town), and Heraklion (the capital of Crete) before heading to iconic isles like Santorini and Mykonos, where the ship will remain overnight. Before returning to Athens for disembarkation, you’ll also stop in magnificent Milos.

Related: The Ultimate Greece Packing List

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Greece Cruise

Ancient shores, timeless adventures.

You’ve seen the whitewashed villages and azure waters of Greece a zillion times on postcards and travel brochures, but even the greatest images are no match for the real thing. Exploring this country by sea puts you in touch with a side of it you’d otherwise miss, giving you the chance to see where history (and myth) happened and, of course, soak up as much sun as you can.

Bavaria 51ft yacht

Dining area

Interior cabin

Kitchen area

Bavaria Yacht at a glance

8 passengers

On the 51 foot Bavaria Yacht there are four double/twin cabins available and each room will have their own portholes and hatches which are the windows on the ceiling. One cabin is twin bunks. Cabins are also equipped with some storage, a small closet, and a mirror. The vessel is air conditioned.

Boat Layout:

Our 51 foot, Bavaria yacht was built in 2018 and refitted in 2020. It features a fully stocked kitchenette, indoor dining and lounging area. On deck there is open seating and lounging space on the bow and seating and lounging in a covered area on the stern. The yacht features 4 cabins available. There are three showers/toilets and one on deck to use for rinsing off after a swim.

This sailing adventure is staffed by a qualified G Adventures Skipper CEO. Your Skipper CEO knows the Islands well, and is passionate about sharing its hidden secrets with you, their "crew". Ask about the hidden gems around the islands.

*Boats may appear slightly different than displayed.

Ocean Star 58 ft yacht

Ocean Star Yacht at a glance

On the 58 foot Ocean Star Yacht there are four double/twin cabins available and each room is equipped with a porthole that can open. Cabins are also equipped with some storage, a small closet, and a mirror.

Our 58 foot, Ocean Star Yacht was built in 2018 and refitted in 2020. It features a fully stocked kitchenette, indoor dining and lounging area. On deck there is open seating and lounging space on the bow and seating and lounging in a covered area on the stern. The yacht features 4 cabins and showers located in each of the bathrooms, and one on deck to use for rinsing off after a swim.

Sunset view over the water

Architecture ruins in Athens

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Alleys of Mykonos

Ancient church ruins of Naxos

Mythology, nightlife, and natural splendour

There are so many islands—each with their own unique character—that every port stop feels different and fresh. Plus with every nook and cranny jammed full of history, you'll need your CEO to share all the local lore. If that's not enough, experience some of the greatest sunsets on Earth, and after dark, dock close to the action, so you can explore the nightlife the Greek Islands are known for.

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Greece Sailing Tours & Vacations

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Blue coves, white beaches, islands both big and small – to explore this slice of paradeisos, you’re gonna need a boat.

You know those moments in life when you wonder, is this even real? On a sailing trip to Greece ’s Cyclades Islands, that happens a lot. It strikes when you wake up on the Mediterranean and dive in for a swim. When you sail into Mykonos and realize that big rock over there is actually the petrified body of a giant once defeated by Hercules (or so the legend goes). You’ll feel it when you dock off the coast of a deserted island, when you get lost in the white-washed streets of Apollonia, or when you share a shot of ouzo with a local fisherman. But trust us, it’s real. And it’s waiting for you.

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Join the party on Mykonos

If there’s anywhere that’s got hedonism down to a fine art, it’s the sunny isle of Mykonos. Named after Apollo’s grandson, this shining star of the Cyclades presents the holidaymaker (that’s you) with pleasures galore – chic boutiques, sandy beaches, divine food and world-class nightlife. And how better to roll into town than on a yacht?

Catch a Santorini sunset

Santorini ticks all the dream holiday boxes. You’ve got volcanic beaches. Cathedrals and historical sites. Boutique shopping and seaside dining. But mostly, views. Everywhere you look, you’ll catch to-die-for views across the white-tipped cliffs of the caldera and down to the Aegean Sea. Make sure you do the famous walk from Fira to Oia, arriving just in time for a sunset cocktail.  

Escape to the Small Cyclades

If your vision of the Greek Islands is less mega nightclubs and more sleepy fishing villages, you’ll be right at home in the Small Cyclades. Few tourists frequent this dreamy archipelago, where the total population numbers in the low hundreds. Wander barefoot along empty beaches, watching out for dolphins in the distance, then sit down to a seafood feast by the water.

Meet history on Naxos

History buffs will be at home on Naxos. Apollo, Dionysos, Ares and Zeus all have strong ties to the island, while some versions of Greek mythology even suggest Zeus – king of the gods – grew up here. In the 1200s the island was taken by the Venetians. Wandering through the town’s tangle of laneways, churches and castles, you’ll feel as if you’ve stumbled right back into the Middle Ages.

Ocean Star 56

In Greece, you’ll be travelling aboard the Ocean Star 56. Designed and built in Greece, this comfortable, stylish yacht features 5 cabins, a spacious cockpit and roomy saloon with U-shaped seetee. Welcome to your home on the sea!

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Meet your skipper

'I love the freedom of sailing. I learned to sail in a rubber dinghy with a small sail, and from there I became a sailing instructor in Corsica in 1975. I’ve sailed the Caribbean, but now I mostly sail the Mediterranean Sea. I like island hopping and exploring islands with their unique harbour villages and beautiful bays. I believe to really get the most out of your sailing adventure you must be flexible, forgiving, helpful and authentic.' – Kutte,  Cyclades Islands

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Did you Know?

THE WHOLE TRIP CAN COST LESS THAN JUST BOOKING A HOTEL WOULD.

When you organize your family and friends to share in the trip with you, a yacht charter will cost less than booking a hotel would, and your transportation from port to port is included . Our yachts can accommodate from two up to twelve persons.

TWENTY-TWO YEARS OF

5-Star Reviews!

From the moment of initial contact with Captain Yiannis, everything was seamless.

Our experience has been nothing short of exceptional.

From the moment of initial contact with Captain Yiannis, everything was seamless. This company and the entire team could not have been more helpful! We live in the USA and never had a problem with communication. The Catamaran we selected was the Lagoon 450F. It was beautiful, spacious, clean, and easy to live on for a week as we sailed to beautiful beaches.

The Ionian Islands we visited were breathtaking, especially Kefalonia – it was our favorite! Above all, the feeling of safety that Captain George ensured throughout our trip made our journey even more memorable. We can’t wait to experience it again.

So, if you’re looking for an unforgettable sailing experience around the Greek Islands with a professional company and a knowledgeable and friendly guide, look no further!

Caroline Groeneveld July 7, 2023

Read More Inspiring Experiences...

The Great Greek Adventure

We have seen many islands thanks to Yannis, who has an unsurpassed knowledge of the, and we might add amazing docking skills! Matoula has been an amazing hostess, a wonderful cook and always gracious with a beautiful attitude. We will never forget our Great Adventure!

Danny and Karen June 7th 2019

A safe pair of hands, experience and unlimited knowledge.

We’ve just spent a week sailing the Greek islands with Captain Yiannis. If your looking for a safe pair of hands, experience and unlimited knowledge of the Greek islands then Yiannis is the captain you need.

Jeff Brown May 10th 2019

Great knowledge of the area and its history.

Excellent week of sailing in the Greek Islands with Yiannis. He has great knowledge of the area and its history. He showed us unique beaches and key sites on the islands. A memorable week of adventure, drama, and weather. A great first visit to the country of Greece and its islands. Recommend Yiannis as a skipper and guide for your trip.

David and Suzanne Kelly September 25, 2021

The kids enjoyed jumping off the boat and even steering.

We made it back safely and happily to Paros today. Yianni showed us secluded beaches, surprising chortas and agreed to take us to santorini even though he hates sailing there! The kids enjoyed jumping off the boat and even steering it on occasion. It’s a beautiful part of the world and we’d definitely recommend exploring it.

Christine August 22, 2021

Yannis is a superb captain

First and foremost, Yannis is a superb captain. He is a true professional and puts the comfort and safety of the guests first. We had a superb week and thanks to the knowledge of Yannis we visited hidden beaches and places that were sublime. Yannis is passionate about sailing, and we all improved our sailing skills and learned about sailing this magical part of the world.

We cannot wait to return and know that Captain Yannis is our go-to Greek master of the seas.”

Kim Cornwall and friends October 14, 2021

The best tavernas for dining and the most interesting places to visit.

My friends and I had a terrific sailing trip with Cpt. Yiannis. We sailed islands from Athens to Milos for a week. [...] Captain Yiannis was not only an outstanding skipper, but he also is a very knowledgeable tour guide. [...] Also, he had tremendous knowledge of any island we stopped on the way and recommended the best tavernas for dining and the most interesting places to visit.

The captain was very professional and sailed extremely safe and responsible. Great guy, a great captain, thank you, Captain Yiannis!

Remis – Boston, USA June 26, 2021

Yannis gave us the ideal family yacht

We had a wonderful week of sailing in the Saronic Gulf end of August. Yannis gave us the ideal family yacht for this bareboat charter trip . Together with the charter company we felt us in very good hands, for all questions we had. Except in this year 2020, with these special conditions!

Thanks Yiannis.

Marc Schwarz September 6, 2020

WHY SAIL WITH US?

“We are a Reputable Yacht Charter Agency with Over Two Decades of Experience. Our Authorization, Reliability, and Trustworthiness Have Been Affirmed by More than a Hundred 5-Star Reviews from Highly Satisfied Guests.”

“We Serve as the Authorized Representatives for All Yacht Charter Companies in Greece.”

“Our Expertise Allows us to Meticulously Search, Evaluate, and Provide You with the Best-Priced, High-Quality Yachts that Meet Your Requirements, Precisely at the Location Most Suited to Your Needs.”

• We have 99 % Happy Clients in 22 years of Sailing.
• Your number one choice for VALUE Yacht Charters around the Greek Islands!
• Personalized Top-Quality Service.
• With our knowledge YOU WILL GET The Perfect Yacht for Your Requirements.
• Wide Choice of Top-Quality Yachts on 15 Bases for the Greek Islands.
• Over 2,000 Top of the Line Monohulls and Catamarans.
• Damage Waiver Insurance with Low Security Deposits.
• Easy booking and payments.
• Well-Equipped And Maintained Fleets.
• Fully trained and experienced teams.

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• Tailored Vacation Planner
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• Greece all inclusive yacht charter
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BLACK SAILING WEEK

Up to 35% discounts and extra 5% on all bookings made until November 30th, 2023

3 days sailing the Greek islands

Are you ready to discover the beautiful gem of the Mediterranean? Greece is a country waiting for you to explore its rich history, culture, and natural beauty.

So, pack your bags and experience the magic of Greece – you won’t be disappointed!

3-day Itinerary for Sailing in Greece

Come sail the crystal-clear waters of Greece with Sebastus on a 3-day adventure!

Sailing through Greek islands for three days is a magical experience that encapsulates the essence of the country’s beauty. With its crystal-clear waters, charming islands, and rich history, Greece offers a captivating backdrop for a sailing adventure. From exploring secluded coves to immersing oneself in the local culture and indulging in delicious Mediterranean cuisine, a three-day sailing trip in Greece is a perfect blend of relaxation, exploration, and unforgettable moments on the open sea.

Our experienced crew will be on hand to ensure that your island hopping is comfortable and enjoyable and to provide recommendations for things to see and do along the way.

Recommended Tours

Day 1: departure from alonnisos, setting sail.

Embarking on a yacht charter through the Greek islands is a dream come true for many travelers seeking the beauty of the Aegean Sea. Day 1 begins with your departure from Alonnisos, a tranquil island in the Sporades archipelago. As you set sail, the anticipation builds, and the feeling of freedom envelopes you.

Exploring the Area and Preparing for the Trip

Before venturing further, take the opportunity to explore the charming surroundings of Alonnisos. The island boasts pristine beaches, crystal-clear waters, and idyllic fishing villages. Visit the Old Town, perched on a hilltop, and immerse yourself in its traditional Greek ambiance. Here, you can stock up on provisions and any last-minute items needed for the voyage ahead.

Prepare your sailing itinerary, taking into account the distance, prevailing winds, and attractions you wish to visit. Seek guidance from local experts or experienced sailors who can provide valuable insights into the best routes and anchorages. With a well-thought-out plan in place, you’re ready to sail towards your first destination.

Day 2: Sailing to Skopelos

Sailing to skiathos.

Day 2 begins with an exhilarating journey from Alonnisos to the enchanting island of Skopelos. As you navigate the Aegean Sea, let the warm sun and gentle sea breeze invigorate your senses. Embrace the freedom of being surrounded by nothing but the vast expanse of azure waters.

Exploring Skiathos

On route to Skopelos, make a stop at the nearby island of Skiathos. Known for its vibrant nightlife and stunning beaches, Skiathos offers a delightful blend of relaxation and entertainment. Drop anchor in one of its picturesque bays and take a refreshing swim in the crystal-clear waters. Explore the island’s charming town, where narrow cobblestone streets and traditional white houses create a postcard-worthy scene.

In Skiathos, visit the medieval fortress of Bourtzi, a historic landmark that overlooks the harbor. Take a leisurely stroll along the bustling waterfront promenade, lined with tavernas and shops offering local delicacies and souvenirs. Immerse yourself in the island’s lively atmosphere before continuing your journey to Skopelos.

Day 3: Return to Alonnisos

Enjoying the last day.

On the final day of your sailing adventure, it’s time to savor the moments and make the most of your time at sea. Breathe in the fresh sea air, feel the sun on your skin, and appreciate the beauty that surrounds you. Take this opportunity to fully embrace the serenity and tranquility of the Greek islands.

Sail around the waters of Skopelos, renowned for its lush green landscapes and stunning coastline. Seek out hidden coves and secluded beaches, where you can anchor and indulge in a relaxing swim or snorkeling session. Enjoy a picnic on deck, surrounded by the breathtaking natural beauty that characterizes the Greek islands.

Final Destination

As the day draws to a close, it’s time to make your way back to Alonnisos, your final destination. Reflect on the incredible experiences and memories created during your 3-day family sailing adventure. Embrace the sense of accomplishment that comes with navigating the Greek waters and exploring the hidden gems of the Aegean Sea.

Arriving back in Alonnisos, take a moment to soak up the picturesque harbor view and bid farewell to the sea that has been your home for the past few days. Celebrate your journey with a delicious meal at one of the island’s charming seaside tavernas, savoring

Boat types for a perfect sailing vacation in Greece

Picking out the type of boat to go with will generally come down to your budget, and preferred method of sailing.

Not sure which one is suitable for you? Talk to our team and get professional suggestions and ideas for your romantic sailing trip.

Sailing boat

Suitable for active and adventurous couples. If you and your loved one wish to experience real sailing then this is the right boat for you! Offered in all-inclusive and self-catered options.

Catamarans provide comfort and a smoother sailing experience than the sailing boat. Perfect for couples that enjoy sightseeing, swimming, sunbathing and relaxing. Offered in all-inclusive or self-catered option.

Motor yacht

Luxury type of holidays with fully crewed service. A wide range of water toys is available for added fun.

The best sailing in Greece can be found in the Cyclades archipelago, known for its iconic islands like Santorini, Mykonos, and Paros. The Cyclades offer a combination of stunning landscapes, picturesque villages, vibrant nightlife, and excellent sailing conditions, making it a top choice for sailors seeking a memorable Greek sailing experience.

Sailing in Greece can present some challenges, particularly for inexperienced sailors, due to factors such as strong winds, rocky coastlines, and busy harbors during peak seasons. However, with proper preparation, knowledge of the local waters, and cautious navigation, sailing in Greece can be a rewarding and enjoyable experience for sailors of various skill levels.

The time it takes to sail around the Greek islands can vary significantly depending on factors such as the specific route, weather conditions, and the pace of travel. A rough estimate for a comprehensive sailing journey around the major Greek island groups, such as the Cyclades or Ionian Islands, could range anywhere from a few weeks to a couple of months to fully explore and appreciate the diverse destinations along the way.

No, 60 is not too old to start sailing. Many individuals begin their sailing journeys later in life and find great joy and fulfillment in this new hobby. With proper training, guidance, and a willingness to learn, people of all ages can enjoy the adventure and serenity of sailing.

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Check out what our guests said about their experience sailing with us. Our guests satisfaction is our main priority.

“The sailing trip was just fantastic! Thank you for organizing! It was really great! A large share of course goes to the skipper Marco.

“I had a chance to spend a wonderful week of sailing in Croatia. Everything went smoothly and was well organized. I highly recommend it  and I would gladly do it again.”

“We spent a great week sailing in Croatia as a family. Thanks to our skipper Korado we got to know beautiful beaches, snorkeling paradises, beautiful landscapes and friendly villages. It was a super relaxed family vacation! 🤩”

“We loved our week aboard a sailing boat. The company is very organized and it was super easy to book the trip the way we wanted. It’s a very personalised service. Our skipper, Filip, was very nice and helpful”

“It was a wonderful trip with beautiful bays and beaches. It was a pleasure to spend this week on a sailboat. All staff and skipper are very friendly and organized. Everything was perfect.”

“Vesna and the Team have been helpful from day1 in accommodating our requests and always made sure throughout the process to satisfy our needs. Would definitely recommend the company!!”

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Our Best Greek Sailing Itineraries

For those who love relaxing sailing, enjoy the warm sea and sun, and explore archaeological and historical sites, why sail in greece and where are the best greek sailing itineraries.

SailCheckers regularly asked us why we love sailing in Greece so much and ask for more about the best Greek sailing itineraries .

Before the more practical reasons for explaining our best Greek sailing itineraries , let’s marvel at the allure of Greek Mythology, the stomping ground of Poseidon, of Hercules, Lysander, and other great Hellenic heroes.

The ancient history of the Greek civilisation bursts forth at every turn with ancient ruins and dramatic temples. Spend your time gazing and contemplating of the wonder the philosophers with ideas that frame our modern world. Add the deep iridescent colours of the waters of the Ionian, Aegean, Cyclades and other hidden gems, for those thinking with their heart, there are many reasons to visit and choose one of our best Greek sailing itineraries .

Backing up the stunning waters are the numerous Blue flags you will find on Greek beaches with wonderful swimming and snorkelling opportunities, and with 1,431 to choose from, it will take you a little time to enjoy them all! The Greek weather offers over 250 days of sunshine each year and with access to 5 stunningly different sailing areas, each with their wind pattern, you are sure to find perfect sailing conditions and best Greek sailing itineraries for everyone.

Ionian Islands

Dodecanese islands, saronic islands, all around greece, we review the best greek sailing itineraries, five amazing areas to sail – each with their own character and sailing conditions, ionian sailing itinerary.

Dodecanese Sailing Itinerary

Sporades Sailing Itinerary

Saronic Sailing Itinerary

Why Not Ask For a Consultation and Get Our Experienced Greek Office to help you decide which is the best Greek sailing itineraries for you.

Best greek sailing itineraries – all you need to know, we have created a mini greece sailing guide with all the information you need to know including the best greek sailing itineraries..

Wherever your start your sailing holiday in Greece, you will find superb sailing conditions in stunning surroundings, reliable winds, pristine seas, excellent food, a sunny Mediterranean climate and a welcome to match.

Our Top 5 Best Greek Sailing Itineraries

Our Highlights.  The beautiful and exotic Greek Islands lure droves of tourists every year for some of the best Greek sailing itineraries, making them one of the world’s top travel destinations. Amazing beaches, ancient ruins, excellent cuisine, colourful harbours, breathtaking views and even active volcanoes the Greek islands have it all.

Santorini.  Part of the Cyclades group, Santorini is the jewel. It is considered by many the most picturesque islands. Lying in the South Of Greece, is can be a little tricky to access, or, put more accurately, harder to get home if the wind starts to blow form the north.

Mykonos . Also part of the Cyclades, Mykonos features a modern, cosmopolitan society blended with traditional whitewashed houses and maze-like streets.

SailChecker Tip: Enjoy a meal in Little Venice.

Rhodes.  Located in the Aegean Sea near the coast of Turkey, Rhodes is the capital and largest island of the Dodecanese archipelago, popular for its great beaches and historical significance.

Corfu.  The northernmost of Greece’s Ionian Islands, Corfu was controlled by many foreign powers, notably the Venetians and British, which is reflected in its culture and the architecture on the island. Sporades also will offer you amazing experiences with their crystal clear waters and their natural beauty

Ionian Islands. Home to the legendary “Odysseus”, the Ionian Sea consists of 7 main islands (also known as the “Heptanese”), but during your sailing adventures, you’ll find many smaller islands to explore.

Greek sailing Itineraries. What is interesting about an Ionian sailing itinerary is the contrast between the places you’ll get to visit. From the cosmopolitan and proud representative of the Venetian culture and architecture Corfu town to the breathtaking combination of blue and green hues in Lakka bay to the traditional fishing villages, one thing is for certain. You’ll be going home with more than a handful of stories and experiences to share, which makes it one of our best Greek sailing itineraries.

Best Greek Sailing Itineraries - Ionian Islands

Places To Discover. The Ionian islands are some of our favourite islands to visit, which is why we have included them in our best Greek sailing itineraries list. Some of the best islands to visit are listed below.

• Parga, Mainland
• Sivota, Mainland
• Meganisi Island
• Kalamos Island

Islands. The Dodecanese islands consist of 15 larger islands and over 150 smaller islands, located in the Southeastern Aegean Sea. Within this collection of islands, only 26 are inhabited. The Dodecanese islands cover an area of 1,048 square miles, which makes it one of our best Greek sailing itineraries.

Greek Sailing Itineraries. The Dodecanese is one of our favourite best Greek sailing itineraries, and it’s easy to discover why these islands are often referred to as the ‘sunniest corner of Greece’, thanks to their crystal clear turquoise waters, sandy and stone beaches, stunning archaeological landmarks, and traditional settlements. There are also unique Byzantine and medieval monuments which cover a large number of the islands.

Best Greek Sailing Itineraries - Dodecanese Islands

Places To Discover. The Dodecanese islands are some of our favourite islands to visit, which is why we have included them in our best Greek sailing itineraries list. Some of the best islands to visit are listed below.

• Symi Island
• Nisiros Island
• Leros Island

Saronic. The Saronic Gulf is formed by two of the most prominent peninsulas in the Aegean Sea. In between the areas of Attica and Argolis, the gulf offers a number of islands worth visiting and the steadily-blowing Meltemi winds, (especially during July and August, however, not forbiddingly strong as they can get in the Cyclades). The area is also home to a variety of wildlife, including friendly short-beaked common dolphins and fin whales. History and relaxation meld together in this land of the Greek gods.

Greek Sailing Itineraries. The Saronic Gulf is one of our best Greek sailing itineraries for intermediate sailors. Involving medium winds (Force 2-5) and hidden coves excellent for taking off an afternoon and enjoying the Greek way of life, we offer seven days of history and delightful beaches ready for exploration.

Best Greek Sailing Itineraries - Saronic Islands

Places To Discover. The Saronic islands are some of our favourite islands to visit, which is why we have included them in our best Greek sailing itineraries list. Some of the best islands to visit are listed below.

• Spetses Island

Sporades. The Sporades consist of 24 islands in the Aegean Sea. 4 of these islands are completely free of human residents – you’ll only find gorgeous scenery and empty beaches. Much of the area is considered a national park, and guests are encouraged to explore the area while leaving things carefully preserved behind them. The largest and most populated island is Skopelos, which has several villages and an opportunity to experience island life.

Greek Sailing Itineraries. The archipelago is also home to several historic sites. Once the home of neolithic peoples to members of the Ottoman Empire, you’ll find sunken cities, ruins, and almost-forgotten monasteries ready to visit and discover. The Sporades offer a bit of adventure and a chance to rest from modern life. This is a slightly more challenging of our best Greek sailing itineraries for those with a few sailing trips already under their belt (Level 3).

Best Greek Sailing Itineraries - Sporades

Places To Discover. The Sporades islands are some of our favourite islands to visit, which is why we have included them in our best Greek sailing itineraries list. Some of the best islands to visit are listed below.

• Nishida Adelfi
• Kira Panagia

Mezedes . Most visitors are aware of Mezze well before they arrive on these shores. Yet it remains one of the most Greek of culinary traditions enjoyed by locals and visitors alike, a must try on one of our best Greek sailing itineraries.

Lunch Aboard. You can find plenty of “mezedes” around Greece, both fish and meat version. Best of all, prepare your own for the most typical of Greek lunches aboard.

Wine Tasting

Greek wine is much-maligned the world over, yet there’s so much more to Greek wine than adodgy retsina. If you do get the opportunity, you should visit at least one vineyard during your stay.

SailChecker Tip : The image is from a traditional winery in Samos, why not drop by where you will be made very welcome.

You can find traditional, family-held wineries all around the greek islands.

Amazing Sailing Experiences

Our amazing customers.

I didn't think sailing with my family would be so much fun...

Sailing for the first time.

Everything went smooth, the paper processing, special requests and the specs of tht check-in procedure. Boat was also in good shape, so no complaints and a worry free holiday...

We had a great experience with booking through sailchecker.

Informative and looked for the best value for our family. Very good customer service on this side and in Greece. Great boat and skipper...

Fantastic holiday from start to finish.

They were very responsive and very quick to answer questions via email and instant chat. They had extensive knowledge of the area...

We will most definitely use their services for our next bareboat sailing vacation.

Sailchecker were professional from start to finish - and were awesome dealing with a problem! Our first Yacht had serious issues and sail checker helped us to resolve it...

They are easy to deal with, straightforward and honest and I would recommend them to anyone planning a charter holiday.

During the Coronavirus pandemic, Kate and her colleagues at Sailchecker have performed brilliantly. They have been considerate and highly efficient in re-organising our Turkey charter and also provided lots of assistance in getting our Yacht Security Deposit insurance policy transferred to match our revised charter dates.

Truly worthy of a 5 star rating!

Would I go sailing again? OMG yes! Sailing is the perfect family holiday. Boys loved the activities, I enjoy relaxing as well...

Sailchecker.com arranged a sailing cruise her family of 2 sons, daughter & hubby in the BVI with their own.

It was sail in the day… party at night. We couldn't have wanted a better skipper or a Spring Break!  Good times...

Arranged for 6 friends to sail Spring Break in the British Virgin Islands for under $500 each.

All bookings and confirmations was always accurate with no delays. Our boat was also fabulously maintained and the Skipper new the area extremely well...

Everything was down to the tee.

Rated 4.9 out of 5 based on 215 reviews on Trustpilot

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25 Best Boat Tours in Santorini for the Ultimate Aegean Adventure

• 3 Pinterest

Start your adventure in the Aegean with the best boat tours in Santorini , where crystal-clear waters and stunning caldera views await to take your breath away!

These tours are your passport to experiencing the essence of one of the most breathtaking islands in the world. From witnessing the stunning caldera up close to swimming in therapeutic hot springs or spending a romantic evening under the golden sun, they rank high on the list of things to do in Santorini .

Prepare for a journey that combines luxury, adventure, and the unmatched beauty of Santorini , one of Greece’s most iconic islands!

Want to dive straight in? Browse our catalog now!

• boat tours in Santorini

1 – Half-Day Exclusive Catamaran Cruise by Santorini Star Sailing

Rating: ⭐️ 5/5 ( 1375 reviews )

“Wonderful experience on the sea. The crew is great and safe. Good food too. The main guide was also incredibly knowledgeable and explained what we were seeing and sailing by.” Jonah. Viator

Experience the ultimate Santorini adventure with a stylish catamaran cruise with a meal that takes you to secluded beaches and bays on the island, which are only accessible by boat.

Whether you are up for a daytime adventure or wish to relax on an enchanting cruise at sunset, this luxury excursion by Santorini Star Sailing promises unforgettable moments and breathtaking views.

With your trusty skipper at the helm, your first destination is the healing waters of the Santorini Hot Springs, followed by the pristine sea near Thirasia Island, one of the best places for snorkeling and swimming.

Cap off your day out in the Aegean with a sumptuous meal with fresh seafood and many Greek classics, a glass of Prosecco, for the experience of a lifetime!

• check offer
• Infants must sit on laps
• Hotel pick up and drop off are included
• Vegetarian options are available (upon request)

What we really enjoy about this luxury catamaran cruise is that it manages to create a truly all-inclusive experience. By covering everything from transportation to meals and drinks, this is the ultimate way to sit back and enjoy an action-packed day or romantic evening in the Aegean.

• see price & reviews

2 – Caldera Catamaran Cruise by Renieris Santorini Sailing Center

Rating: ⭐️ 4.9/5 ( 128 reviews )

“This excursion was the highlight of our stay in Santorini! The crew was very nice and always concerned about our well-being.” Daniela. Getyourguide

Santorini shines as a jewel of the Aegean, best explored through a catamaran tour around the breathtaking Caldera!

This voyage by Renieris Santorini Sailing Center starts with a dip in the sparkling, sulfur-infused waters near Nea Kameni. Then it’s on to the stunning shores of the famed Red Beach and White Beach.

After snorkeling, you can relax on the catamaran, sunbathe, and savor a delightful meal as you sail smoothly, with tranquil music and a gentle breeze setting an ambient mood.

As evening approaches, get ready for the mesmerizing Santorini sunset, forging memories that will last a lifetime!

• Unlimited white wine, soft drinks, and water are included
• Baby strollers are not allowed
• The itinerary of the cruise is subject to changes in case of strong wind

This catamaran cruise in Santorini with BBQ is a fantastic way of experiencing the beauty of the Caldera and the Aegean Sea. The experienced and friendly crew will take you to all the best spots for diving and snorkeling, as well as the hot springs at Nea Kameni. Highly recommended!

3 – Caldera Half Day Tour by Caldera’s Boats

Rating: ⭐️ 4.5/5 ( 738 reviews )

“This was so fun! The amount of time layer out for each location was perfect.” Robert. Viator

Set sail with Caldera’s Boats on a thrilling journey across the Aegean Sea with a half-day boat tour to explore the iconic caldera of Santorini and its therapeutic volcanic hot springs!

Discover the active volcano of the island, where your experienced guide will unveil the secrets of this natural wonder. Your Aegean adventure doesn’t stop there, though! You’ll also get to visit Palea Kameni, renowned for its warm, mineral-rich waters and rejuvenating mud baths for some pampering.

This Santorini boat tour passes by many secluded beaches and culminates at the quaint islet of Thirassia, where you can get a taste of the serene island life in the Aegean.

• Travelers should have a moderate physical fitness level
• Optional hotel transfer service is available

This boat tour has it all, from a leisurely cruise around Santorini’s caldera and finding remote beaches with crystal-clear waters, to a guided hike to the famous volcano that shaped the island. With top-the-range service and something for everyone, we highly recommend this comprehensive cruise experience!

4 – Volcanic Islands Cruise with Hot Springs Visit by NST Santorini Tours

Rating: ⭐️ 4.3/5 ( 7322 reviews )

“Our Santorini volcanic islands cruise was absolutely worth every penny! The tour provided an incredible experience, and our tour guide was a gem.” Kian. Getyourguide

Join NST Santorini Tours for an unforgettable journey to the volcanic islands of Santorini’s caldera region, on a cruise that promises adventure and relaxation.

Starting from Athinios Port, you’ll sail to Nea Kameni for a hike to the crater of the island’s active volcano. From there, you will continue to Palea Kameni, where you will get to swim in the rejuvenating hot springs.

Enjoy the freedom to explore the traditional villages of Manolas, Thirassia and Oia, with an expert guide by your side.

With live commentary and optional activities, like donkey rides and cable cars in Thirassia, this cruise offers a blend of excitement and leisure.

Santorini owes a lot of its beauty to its volcano, and this cruise is one of the best ways to discover and understand its fascinating origins. On top of a relaxing cruise, we really like that the tour itinerary includes additional activities to get a real feel of the island.

• hot springs tours from Santorini

5 – Santorini Classic Catamaran Cruise by Spiridakos Sailing Cruises

Rating: ⭐️ 5/5 ( 2576 reviews )

“The crew was fantastic and just a beautiful and relaxing way to see Santorini Island. Add in the fun stops to swim and snorkel and then a delicious meal (…)” Glen. Viator

Are you ready for an amazing adventure on the azure waters of Santorini? Join Spiridakos Sailing Cruises on a fully personalized catamaran daytime or sunset cruise that showcases the island’s iconic coastline.

Snorkel through the crystal-clear Aegean Sea, run along and play on the stunning Red Beach, then glide past the pristine White Beach to find inner peace as you bask in the tranquil waters of Mesa Pigadia.

Next up, marvel at landmarks like Indian Rock and the historic Venetian Lighthouse, and unwind in the natural hot springs with picturesque views of Oia and Thirassia Island. So hop on board and let the good times roll!

If you are looking for a perfect blend of relaxation and discovery, then this is one of the best Santorini catamaran yacht cruises available. You will get to spend time on many of the island’s world-famous beaches and attractions. With impeccable service and food and drink covered, you can’t go wrong!

6 – Santorini Caldera Traditional Cruise by Caldera Yachting Santorini

Rating: ⭐️ 4.5/5 ( 128 reviews )

“You see everything in that cruise above and below the sea! Nice people and good time!” Krasimir. Civitatis

A great way of discovering why Santorini is one of the best places to visit in Greece , is by exploring the island’s scenic landscapes as you cruise across the Aegean Sea aboard a classic boat.

This caldera excursion by Caldera Yachting Santorini takes you on an adventure that combines traditional charm with breathtaking natural beauty. From swimming in the crystal-clear waters near Red and White Beaches to indulging in a relaxing dip in the thermal volcanic pools of Palia Kameni, this cruise has it all.

When you choose a morning departure to soak up the sun’s rays or an afternoon cruise to witness the spectacular Greek sunset, this is your chance to make your Santorini visit truly memorable!

And if you want to see a different side of Santorini, you won’t want to miss the Panorama Winter Cruise .

• Adults: €90
• Children aged 3-12: €45
• Children under 3: free
• Morning Cruise: Red Beach, White Beach, Black Mountain, Akrotiri Lighthouse, Indian Rock, Palia Kameni, Therasia Island
• Afternoon Cruise: Therasia Island, Palia Kameni, Black Mountain, Akrotiri Lighthouse, Indian Rock, Red Beach, White Beach

Offering both daytime and afternoon departure times, exceptional service and an itinerary that checks off many of Santorini’s world-famous beaches and landmarks, this boat tour has something for everyone. The inclusion of transportation, along with food and drinks, makes this an easy recommendation.

7 – Santorini Platinum Catamaran Cruise by Vista Yachting

Rating: ⭐️ 5/5 ( 369 reviews )

“Excellent trip! We only had two days in Santorini and it was a great way to see a lot in a short amount of time. The crew was very nice and super informative.” Gerard. Viator

Uncover the marvels of Santorini and its stunning caldera on a thrilling catamaran cruise by Vista Yachting ! Whether you sell out for a refreshing journey in the morning or go for the enchanting glow of a sunset cruise, you are in for an unmatched adventure.

Imagine yourself gliding over the waves in the comfort and speed, relishing local wines and beer, alongside a sumptuous onboard BBQ with seafood and traditional Greek appetizers.

Take a dive into the crystal-clear waters for a swim or snorkel, unwind in the soothing hot springs, and take in the sheer beauty of Thirassia, and the iconic Red and White beaches.

Enjoy the intimate atmosphere and be prepared for a memorable day at sea capped off by the breathtaking Santorini sunset.

• Stroller accessible
• Open Bar is included

This premium catamaran cruise is easily one of the best and most convenient ways of exploring Santorini’s caldera. Offering flexible departure times, ample space, small groups and a helpful crew to cater to all your needs, you are guaranteed to experience everything the island has to offer at your own pace.

8 – Morning Caldera Sailing Cruise by Barca Sailing

Rating: ⭐️ 5/5 ( 34 reviews )

“We did this to celebrate my husband’s birthday and had a fantastic time with the other guests and the crew. Would absolutely recommend to anyone (…)” Victoria. Viator

Kick off an unforgettable adventure with one of the best boat tours in Santorini, a morning caldera sailing cruise by Barca Sailing that promises not just a journey but to unveil the island’s stunning volcanic beauty!

You will head out into the endless blue of the Aegean Sea, passing by natural wonders like The Indian rock formation, Nea Kameni island, and the historic Akrotiri lighthouse. Then, after you find a cozy spot at Mesa Pigadia, dive into the crystal-clear waters and head to thethe iconic Red Beach for swimming and snorkeling.

Take a soothing dip in the volcanic hot springs and feast on the mouthwatering seafood buffet lunch onboard for the perfect blend of relaxation, discovery, and indulgence under the Santorinian sun.

• Hotel pickup and drop-off are included
• Seafood BBQ lunch on board
• Children must be accompanied by an adult

This daytime caldera sailing cruise is a quintessential Santorini experience! You will glide through the Aegean Sea, marvel at the volcanic landscapes, and swim at breathtaking beaches. The visit to the hot springs and the delicious seafood lunch served onboard are highlights of this well-balanced boat tour!

• sailing in Santorini

9 – Sailing Catamaran Cruise by Sunset Oia Santorini

Rating: ⭐️ 4.5/5 ( 359 reviews )

“Such an amazing time! The crew are so friendly and welcoming and they are every accommodating.” Simone. Viator

Elevate your Santorini experience with this captivating catamaran cruise by Sunset Oia Santorini around the island’s stunning coastline. This is your opportunity to spend your day under the Grecian sun sailing across the azure waters, savoring Santorini wine, while treating yourself to a mouthwatering barbecue prepared on deck.

Along the way, you will be treated to breathtaking views of Santorini’s beaches, bays, and the caldera’s iconic volcanoes. And when the time is right, dive into the Aegean to play with the waves, or don your snorkeling gear and discover the beauty that lies beneath the surface.

This unforgettable journey promises not just a trip around Santorini, but a voyage into the heart of this beloved Cycladic island!

If you are seeking to spend a memorable day out at sea, this Santorini cruise is perfect, especially for groups of friends and families. Marveling at Santorini’s stunning views while swimming and snorkeling is an unmissable experience. The inclusion of white wine, soft drinks, and freshly prepared meals are simply the cherry on top.

10 – Santorini Luxury Catamaran Day Cruise by Sunset Oia Santorini

Rating: ⭐️ 5/5 ( 107 reviews )

“An outstanding experience with a great crew and a relaxing and unique way to enjoy Santorini. It was a highlight of our trip.” Christine. Viator

Dive into the luxury and beauty of Santorini with this exclusive Sunset Oia Santorini catamaran cruise for a unique and lavish perspective of one of Greece’s most stunning islands.

With an experienced skipper at the helm of your sleek sailing yacht, a dedicated crew tending to your needs, and a delicious Greek BBQ meal served on board, you will effortlessly cut through the waves in comfort and style, the ideal way to soak in Santorini’s famed vistas.

From the majestic Red and White beaches to prime swim and snorkel locations that fly under the radar, this journey promises unmatched coastal views.

Experience the grandeur of sailing past the ancient volcano, soaking in the rejuvenating hot springs, and exploring the mesmerizing underwater world, all in a day of unparalleled luxury.

• Free beer, white wine, soft drinks, bottled water, juice

Santorini from the sea is a must-see and this luxurious catamaran cruise is an absolute dream. Sailing alongside the island’s stunning coastline, you will get to explore breathtaking beaches and snorkel in crystal-clear waters. Coupled with a Greek BBQ meal onboard and an endless supply of drinks, this is the perfect way to enjoy the Aegean.

11 – Comfort Max Catamaran Caldera Cruise by Santorini Yachting Club

Rating: ⭐️ 4.5/5 ( 122 reviews )

“What a great trip. I met so many great people, drank some tasty beverages, and ate the best Greek Salad I ever tasted.” Sara. Viator

Picture yourself soaking up the sun on a day cruise from Amoudi Bay across the breathtaking caldera to Vlychada Marina or experiencing the magic of a Santorini sunset.

Your ticket to a slice of Aegean heaven is this value-packed catamaran adventure by the Santorini Yachting Club . This catamaran cruise is designed to capture those unforgettable moments as you dive into the heart of Santorini’s inviting waters and raw volcanic landscapes.

Whether you travel by day or in the evening, you will stop by the iconic Red and White Beaches, Mesa Pigadia and the Santorini Hot Springs for a relaxing dip, snorkeling and relaxation in the warm waters.

Round off your day with a buffet lunch onboard with a selection of drinks and embrace the unrivaled beauty of the Aegean Sea.

Sailing across the caldera in Santorini, past the volcanic landscapes, is a unique experience and snorkeling in the Santorini Hot Springs is an absolute highlight. The intimate setting with a cap on travelers makes the experience even more special. Truly a must-do for anyone visiting Santorini!

12 – Santorini Sailing lunch cruise

Rating: ⭐️ 4.5/5 ( 353 reviews )

“A great crew and phenomenal lunch. The cruise was exactly as hoped for. Highly recommend this to anyone who wants a wonderful half-day on the water.” Wayne. Viator

Add a dash of excitement and wonder to your stay in Santorini, by embarking on this thrilling sailing cruise by Santorini Sailing that promises adventure and relaxation.

Start your day with a refreshing swim, snorkel in the crystal-clear waters of the Aegean Sea, then soak up the sun as you sail past the iconic Indian Head Mountain and the historic Old Venetian Lighthouse.

This sailing cruise also sets aside time to explore the unique Red and White beaches and rejuvenate in the natural Hot Springs before tucking into a freshly prepared meal on board.

Whether you go on a vibrant morning cruise or a sunset sail, expect to be captivated by the otherworldly volcanic landscapes and serene beauty of Santorini.

• Infant seats available
• Unlimited beer, wine and soft drinks

If you are seeking a more relaxed and authentic boating experience in Santorini, this sailing cruise is a real winner. Hitting all the best spots around the island, led by an experienced skipper and with a helpful crew tending to all your needs, this sailing cruise in the Aegean offers great value.

• lunch cruises in Santorini

13 – Spiridakos Sailing Cruises lunch cruise

Rating: ⭐️ 4.8/5 ( 67 reviews )

Seize the sun-drenched day in Santorini on this catamaran cruise by Spiridakos Sailing Cruises ! Setting sail from the port of Vlychada, the first destination on your journey is the iconic Red and White beaches.

Marvel at the ethereal formations and the vibrant red sands – the perfect setting for unforgettable photos! Swim and snorkel in the refreshing waters at Mesa Pigadia and bask under the radiant Greek sun, then sail through the caldera, passing the ancient Venetian Lighthouse on your way to the rejuvenating thermal springs.

Conclude your day with a serene swim in a secluded cove and a scrumptious lunch before returning to your hotel with memories to last a lifetime.

• Soft beverages & white wine are included

Guaranteed to leave you wanting more, this catamaran cruise in Santorini includes everything you need for an unforgettable day out in the Aegean Sea. From transportation and a freshly prepared lunch to an itinerary that manages to cram all the major highlights and time to relax, this boat tour has it all.

14 – MTM d.m.c dinner cruise

Rating: ⭐️ 4/5 ( 114 reviews )

” Food is a tasty and simple Greek buffet. The swimming spots are both lovely and the sunset beautiful. Would highly recommend.” Stephanie. Viator

Spend a magical evening at sea in Santorini on one of the best sunset dinner cruises, offered by MTM d.m.c , complete with a visit to the Nea Kameni hot springs!

From the comfort of your cruise boat, witness the breathtaking caldera and the charming cliffside architecture of Santorini. Indulge in a relaxing soak in the therapeutic waters of the hot springs at Nea Kameni and walk along the serene beaches.

As the day turns to evening, enjoy a sumptuous 2-course dinner with your loved ones, accompanied by a glass of Greek wine, all while floating on the waters with the setting sun painting the sky.

• Wear comfortable walking shoes (no flip flops)

Few things can rival a sunset cruise in Santorini, so adding a romantic dinner with your loved one to the mix can only make it better! This dinner cruise experience includes everything to ensure a stress-free and memorable adventure, including convenient roundtrip transportation from your Santorini hotel.

• dinner cruises in Santorini

15 – Angel Sailing Santorini dinner cruise

Rating: ⭐️ 5/5 ( 71 reviews )

“The food served was prepared with personal touch and attention. It was delicious and one of our favorite meals while in Santorini! We highly recommend this crew for your Sunset adventure!!!” Kelly. Viator

The world-famous sunset of Santorini is calling and the most luxurious way possible to answer the call is aboard your very own sailing yacht! Climb aboard the 44-foot yacht of Angel Sailing Santorini and get ready for an unforgettable dinner experience!

Sit back and relax as your friendly crew caters to your every need, providing drinks as you sail past iconic landmarks like Red Beach, White Beach, and Palea Kameni.

Your journey at sea culminates at Thirassia Island, where you’ll anchor for a sunset feast against the backdrop of the caldera, capping off your amazing adventure in the Aegean.

• This is a private tour/activity. Only your group will participate

This private sailing cruise promises an unforgettable half-day adventure, blending exploration and relaxation in the heart of the Aegean Sea. With a luxurious dinner served at sunset, this is one of the best ways of capping off a fun-filled day of sailing past the shores of Santorini.

16 – Explorer1 Yachting dinner cruise

Rating: ⭐️ 5/5 ( 35 reviews )

“Experience complete with full course authentic Greek dinner, stops where we requested, several opportunities to jump in the water including hot springs, explanation of the beaches we passed, lots of space on the boat for a group of 6. Highly recommend!” Alexandre. Viator

Hop on board for the ultimate romantic adventure with a magical dinner cruise by Explorer1 Yachting in Santorini! With breathtaking views of the sunset and traveling to some of the island’s most stunning locations, this is a dinner cruise like none other!

Setting sail from the marina of Vlyhada to the iconic Red Beach and beyond, you’ll explore Akrotiri, White Beach, the Lighthouse, and the majestic volcano.

Along the way you will even get to indulge in a swim at the hot springs, before savoring a full Greek dinner with drinks on board set against a mesmerizing sunset in the Aegean Sea.

Although catering more to the romantic souls, this dinner cruise in Santorini is a fantastic way of enjoying the island’s striking volcanic landscape during the magical hours of sunset, accompanied by a freshly prepared meal served on board. This is, without a doubt, one of the best experiences on the island.

17 – Blue Cruisers dinner cruise

Rating: ⭐️ 4.5/5 ( 34 reviews )

“Very nice experience! Everything was great: – delicious food and drinks – nice and professional staff – pleasant atmosphere – amazing sunset. Highly recommended!” Corina. Viator

Your culinary journey in Santorini starts aboard the Oniro yacht, where a 5-course gourmet feast awaits, crafted by the renowned Seaside Santorini restaurant. As the sun melts into the caldera, treat your taste buds to exquisite flavors, complemented by a selection of Greek wine.

This all-inclusive sunset cruise by Blue Cruisers is a great way to discover Santorini’s ethereal natural beauty as you pass by the Red and White beaches, Indian Head Mountain and the Akrotiri Lighthouse.

You will also have the opportunity to dip into the crystal waters at Mesa Pigadia Beach and Santorini Volcano for swimming and snorkeling adventures. For those who prefer daylight delights, Blue Cruisers also offers a tantalizing lunch cruise option!

• The duration and the time schedule of the tour is adjusted during the season depending on the time of sunset.

One of the best ways of experiencing Santorini is at sunset and this dinner cruise simply has it all. Operated in limited numbers by a very attentive crew and with hotel transfers included, this dinner cruise will allow you to enjoy a cozy and personal ambiance throughout this unforgettable evening.

18 – Santorini Sunset Luxury Sailing Catamaran Cruise by Sunset Oia Santorini

Rating: ⭐️ 5/5 ( 686 reviews )

“Very friendly and helpful crew who were ready to assist with anything and everything. Beautiful views, delicious food and ice cold beers. The sunset was stunning. Would definitely go again.” Monti. Viator

Sit back and bask in the volcanic splendor of the Aegean on an afternoon catamaran cruise, as you set off on a luxurious journey with Sunset Oia Santorini .

This voyage invites you to revel in the unique colors of Santorini’s Red and White sand beaches, snorkel in crystal-clear waters, and unwind in the volcanic hot springs.

Your adventure is complemented by a sumptuous Greek barbecue meal with complimentary drinks and wine, ensuring a lavish experience while you cruise by the island’s rugged cliffs and secluded bays.

As one of the best boat tours in Santorini, your day out at sea comes complete with an opportunity to witness the breathtaking sunset over the Aegean!

A great way of introducing yourself to to Santorini and enjoying one of the most essential experiences on the island, this luxurious catamaran cruise covers all the major landmarks, from the Red and White beaches to the hot springs and the volcano. With stops for swimming and a freshly prepared meal served onboard, this boat tour has you covered!

19 – Santorini Luxury Caldera Sunset Cruise by Santorini Day Tours

Rating: ⭐️ 5/5 ( 1377 reviews )

“The crew was so friendly, attentive and the food was delicious! They were very generous with the food and drinks. The swim in the thermal waters and off of Red Beach was so much fun and the sunset amazing!” George. Viator

If you are lucky enough to visit Santorini, join Santorini Day Tours for an unforgettable Caldera sunset cruise, where you will discover the island’s Aegean beauty in all its glory!

Aboard a luxurious, brand-new catamaran, you’ll have the opportunity to bathe in the Nea Kameni springs and revel in the sun at the island’s must-see Red and White beaches. Don your snorkeling gear and plunge into the azure waters to discover the wonders beneath the waves.

After you have worked up an appetite, you return to the catamaran, where you can indulge in a full Greek meal prepared right on board, with complimentary Santorini wine, to cap off your Santorini adventure!

• Not recommended for pregnant travelers
• Complimentary drinks (white wine, Greek beer, sodas and water)
• Vegetarian options available

Groups on this catamaran cruise are limited to 20, promising an intimate and memorable exploration of Santorini’s most breathtaking sights, making it a must-do for any visit to the island. For even greater flexibility, you can choose between a daytime excursion or an evening cruise to witness the caldera under the enchanting glow of a legendary Santorini sunset.

• sunset cruises in Santorini

20 – Sunset Caldera Cruise by Santorini Sailing

Rating: ⭐️ 4.8/5 ( 150 reviews )

“A fantastic experience with local knowledge!” Victoria. Getyourguide

Discover why Santorini is one of the best Greek islands to visit aboard a 45-foot luxury sailing catamaran! Operated by Santorini Sailing , this breathtaking sunset cruise will take you past the awe-inspiring Indian Head Mountain and historic Venetian Lighthouse, venturing into the heart of the Caldera’s stunning volcanic landscape.

There, you will find secluded bays inviting you to swim and snorkel under the Aegean sun. To change pace, soak in the warm embrace of the hot springs and marvel at the island’s volcanic cliffs.

As the day winds down, you return to the catamaran for a sumptuous meal of Greek delicacies against the backdrop of the Aegean Sea transforming under the setting sun.

This unforgettable boat trip in Santorini couples the excitement of exploring the Cycladic island with a dash of luxury and plenty of opportunities to swim, play and relax. With pick-up and drop-off services directly from your accommodation, this catamaran cruise ensures a seamless adventure from start to finish.

21 – Romantic Sunset Catamaran Caldera Cruise by Santorini Yachting Club

Rating: ⭐️ 4.5/5 ( 259 reviews )

“Great crew. Great scenery. We had a great day. Enjoyed the swim stops. Highly recommend. You won’t be disappointed.” Ronald. Viator

The enchanting views of Santorini are only a catamaran cruise away and the Santorini Yachting Club is eager to reveal the island’s wonders. Imagine yourself gliding through the Caldera as the island’s beaches and volcanic landscapes unfold before you!

Indulge and in the rejuvenating hot springs at Palea Kameni, near Santorini’s legendary volcano. As your catamaran anchors off the shores of the Red Beach, snorkel to discover a fascinating world beneath the crystal-clear Aegean Sea.

As the day wanes, witness the spectacular sunset off the coast of Oia, while enjoying a sumptuous Greek barbecue. Then, once you reach Amoudi, lose yourself in its white-washed houses and narrow streets, to experience a romantic charm that is uniquely Santorini.

• Open Bar with Santorinian Wine, Greek Ouzo, Beer, Juice, Refreshments

If you are looking for adventure and romance, then this Caldera cruise should be high on your list. Offering an intimate experience that captures the essence of Santorini’s beauty from the sea both during the day and in the magical hours of sunset, this boat tour provides great value and a seamless experience.

22 – Caldera & Oia Sunset Cruise by Kamari Tours

Rating: ⭐️ 4/5 ( 82 reviews )

“The guide was very knowledgeable! It was a very fun and easy day. Timing at each stop was adequate and did not feel rushed.” Hannah. Viator

Santorini’s volcanic origins come to life on this thrilling full-day boat trip by Kamari Tours that visits three islands! Your adventure begins at Nea Kameni, where you can trek to the crater of the active volcano and be treated to breathtaking views and a thrilling sense of nature’s power.

Next up are the warm, healing waters of Palea Kameni’s hot springs, perfect for a relaxing soak. The third stop on your island-hopping tour is Thirasia, an island that once formed part of Santorini, where you can swim, enjoy a seaside lunch, or wander through the quaint village of Manolas.

The day culminates with a trip to Oia, where you’ll witness one of the world’s most famous sunsets, painting the sky with vibrant hues over the caldera!

This island-hopping tour of Santorini promises unforgettable memories and stunning sights at every turn. With an itinerary covering all the major sights on the Cycladic island, you will leave no rock unturned and explore the majestic village of Oia during sunset. With transportation, a knowledgeable guide and dinner included, this is an easy recommendation!

23 – Sailing Sunset Tour by Caldera’s Boats

Rating: ⭐️ 4.5/5 ( 129 reviews )

“The entire cruise was wonderful. The scenery is just breathtaking.” Teresa. Viator

A full day of adventure and thrills await as you set off on a sailing tour around Santorini and its volcanic islands that will captivate both your mind and soul!

This excursion by Caldera’s Boats packs a punch with a guided tour exploration of the Santorini volcano, a relaxing dip in the sulfur-rich hot springs of Palea Kameni, and swimming opportunities near Thirassia.

The grand finale of this sailing experience in Santorini? A romantic dinner with Greek food and wine under the picturesque village of Oia, as the sun sets and the Aegean blue skies give way to a mosaic of gold and violet.

• Free wine during dinner

This journey aboard a sailboat promises unforgettable memories and heart-stopping views, making it an essential experience when visiting Santorini. Aside from covering many of the island’s major sights, including prime swimming spots, you will also get to enjoy a mouthwatering meal off the coast of Oia at sunset.

24 – Sunset Caldera Sailing Cruise by Barca Sailing

Rating: ⭐️ 5/5 ( 88 reviews )

“What an incredible experience! Once the crew hoisted the sails of the single hull boat it was a magical ride that we will never forget.” James. Viator

Catch the Aegean sunset in all its glory with Barca Sailing on this captivating cruise from Vlychada Marina to the breathtaking Santorini Caldera.

This journey takes you past the stunning Red and White beaches, where the vivid colors and clear waters invite you to swim and snorkel.

Kick back with a drink as you cruise by the Akrotiri lighthouse and marvel at the island’s rocky vistas. As you reach Palea Kameni, take the opportunity to relish in the warm embrace of natural hot springs and check out the secluded beaches.

After a fresh BBQ dinner off the shore and a final dip at Mesa Pigadia, your sailing adventure ends on a romantic note against a backdrop of a sinking sun.

Promising romance and unforgettable views, this sunset cruise is an instant favorite for couples seeking magic at sea and one of the best boat tours in Santorini. With a highly experienced crew tending to your needs and ample time to take in and enjoy the island’s volcanic landscape and azure waters, we can’t recommend this boat tour enough.

25 – Santorini Caldera Gold Sunset Cruise by Caldera Yachting Santorini

Rating: ⭐️ 4.5/5 ( 267 reviews )

“Absolutely fabulous time. Crew was attentive and excellent, the food was great, and the other folks onboard were welcoming.The sunset and was spectacular!” Diana. Viator

For an experience like no other, join Caldera Yachting Santorini on a caldera cruise, where luxury meets the legendary beauty of Santorini’s sunset. Sail the island’s captivating coasts and beaches aboard a deluxe catamaran, designed travelers who appreciate the finer things in life.

Let your friendly captain and crew take you on a leisurely journey to Santorini’s mesmerizing islands and bays. Take a break and indulge in the warmth of natural hot springs, or plunge into the vibrant waters off White Beach and Red Beach for a snorkel adventure.

As the day fades, be spellbound by a spectacular sunset, savoring a romantic dinner under the stars with your loved ones, before returning to shore.

Combining luxury and flexibility, this Caldera sunset cruise is guaranteed to win your heart and promises an unforgettable and carefree evening of romance on the Aegean Sea. We give this boat tour top marks for the inclusion of drinks and pick-up and drop-off service from your accommodation.

Private cruises in Santorini

Santorini, with its stunning caldera views, crystal-clear Aegean waters, and breathtaking sunsets, offers a myriad of experiences that are best enjoyed from the deck of a boat. While you can soak in the island’s beauty on a small-group excursion, you can elevate your experience with an exclusive, private boat tour in Santorini.

Among our top choices, the Semi-Private Luxury Santorini Catamaran Cruise by Santorini Star Sailing combines the intimacy of a private tour with the affordability of a small-group setting, ensuring a memorable experience without the full cost of exclusivity. For those desiring a fully private experience, Spiridakos Sailing Cruises offers a flexible Private Sailing Catamaran in Santorini , which covers many of the island’s highlights.

YAKO Sailing ‘s Best of Santorini Private Half-Day Catamaran Cruise is perfect for those short on time, offering a condensed yet comprehensive, all-inclusive exploration of Santorini’s waters. If you seeking to combine a fun day out sea, in style and comfort, with one of the world’s most famous sunsets, look no further than the Santorini Private Sunset Catamaran Cruise by Brama Yachts & Catamarans to book a magical journey.

One of the most intimate boat tour experiences available is the 5hr Private Cruise by Pelagos Cruises Santorini , which caters to groups of up to 4 and promises to take you to beaches off the beaten path. Explorer1 Yachting ‘s Private All-Inclusive Day Cruise offers ab extensive itineraries that can be customized to your preferences, including swimming, snorkeling, and savoring local delicacies onboard.

Whether you’re celebrating a special occasion or simply seeking a luxurious escape, private boat tours are your passport to an adventure tailored to your needs! Choosing a private boat tour in Santorini means prioritizing quality, comfort, and personalized attention, ensuring your time on the water is as breathtaking as the island itself!

• private cruises in Santorini

Boat rental companies in Santorini

As one of the most iconic islands in Greece, Santorini has many boat rental companies offering a wide range of vessels and services. It can be a bit challenging to go through all of them, so we picked out a few of the best boat rental companies in Santorini to get you started.

Click & Boat has the most options, with over 100 boats that you can hire, and is based in the Vlychada marina. For a more eclectic selection, Santorini Blue Waves Cruises stands out for its luxury and VIP boat hires.

If you are feeling confident and want to explore Santorini on your own, Sea4all rents boats that do not require a license. The highly-rated Santorini SeaBreeze is ideal for groups of up to 8, offering skippered cruises as well as rentals.

For a more personalized experience, SeaGold Boat Rental will provide you with everything you need to enjoy a day out at sea in a 4.5-meter power boat. Likewise, Karolos Rental Boats strikes a great balance of luxury and comfort, with a fleet catering groups of up to 10.

• boat rentals in Santorini

How to book the best boat tours in Santorini?

Finding and booking the perfect boat tour when planning your visit to Santorini has never been easier, thanks to the convenience of online booking. With a plethora of travel websites and tour operators at your fingertips, navigating through the options might seem overwhelming.

Using a price comparison website can greatly simplify the process, by saving you time and money by giving you all the information you need. TourScanner’s search engine will help you filter through all top boat tours in Santorini available so that you can find the best deal for you.

• compare boat tours in Santorini

seas the world

Carpe mundo sailing tour.

Join our deluxe Greek sailing adventure calling on Greece’s idyllic Cyclades Islands – Paros, Folegandros, Sifnos, Milos, Naxos and Ios. Revel in their uncrowded beaches, medieval towns, ancient ruins and myths of Apollo and Homer. Bike, hike, swim, snorkel, wine taste, explore. On this fully-escorted small group trip, you can make each day as relaxing or adventure-packed as you like, with a choice of optional activities on each island. Retire each night to your private cabin aboard a first-class catamaran.

Contact us for private departures.  

7 Days/ 7 Nights

8 guests maximum

$2,195 per person

Greek islands sailing Tour Highlights

• Island hop among some of the lesser visited islands in the Cyclades on a gorgeous sailing yacht , allowing you to visit secluded bays and beaches in addition to charming towns and villages
• Hike to picturesque villages and to stunning viewpoints while in port at various islands
• Eat delicious Greek food (from fresh salads to sweet baklava!) and learn to cook regional specialties
• Visit a local winery- Greece is one of the oldest wine producing regions in the world
• Immerse yourself in Greek culture, history and mythology , exploring ancient ruins and traditional towns

The Carpe Mundo Touch

Join us in Greece as we explore the beautiful Cyclades! This area is home to famous Mykonos and Santorini, but there are over 200 islands in the Cyclades and we will be visiting six of them on our Greek Islands Sailing tour. Our itinerary was chosen to allow you to experience Greece off the beaten path , while still having the opportunity to visit Athens, Mykonos, and/or Santorini before or after our tour. The islands we visit have a lot to offer- beautiful scenery, delicious food, great hiking and biking, beautiful beaches , interesting museums, ancient ruins, and more. There is one thing they are missing- the floods of tourists that descend on the more well known islands!  In addition to the charming towns where we will dock at night, we will visit remote beaches and bays where you can swim in the crystal blue water of the Aegean Sea. This trip is the perfect combination of fun activities and relaxation, of group time and opportunities to explore on your own. 

This is the general itinerary that is used for the trip. Itineraries are subject to change based on weather, group preferences, and other circumstances. 

Your Cyclades sailing adventure begins at the port of Parikia on the island of Paros, known for its golden beaches and white-washed shops and houses decked with bougainvillea. Ferry or fly to the island on your own in time for boarding your deluxe catamaran in the late afternoon. Your captain and trip leader welcome you aboard with refreshments and appetizers and will assign you to your cabin with private bathroom for the week. Meet your fellow travelers and get oriented to Paros’ many attractions, including  Ekatontapiliani (the “church with 100 gates”). Stroll back into town for dinner and drinks at your leisure; then tuck into your catamaran for the night.

Wake up to a typical Greek breakfast buffet of yogurt, coffee, fresh fruits and pastries and set sail for Sifnos. You’ll have the whole afternoon and evening to discover the island. Sifnos is a hiker’s paradise, with dozens of trails to explore and experience Greece off the beaten path. There are many other great options besides hiking… Borrow a snorkel and mask from your catamaran and dive into the warm, crystal clear waters. Stroll the maze of narrow streets and shops, rent a bicycle, or visit the archaeological museums. Pause for a prayer at the beautiful Church of the Seven Martyrs and explore the antiquities in Kastro, the old capital. Tonight, dine near the harbor or head inland to the tavernas of lively Apollonia, a town dedicated to the god Apollo. Apollonia is known for its fun yet unpretentious atmosphere and is the perfect place to enjoy Greek nightlife.

Leave lively Sifnos for the striking rock formations, caves and hot springs dotting unspoilt Milos. As you approach the island, you’ll be greeted by a colorful spread of boathouses; venture further to visit the Christian catacombs and the ancient amphitheater, built to hold 7,000 people. We can recommend several of the island’s dozens of beaches to laze upon, and point you to the hot springs. Head to the capital town of Plaka to visit its museums and castle. A popular way to experience Milos is by renting an ATV to tour around the island! As the sun sets, perhaps hire a taxi or drive an ATV to the port of Pollonia for a gorgeous view and lovely setting for dinner.  Watch the stars slowly reveal themselves as you return to your cabin and doze off to the gentle lapping of the sea.

After a leisurely breakfast, set sail to Folegandros, said to be “as beautiful as Santorini” with its cliffside setting and white-washed houses pouring down to the sea. Only 12 square miles, this gem of an island has less than 700 full-time residents. Venture to Chora (the main town), closed to cars but bustling with tavernas and shops under the trees. Take the bus or hike to find secluded beaches and villages. Time travel to the Middle Ages as you stroll along the Kastro, a small fortress built by the Venetians in 1210. Feel the magic of old Greece as you walk up the hill to the Orthodox church of Panagia for a panoramic view of the Chora and coast as the sun sets. Return to your catamaran to sip a glass of wine or grappa and watch the sunset from the deck.

Today’s exciting destination is Ios , in the heart of the Cyclades. Known for its great beaches, fun bars and tavernas, you will love this beautiful island. The main town, also called Ios, is located on a hillside marked by a double windmill. Explore the island’s numerous churches and chapels encircled within its crumbling medieval walls. Or, seek out the beautiful, domed 17 th century Church of Ayia Irini  on the west coast of the island. Archaeology enthusiasts can hire a taxi to visit the terraced ruins of Skarkos, an early Bronze settlement and one of the most important prehistoric sites in the Aegean. Tonight, join the party in town with a shot of grappa and some Greek dancing – or just relax onboard.

Catch the steady breeze and set sail for lively Naxos, one of the largest and greenest islands in the Cyclades. Wander through the old town’s market and meander around the Venetian castle, or join your trip leader and rent a bike or hike to a traditional village or particularly gorgeous beach. Venture further by renting a scooter or car to visit the island’s attractions (like the giant unfinished statue of Apollo in Apollon) as you wish. Drop into the church of Panagia Mirtidiotissa and Saint Georgios Diasorites to take in the artwork and beautiful frescoes. Walk through the Portara, the gateway to the unfinished Temple of Apollo.  Head to the old town for dinner and an evening stroll or partake in an optional cooking lesson with a local Greek chef before returning to your peaceful cabin on the Aegean.

Your last day sailing returns you to the island of Paros and the port of Naoussa where you’ll have a full afternoon to explore this beautiful island – its white marble quarries were used to create the famed Venus de Milo. Set off on your own to seek out one of several incredible beaches, such as Alykí beach with its ancient ruins, where you can laze on the beach and dive into the clear waters to cool off. If you enjoy wine, visit one of several wineries on the island where you can sample varieties of wine found only in this region! Tonight, toast your captain and traveling mates to your weeks’ adventures. Opa!

After one last hearty Greek breakfast, disembark your catamaran. You can extend your stay in Paros for the day or continue to other Greek destinations such as Santorini, Mykonos, or Crete, or journey homeward.

Dates & Prices

Contact us for private/custom trip options., $2,195 per person*.

*Prices are in US Dollars, based on double occupancy.

We pride ourselves on offering one of the smallest group sizes and best leader to guest ratios in the industry. This trip has a maximum of 8 guests plus a captain and guide/cook, allowing us to personalize the trip to best suit your travel needs and preferences. Larger groups are available as a custom/private tour.

• Double occupancy accommodation for seven nights
• Daily breakfast, some lunches
• Wine, beer, and ouzo on the catamaran
• Hiking and snorkeling activities
• Wine tasting
• Online trip photo album & Carpe Mundo shirt

Not IncludeD:

• Airfare (we can help!)
• Airport transfers
• Meals (not listed above)
• Travel insurance
• Leader gratuities

Supplemental:

• Optional activities: kayaking, scuba diving, windsurfing, ATV rentals, museum admissions, etc.

Additional Information

Accommodations: Accommodations are on a catamaran. Every stateroom has a double or queen size bed and a private bathroom. The boat has inside and outside living areas and air conditioning when in port. 

Payment Terms & Conditions:  If you are thinking about signing up for a trip but are not yet ready to commit, we offer a 5 day courtesy hold. To secure your space on a trip, a $500 per person deposit is required and can be paid by check or credit card. The remaining trip balance is due no later than 90 days prior to the start of the trip. If you decide to cancel more than 45 days prior to the start of your trip, you will receive a Carpe Mundo credit that is transferable with no expiration for the amount paid, or we will refund your payment less a $250/person cancellation fee.  If you decide to cancel less than 45 days prior to the start of your trip, no refunds or credits will be available.

Single Supplement: Single accommodations are available for an additional fee, based on availability. If you are willing to be placed in a room with someone else from the trip (with two single beds), we will match you with another traveler if possible and waive the single supplement. 

Packing List:  A suggested packing list as well as additional information on travel to Greece can be found in our  Customer Information packet . There are drawers and storage on the boat, but space is limited so we recommend packing wisely. You can store additional bags in Paros if interested (fees may apply).  

Release of Liability:  We require that everyone participating in a Carpe Mundo trip completes and e-signs an  Assumption of Risk/Liability Release waiver as well as a  Medical Information Form . You will receive these after you have registered for a trip, and they must be completed prior to your trip.

Insurance:  Due to the nature and locations of our trips, we highly recommend that everyone participating in a trip has medical insurance that provides coverage while abroad. Although not required, we highly recommend  purchasing travel insurance  or a travel protection plan for your trip. We adhere to our cancellation policy, and these plans will protect your trip purchase in the event you cancel under certain circumstances.

Testimonials

This trip is new for 2020, so no testimonials yet but we promise it will be an amazing trip!

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