Thalassitra Sailing

Depending on the weather we offer different routes for our daily cruises. Contact us to provide you with the lastest information and help you book a daily trip or safari ride around Milos island.

Sail with us

Explore the natural beauty of milos island in greece.

Full Day Tour

Full Day Tour

9 hours - from 220€.

Discover the wonders of Milos aboard Thalassitra & Leloudo, two exquisite traditional sailing boats, with an unforgettable experience. 

Half Day Tour

Half Day Tour

5 hours - from 170€.

Discover the wonders of Milos aboard Thalassitra & Leloudo, two exquisite traditional sailing boats, with an unforgettable experience.

Why our customers like us

Various locations.

By taking one of our sailing trips, you will get to better know Milos island and the hidden beauties it has, especially the ones that are accessible only by sea. Do not miss this opportunity to create unique and unforgettable memories.

You get to taste rare traditional Greek food with fresh and local ingredients that is cooked in front of you. This experience is not only a sailing trip but also a culinary experience

Great Photos

One of the things that will stay with you for ever is the experience and the photos. By taking any of our trips you will find breath taking sceneries and will have priceless photos to show to your loved ones, or just enjoy on your own whenever you feel like it.x

Milos trips

Meet Our Team

Milos trips is a tourist agency dedicated in finding cruises and other types of excursions that stand out and offer overwhelmingly impressive memories. Every year we try to create something different and add new events, in order to make your visit at Milos island unforgetable. Although a family run business, we have a lot of people involved that all share a common vision, and that is to make Milos the most attractive and well known vacation destination in Greece. Following our passion for hospitality we created special packages for wedding excursions that include chartering both sailing ships, one for the groom (Thalassitra) and one for the Bride (Leloudo) and meeting with each other in the Aegean Sea. Of course this is not the only thing included in the package, but since each person dreams a different scenario, we offer this service as a tailored one. If you are interested in organizing a mesmerizing story for your loved one, contact us and we will be happy to work with you and achieve exactly that.

TESTIMONIALS

What our customers say, highlight of my trip.

The tour with thalassitra was the highlight of our trip! Even though the weather was windy the captain took us on the south part if the island and we sailed smoothly all day. They crew offered us breakfast, coffee, amazing launch and fruit. Lastly one of the amazing thing of this trip was the tour guide who told us stories about the island and was very funny. I recommend it all the way!

Greatest experience

This event was the most wonderful tour I have in my life. A crew of only 4 members seemed to be 10 to satify all the desires of the tourist. A special chapter was the sailor Theodore who was, infact, the soul of the event. History of Greece, deep explanations of all the views, advice regaring all the activiies os swimming and exquisite food and drinks. All the best!

Juan Colivieri

This tour was amazing! We had such a good time, learned a lot about milos and saw breathtaking sites. The staff was also amazing! We were told so many awesome stories. Everyone was pleasant and courteous. Highly recommend to others. Oh also the food was amazing! More than enough for everyone

Best tour ever!

This is the sailing trip to take! Friends went last year and highly recommended. We pre-reserved spots via email, when we arrived in Milos we paid and we were on our way! The sailing boat is large and accommodates 30-40 people - seems like a lot, but there was plenty of space for everyone. Both shaded and sunny areas to sit near. The trip took us around the entire island. There were about 5 stops where you can jump in the sea to swim and/or snorkel. We were even able to swim through a cave! Food and drink was provided throughout the day - coffee/snacks in the morning, amazing made-from-scratch-on-the-boat traditional lunch (mostly vegetarian), snacks/sweets in the afternoon, and a toast at sunset. The main staff member was friendly, knowledgeable and funny. The rest of the crew was super accommodating as well. Bathroom was clean too! Can't say enough about how wonderful this day-long trip was!

thalassitra sailing

What to do while in Milos island

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Stay with us

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Safari Milos Guided Tours

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Share our page!

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Explore Milos at its best

Adamas, Milos Meeting Point & Office (Adamas)

+30 22877023421 +30 6999636264 +30 6944636264

[email protected]

Itineraries

  • Full Day Sailing
  • Half Day Sailing

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Thalassitra Sailing

thalassitra boat tour milos

  • See all photos

thalassitra boat tour milos

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thalassitra boat tour milos

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Nene M

THALASSITRA SAILING (Adamas) - All You Need to Know BEFORE You Go

Thalassitra Sailing - Adamas

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  • See all photos

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Thalassitra Sailing - All You MUST Know Before You Go (2024)

LIVING THE DREAM

thalassitra boat tour milos

When in Milos, Greece, Go For a Boat Tour on the Thalassitra

Published by Jeremy . Last Updated on September 16, 2020.

Disclaimers : Our site uses demographic data, email opt-ins, display advertising, and affiliate links. Please check out our Terms and Conditions for more information. Listed prices and attraction details may have changed since our visit and initial publication.

Our time in the Greek Islands of Crete, Santorini, and Milos was mostly spent enjoying the sights from the land either by long hikes or public transportation to the furthest corners the roads will take you. These experiences were some of the best any visitor to the islands can have, but there is one way you can enjoy it even more.

The absolute best way to get to know a Greek island is to see it from the sea.

We were holding off on taking a boat tour in Greece until our last island, Milos, because it is full of many unique geographical features that can only be enjoyed by being on the sea. 

In fact, if you don't plan on taking a boat tour of this particular island, you might not even want to bother going (although, it is still a pretty neat place if you decide to go anyway).

Boat Tour on the Thalassitra

Gorgeous beaches of Milos, Greece

As a boat cruise is a must-experience day trip in Milos, dozens of companies parade their offerings around the main port in Adamas.  The easiest way to find the best cruise is to walk around the port while comparing the offerings published at the docks and at the nearby travel agencies for your day of sailing.

Our hotel recommended we go on a boat tour on the Thalassitra, a twin mast yacht that is one of the larger ones you'll find in Milos.  The boat is a recreation of the traditional Greek “Trehantiri” boats that existed in the early 20th century.

We were pretty excited about that one, but just to be sure, we checked out a few other places and discovered a trend in the types of boats you can take around the island:

  • Half-day cruise with 40+ people – Around 25 Euro pp
  • Half-day cruise with < 12 people – Up to 50 Euro pp
  • Full-day cruise with 40+ people – Around 50 Euro pp
  • Full-day cruise with < 12 people – No limit to what you can spend

These cruises will either pick one side of the island to visit (both half-day or full-day options) and give you ample time at each spot or attempt a full island cruise with brief stops at many destinations (full-day options only).  Many of these provide lunch, but in some of the half-day cruises, it is not always included.

The first issue with figuring out which is the best for you is not so much the destination but the boat. Some boats that take 40 people are incredibly small and offer little breathing room.  

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It is a very common sight in the port of Milos to see overcrowded ships setting sail while you can only think “I don't want to be on that one.”

The second issue, naturally, has to do with the destination.  This one is second only because a poor destination choice is even worse if you are loaded up on a small ship with dozens of travelers without any breathing room.   A poor destination choice on a good boat?  Well, at least you're on a good boat!

Avoiding the Wind

Boat on Kleftiko Bay, Greece

During the summer months, Milos and the rest of the Greek Islands can become very, very windy.  So windy, in fact, that many companies change their itineraries on a daily basis to accommodate. 

Thanks to climate change, the windy days in the summer are only getting worse, so it is best to be flexible in what you want to see!

We found that only a few of the companies we spoke with even mentioned that . 

Many boats were still leaving from Adamas and sailing down the west coast, while other companies were saying that the north and west coasts were too rough for our particular day of sailing.  These ships were docked on the south side of the island and crafted their itinerary accordingly.

Naturally, we went with the one that was honest about it, and it turned out to be the Thalassitra after all.

Cruising in Milos

Cruising through the rock formations in Kleftiko Bay, Milos, Greece on a boat tour on the thalassitra

Our boat tour started with an early morning transfer to the south side of the island where we boarded the ship.  For the next 9 hours we were on one of the most relaxing boat rides we've ever been on – aside from the occasional splashes of water due to the winds.

The itinerary was simple:

  • Cruise along the southern coast of Milos with a couple stops for swimming and snacks.
  • Continue to the cave filled coast of Kleftiko for 3+ hours of swimming, personal cave tours in the accompanying inflatable boat, and lunch.
  • Cruise back along the southern coast with a stop at Tsigrado Beach (one that is otherwise only accessible by a ladder and rope), and finally ending with a coast past the iconic Sulfur Mines.
  • Return to Milos by sunset.

Kleftiko Bay, Milos, Greece

As the highlight of the day was the sailing to Kleftiko, and we've already shared some of the best photos from the first part of the cruise in this post, we're going to skip to that.

Kleftiko is one of the most interesting spots on Milos, and the only way to enjoy it is by boat.

This part of the island is full of interesting rock formations and numerous caves on the water.  Hundreds of years ago pirates would use these caves to hide in before attacking merchant ships that passed by Milos (a popular route due to the winds).  The pirates could pop out of the caves unnoticed and make their retreat with relative ease.

Our ship docked in the central bay where we had several hours to spend swimming and enjoying lunch, a massive feast that outlasted just about everyone on the ship. 

During this time the captain took small groups out on an inflatable raft while zipping through the caves and going into the history of the region in great detail.

At first, I was a bit concerned that this itinerary was a bit more laid back than I normally like.  Other itineraries in Milos fill in many more stops in the same amount of time, so to do this particular route we had to cut a few places out that we would have liked to see. 

But the bad winds made us lose interest in trying to attempt the other ones, and Kleftiko was the one we wanted to see the most, so we were really glad we did.

A relaxing boat ride, beautiful scenery, and crystal clear water? You couldn't really ask more on a perfect day.  Well, perhaps some fresh watermelon for a snack during the ride back to port.

Oh, wait a minute… that happened too.

Relaxing on a wonderful sailboat after being on the road for 2 months is just what we needed.  Having one of the most beautiful coasts in Greece as our background (and watermelon)?  That was just a bonus.

Looking for more articles from Greece ? Check out some of our favorites about topics like the Greek pastry bougatsa or our favorite European food !

About Jeremy

Jeremy from Living the Dream

About the Author: Jeremy is a full-time travel writer based in Pittsburgh and primary author of this site. He has been to 70+ countries on five continents and seeks out new food, adventure activities, and off-the-beaten-path experiences wherever he travels.

1 thought on “When in Milos, Greece, Go For a Boat Tour on the Thalassitra”

There’s something about Greece, the water is always pristine and the bays stunning. You’ve certainly caught this with great photography Jeremy.

It sounds like a very worthwhile trip out. I’m very envious.

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Thalassitra Sailing

Depending on the weather we offer different routes for our daily cruises. Contact us to provide you with the lastest information and help you book a daily trip or safari ride around Milos island.

Sail with us

Explore the natural beauty of milos island in greece, full day tour, 9 hours - from 220€.

Discover the wonders of Milos aboard Thalassitra & Leloudo, two exquisite traditional sailing boats, with an unforgettable experience. 

Half Day Tour

5 hours - from 170€.

Discover the wonders of Milos aboard Thalassitra & Leloudo, two exquisite traditional sailing boats, with an unforgettable experience.

Why our customers like us

Various locations.

By taking one of our sailing trips, you will get to better know Milos island and the hidden beauties it has, especially the ones that are accessible only by sea. Do not miss this opportunity to create unique and unforgettable memories.

You get to taste rare traditional Greek food with fresh and local ingredients that is cooked in front of you. This experience is not only a sailing trip but also a culinary experience

Great Photos

One of the things that will stay with you for ever is the experience and the photos. By taking any of our trips you will find breath taking sceneries and will have priceless photos to show to your loved ones, or just enjoy on your own whenever you feel like it.x

Meet Our Team

Milos trips is a tourist agency dedicated in finding cruises and other types of excursions that stand out and offer overwhelmingly impressive memories. Every year we try to create something different and add new events, in order to make your visit at Milos island unforgetable. Although a family run business, we have a lot of people involved that all share a common vision, and that is to make Milos the most attractive and well known vacation destination in Greece. Following our passion for hospitality we created special packages for wedding excursions that include chartering both sailing ships, one for the groom (Thalassitra) and one for the Bride (Leloudo) and meeting with each other in the Aegean Sea. Of course this is not the only thing included in the package, but since each person dreams a different scenario, we offer this service as a tailored one. If you are interested in organizing a mesmerizing story for your loved one, contact us and we will be happy to work with you and achieve exactly that.

TESTIMONIALS

What our customers say, highlight of my trip.

The tour with thalassitra was the highlight of our trip! Even though the weather was windy the captain took us on the south part if the island and we sailed smoothly all day. They crew offered us breakfast, coffee, amazing launch and fruit. Lastly one of the amazing thing of this trip was the tour guide who told us stories about the island and was very funny. I recommend it all the way!

Greatest experience

This event was the most wonderful tour I have in my life. A crew of only 4 members seemed to be 10 to satify all the desires of the tourist. A special chapter was the sailor Theodore who was, infact, the soul of the event. History of Greece, deep explanations of all the views, advice regaring all the activiies os swimming and exquisite food and drinks. All the best!

Juan Colivieri

This tour was amazing! We had such a good time, learned a lot about milos and saw breathtaking sites. The staff was also amazing! We were told so many awesome stories. Everyone was pleasant and courteous. Highly recommend to others. Oh also the food was amazing! More than enough for everyone

Best tour ever!

This is the sailing trip to take! Friends went last year and highly recommended. We pre-reserved spots via email, when we arrived in Milos we paid and we were on our way! The sailing boat is large and accommodates 30-40 people - seems like a lot, but there was plenty of space for everyone. Both shaded and sunny areas to sit near. The trip took us around the entire island. There were about 5 stops where you can jump in the sea to swim and/or snorkel. We were even able to swim through a cave! Food and drink was provided throughout the day - coffee/snacks in the morning, amazing made-from-scratch-on-the-boat traditional lunch (mostly vegetarian), snacks/sweets in the afternoon, and a toast at sunset. The main staff member was friendly, knowledgeable and funny. The rest of the crew was super accommodating as well. Bathroom was clean too! Can't say enough about how wonderful this day-long trip was!

What to do while in Milos island

Stay with us

Safari Milos Guided Tours

Share our page!

Explore Milos at its best

Adamas, Milos Meeting Point & Office (Adamas)

+30 22877023421 +30 6999636264 +30 6944636264

[email protected]

Itineraries

  • Full Day Sailing
  • Half Day Sailing

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Milos: Full Day Cruise Via Traditional Boat

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Milos: Full Day Cruise Via Traditional Boat

  • Free cancellation available
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  • Discover Milos with the best sailing boat.
  • Have the best traditional food in the island cooked on the boat.
  • Snorkelling inside the Caves of Kleftiko.
  • Visit hidden gems of Milos.

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Activity location

  • Milos, Greece

Meeting/Redemption Point

  • Thalassitra Sailing Travel Agency in Adamas
  • Adamantas, Greece
  • Wed, May 22 -
  • Thu, May 23 $184
  • Fri, May 24 $184
  • Sat, May 25 $184
  • Sun, May 26 $184
  • Mon, May 27 $184
  • Tue, May 28 $184
  • Wed, May 29 $184
  • Thu, May 30 $184
  • Fri, May 31 $184
  • Sat, Jun 1 $184
  • Sun, Jun 2 $184
  • Mon, Jun 3 $184
  • Tue, Jun 4 $184
  • Wed, Jun 5 $184

Half day sunset boat tour

  • Activity duration is 5 hours 5h 5h

Half day sunset boat tour in Milos island with food and drinks included.

  • Activity duration is 9 hours 9h 9h

What's included, what's not

  • What's included What's included Snorkelling equipments
  • What's included What's included Tours inside the caves

Know before you book

  • Not allowed: Pets
  • Not suitable for: Children under 5 years

What you can expect

Discover the wonders of Milos aboard Thalassitra, an exquisite traditional sailing boat, with an unforgettable experience. Set sail on a journey that takes you to the island's most stunning destinations. Witness the mesmerizing beauty of Kleftiko, where towering cliffs meet crystalline waters, inviting you to dive into its hidden caves. Explore the charming fishing village of Klima, with its colorful boathouses and captivating ambiance. Relax on the pristine shores of Kalogries and Gerakakas beaches, surrounded by breathtaking landscapes. Venture into the enchanting Sykia Cave, a natural wonder with its awe-inspiring rock formations. Thalassitra ensures that your appetite is well taken care of, providing the best food on the island, paired with refreshing drinks, all included in the price. And for a truly unique experience, hop aboard a zodiac to embark on a small tour inside the caves of Kleftiko, unveiling the secrets of this extraordinary natural treasure. Prepare for an unforgettable adventure that combines breathtaking sights, delectable cuisine, and the thrill of exploration, all aboard Thalassitra.

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THALASSITRA SAILING (Adamas) - All You Need to Know BEFORE You Go

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COMMENTS

  1. Thalassitra Sailing

    Discover the wonders of Milos aboard Thalassitra & Leloudo, two exquisite traditional sailing boats, with an unforgettable experience. Learn More > Half Day Tour 5 Hours - From 170€ ... The tour with thalassitra was the highlight of our trip! Even though the weather was windy the captain took us on the south part if the island and we sailed ...

  2. Thalassitra Sailing

    Thalassitra Sailing. 776 reviews. #10 of 32 Outdoor Activities in Adamas. Boat Tours. Open now. 12:00 AM - 11:59 PM. Write a review. See all photos. About.

  3. Fabulous full day around stunning Melos

    A big shout out to Thalassitra traditional sailing boat tours in Milos. There are a lot of... read more. Reviewed September 25, 2023. ... You can't come to Milos without booking this boat trip. We LOVED everything about it from the food to the swimming locations (4 for a full day). The views are breathtaking and the boat is comfy to enjoy ...

  4. THALASSITRA SAILING (Adamas)

    A big shout out to Thalassitra traditional sailing boat tours in Milos. There are a lot of companies doing boat tours and this wasn't the cheapest but, oh, what a once in a lifetime experience it was! Caterina was totally helpful, the vessel was glorious, with plenty of room to move, sit, lie and relax. The crew were delightful and the food!

  5. Thalassitra Sailing

    Apparently, he used to own a well regarded restaurant in Milos, and sold it to start this tour boat. The food was incredible, made with all local, fresh ingredients, and cooked on board. There were at least seven main dishes at lunch, not including cakes and deserts. ... If you are looking for a boat trip experience, Thalassitra Sailing comes ...

  6. Thalassitra Sailing

    Half Day Boat Tour to Kleftiko Milos. 54. Private and Luxury. from . C$67.04. per adult. Kayaking Tour to the secrets of Milos. 53. Adventure Tours. from . C$89.38. ... A big shout out to Thalassitra traditional sailing boat tours in Milos. There are a lot of companies doing boat tours and this wasn't the cheapest but, oh, what a once in a ...

  7. Thalassitra Sailing (Adamas): All You Need to Know BEFORE You Go

    Thalassitra Sailing, Adamas: See 773 reviews, articles, and 655 photos of Thalassitra Sailing, ranked No.5 on Tripadvisor among 5 attractions in Adamas. ... Half Day Boat Tour to Kleftiko Milos. 44. Boat Tours. from . AU$77.03. per adult. ... We have done a lot of boat tours and this one was at the top of our experiences. Read more. Written 16 ...

  8. Milos: Cruise via Traditional Boat with Beach and Cave Stops

    Hop aboard the Thalassitra, a magnificent traditional sailing boat, and sail gracefully through the crystal-clear waters surrounding the enchanting island of Milos. Stop at pristine beaches and caves.

  9. Thalassitra Sailing

    Skip to main content. Discover. Trips

  10. Milos: Full Day Cruise Via Traditional Boat

    Hop aboard the Thalassitra, a magnificent traditional sailing boat, and sail through the crystal-clear waters surrounding the enchanting island of Milos. Stop at pristine beaches and caves.

  11. Milos: Full Day Cruise Via Traditional Boat

    The Thalassitra boat tour also offers the best food on the island, allowing you to savor delectable cuisine paired with refreshing drinks. This is truly a unique way to experience Milos, combining breathtaking sights , delicious food, and the thrill of exploration.

  12. When in Milos, Greece, Go For a Boat Tour on the Thalassitra

    Boat Tour on the Thalassitra. As a boat cruise is a must-experience day trip in Milos, dozens of companies parade their offerings around the main port in Adamas. The easiest way to find the best cruise is to walk around the port while comparing the offerings published at the docks and at the nearby travel agencies for your day of sailing.

  13. Home

    Milosweb - Business Theme for Thalassitra-sailing . Handcrafted by MiloswebMilosweb

  14. Thalassitra Sailing

    Apr 21, 2024 - 09:15 All Aboard! We set sail from Adamas or Paliohori, as the winds blow. As we are passing by Klima, Arkoudes, Vani or Glaronissia, we slow down in awe; taking photos is recommended but listening...

  15. Milos: Full Day Cruise Via Traditional Boat

    Discover the wonders of Milos aboard Thalassitra, an exquisite traditional sailing boat, with an unforgettable experience. ... Half day sunset boat tour in Milos island with food and drinks included. Travelers. Language options: English. Starting time: 9:30am. Price details. $184.24 x 1 Adult $184.24.

  16. THE BEST MILOS BOAT TOUR!

    Thalassitra Sailing: THE BEST MILOS BOAT TOUR! - See 776 traveler reviews, 671 candid photos, and great deals for Adamas, Greece, at Tripadvisor.

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    Elektrostal , lit: Electric and Сталь , lit: Steel) is a city in Moscow Oblast, Russia, located 58 kilometers east of Moscow. Population: 155,196 ; 146,294 ...

  18. THALASSITRA SAILING (Adamas)

    A big shout out to Thalassitra traditional sailing boat tours in Milos. There are a lot of companies doing boat tours and this wasn't the cheapest but, oh, what a once in a lifetime experience it was! Caterina was totally helpful, the vessel was glorious, with plenty of room to move, sit, lie and relax. The crew were delightful and the food!

  19. Park of Culture and Leisure

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  20. Thalassitra Sailing

    Half Day Boat Tour to Kleftiko Milos. 54. Private and Luxury. from . $49.36. per adult. Thalassitra Sailing. ... great crew ,the captain, the cook, everyone. Apart from the beautiful landscapes and tour, in Thalassitra we found so many meals: big breakfast with options, lunch with Greek food, sweets, drinks and treats all included in the price ...

  21. Elektrostal, Moscow Oblast, Russia

    Elektrostal Geography. Geographic Information regarding City of Elektrostal. Elektrostal Geographical coordinates. Latitude: 55.8, Longitude: 38.45. 55° 48′ 0″ North, 38° 27′ 0″ East. Elektrostal Area. 4,951 hectares. 49.51 km² (19.12 sq mi) Elektrostal Altitude.

  22. Thalassitra Sailing

    Thalassitra Sailing. 776 reviews. #10 of 32 Outdoor Activities in Adamas. Boat Tours. Open now. 12:00 AM - 11:59 PM. Write a review. See all photos. About.

  23. THE BEST Things to Do in Elektrogorsk

    Fort Wayne Children's Zoo Winterthur Museum, Garden & Library Marineland Majorca Stonecrop Gardens Al Rudaf Park Sea Girt Beach and Boardwalk Basilica di Santa Maria della Salute Chung Dam Spa & Fitness Accra zoo Detroit-Windsor Tunnel Private tasting in the Douro (1 to 6 people) on a Yacht just for you Helicopter Tour Cartagena - Ciudad Perdida(Lost City) Washington DC Segway Night Tour Grand ...