catamaran boat tour maui

CALYPSO CATAMARAN, MAUI

Maui catamaran cruises from ma'alaea harbor, welcome aboard calypso maui.

You come to Maui to have epic experiences, right? Months before your arrival, you’ll spend time daydreaming of the island vibes and aquamarine waters – imagining yourself swimming, sunning, snorkeling, diving, feasting, and drinking in deep relaxation and happiness. One of the most unique places to make all this happen is aboard the brand-new Calypso Maui.

MOLOKINI CRATER SNORKELING TOUR

Dollar Starting at $185.95 Hour Glass 5.5 hours

A Molokini snorkeling adventure aboard Calypso is the most fun on Maui! This stable, high-speed, triple-decker catamaran will get you to two snorkel sites fast: Molokini Crater and Turtle Town, and with all the equipment you need and plenty of food on board, what more could you ask for? You’ll be welcomed aboard by our friendly crew and enjoy a delicious, hearty breakfast. After everyone is settled in, it’s off to the most popular underwater destination in Maui for some morning Molokini snorkeling! While you’re enjoying the feel of the ocean wind in your hair, from December through April, watch the horizon for the incredible humpback whales!

Book Now! Seats Will Sell Out Quickly.

Our most popular maui catamaran tours.

• most popular!

From Ma'alaea Harbor: Maui Sunset Dinner Cruise Aboard the Calypso

This relaxing, two-hour excursion gives you time to enjoy a delicious meal, explore the incredible craft, listen to great island-style music, and watch the sun go down from your place on top of the waves! Book your sunset dinner cruise in Maui online today!

• DEC - APRIL

From Ma'alaea Harbor: Maui Whale Watch Cruise Aboard the Calypso

The two-hour Calypso whale watching in Maui is one of the most thrilling family-friendly Hawaiian activities! From December 18th through April 15th, climb aboard our boat, and make your way to the top. Book your Maalaea whale watching excursion online today!

ABOUT CALYPSO MAUI

The Calypso Maui is ready to take you on exciting ocean excursions. The boat launches from Ma’alaea – the most easily reached, centralized harbor on the island . You can go on the morning Molokini Snorkeling Tour , the Sunset Dinner Cruise , the seasonal Whale Watch , and – for super special occasions — the Private Charter !

This motorized catamaran is built with three decks of fun, and is a wonderful vessel for landlubbers and ocean adventurers alike. The Calypso Maui operates like a spacious, floating amusement park, and her double hulls are built for stability . When the boat is moving forward, the twin hulls cut smartly through the water, leaving most of the craft to float high above the waves, and ride on top of the sea-surface winds. This leads to a comfortable, smooth catamaran snorkeling trip in Maui for you and your group, even when island trade-winds factor in.

The views from Calypso Maui are better than any other boat for miles, because she is the only vessel on the island that has three decks .  As a bonus, you’ll find glass panels on the bottom of the boa t, too!  Two of the cabins are completely covered from the sun, but both ends are open to the sea air. The huge tinted windows along both the port and starboard sides ensure that you always have a good view of the great Pacific beyond the railings.  Year round, it’s good to keep your eyes open for  flying fish , sea turtles, dolphins, false killer whales, and other fantastic marine animals who may be up near the surface. During whale season (mid-December through mid-April), come out to see the 45-ton humpback whales! Once you’ve seen a whale, nothing else can compare.

Our fun, dynamic, and experienced crew is there for you no matter what you need, and safety is paramount. If you come out with us to Molokini Crater, the captain and crew will teach you what you need to know in order to snorkel. Crew members will explain how to use the wide dive steps, two water slides, or the “leap of faith” jump-off point to enter the water, and they will entertain you with little-known facts about the islands that you are gliding past. The crew will also have delicious food and drinks at the ready, along with local insider tips, good humor, and  Aloha .

600+ 5-STAR REVIEWS FROM GUESTS!

We had a large group with small children. The crew was very accommodating and friendly! They made sure we had a spot together on the boat and were comfortable! They had all the right equipment to make snorkeling doable for all skill levels and ages including a viewing board to allow my 2 year old niece to see the ocean bottom. The food was great! The boat was clean and spacious! The family said it was a highlight of the trip! We would definitely do it again!

Great experience! Enjoyed the large boat. The crew were awesome, friendly and professional! The food was delicious! It was two fabulous snorkeling spots!

This trip was amazing. Having a big boat was worth it. Sure there were more people. But when there was a heavy surf we barely noticed. The food for both breakfast and lunch was great!!! Also on the ride back they gave out some little ice creams too! The photographer Marley is amazing at photographing and he has both go pros and nice camera to use in the water. This was 100% worth it.

We took our kids (6 & 11) and we had a blast! The highlight was swimming with a turtle for sure. Every just seeing the cool fish was amazing. The girls loved the slides off the boat and the food was good. Definitely would do it again

An absolute must do. This is an awesome adventure for the price. You get to stop at two locations and even if you only get out and snorkel at one it is way worth it for the cost. Molokini was incredible and clear. The crew on this boat makes everything even better the captain is funny, friendly, gives clear helpful instructions to snorkel newbies like myself and they have everything they can for sea sickness. Truly an amazing time with the Calypso.

Me and my friend got to go on the dinner cruise. The captain was great, the boat was very nice, we loved the live music(Alex is very talented), the crew was good and the food and views were amazing! Thanks for an unforgettable evening aboard the Calypso!

Snorkeling and Sailing Charters in Wailea, Maui

Popular maui tours.

• User All ages
• Hour Glass 3.5-4.25 Hours

Sunrise Deluxe Snorkel

The most exclusive tour on Maui, snorkeling Molokini before any other snorkel boats arrive. Hot cinnamon rolls, a three-course breakfast, plus an open bar make this the best morning of your visit to Maui.

• Hour Glass 2-2.75 Hours

Adventure Whale Watch

Sail with our attentive crew and naturalists as we welcome Pacific humpback whales to their winter home. Our beach-loading location gets you on the water and in nature easily.

MOST POPULAR

Signature Deluxe Molokini Snorkeling Tour

FROM $249.46

Snorkel Molokini and enjoy up to 200 ft. of visibility on our classic Maui adventure. An open bar, Maui Brewing beers and full-service deli lunch in three courses complete the perfect day!

About Kai Kanani

We are a family-owned, 30+ year-old company committed to the quality of your experience in our marine sanctuary. South Maui and the Wailea-Makena area are prized for their beautiful beaches, calm and clear emerald-blue waters, and near perfect weather year round. We gratefully acknowledge our kuleana (responsibility) as caretakers of this South Maui paradise. As a company, we treat each other, our guests and our neighbors with Aloha and respect and we believe that is what keeps Maui such an amazing and beautiful place to visit and to live.

The Kai Kanani II is the only commercial catamaran that lives in South Maui, moored off of Maluaka Beach in Makena. Seven days-a-week, she takes passengers on the short cruise out to Molokini Crater, just 3 miles away, to swim and play in the clearest water in all of Hawaii. Five nights-a-week, the Kai Kanani II raises her sails, taking advantage of our famous afternoon trade winds on our Adventure Sunset Sail. These trips and other special offerings are all crewed by the best group of men and women to grace the blue channels of these islands. Their goal is to create the best memories you’ll take home after your time on Maui.

We feature fresh island foods, all curated by Wailea’s own Spoon & Key Market, a chef-inspired deli and restaurant using ingredients that are locally-sourced and house-cured. Our bar features Maui’s Organic Ocean Vodka, Kula Rum, Fy Gin and wines from MauiWine in Ulupalakua. Kai Kanani’s tours are saturated in local experience and cuisine so that you go away feeling connected and refreshed.

The Beach-Loading Pros

South Maui has a unique beauty unlike anywhere else on the island. For a boat company, there’s one very important feature: there are no boat harbors!

Because of this, Kai Kanani’s passengers “beach-load,” walking through the surf and up on to our gorgeous 65-foot catamaran. Our crew are experts at beach-loading, taking pride in our ability to get everyone of our guests on board as dry and safe as possible for your upcoming tour

For us, it’s part of the adventure! So come prepared to get a little wet while getting on-board. Then sit back and relax while our crew takes care of your every need during your adventure in Maui. Kai Kanani Sailing Charters staff is here to help you and make your adventure on the Kai Kanani II memorable, safe & fun. Let us know if you have any questions or concerns about any part of your excursion with us or any other part of your Maui vacation . We look forward to seeing you out on the water and we’ll see you on-board!

What shoes should you wear? We suggest sandals or flip-flops, shoes that are easily removed as you walk across the beach barefoot. And please bring a towel! Once on board, you’re welcome to wear your sandals or whatever type of shoe you’re comfortable in.

Over 1,000 5-Star Reviews on TripAdvisor

Such a great time. We had so much fun with Capt Anthony, Mikey, Eric, Adam, and Dwight. The food was fabulous. Sounds crazy, but true. Great drinks. Beautiful music. A little slice of paradise in the evening. Highly recommend!

The sunset adventure cruise was fantastic. The captain and crew were welcoming, fun, and informative. Four light courses were served during the cruise and champagne was passed around during sunset. Would recommend for couples or friends looking for a chill evening.

We had an amazing day! We were picked up at our hotel and taken to the beach to meet our catamaran. Then -Crater, fish eel, turtles - breakfast, snack, lunch, ending with cocktails. Service was outstanding! Highly recommend!!!!

A true highlight of our trip to Maui! This tour was wonderful! The crew was beyond friendly & helpful, the snorkeling at the crater & additional stop to swim with sea turtles was truly amazing! The food was fabulous too! Would not hesitate to do this tour again!

Photo Gallery

Sailing Tours in Maui: A Journey through Oceanic Wonders

Welcome to the serene and spectacular landscapes of Maui, a place where the ocean unveils its secrets and the winds whisper tales of the seas. Sailing Tours in Maui are a gateway to a world filled with azure waters, vibrant marine life, and heavenly sunsets. Whether you’re an avid sailor or a marine enthusiast yearning for new experiences, the sailing tours here offer an array of unforgettable adventures.

The Enchanting Beauty of Maui

Maui, the second-largest of the Hawaiian Islands, is a treasure trove of natural beauty and marine wonders. It’s a place where the mountains meet the sea, creating breathtaking landscapes that leave visitors in awe. The island’s diverse ecosystems and rich cultural heritage make it a sought-after destination for travelers seeking both relaxation and adventure.

The warm tropical climate, coupled with the gentle breezes of the Pacific, provides ideal conditions for sailing. The crystal-clear waters and abundant marine life make every sailing tour a unique experience, allowing visitors to immerse themselves in the enchanting beauty of the ocean.

Embark on Diverse Sailing Adventures

Maui offers a plethora of sailing tours tailored to cater to the diverse preferences of its visitors. Whether it’s the thrill of snorkeling or the tranquility of a sunset cruise, there’s something for everyone.

Maui Snorkeling Tours

Delve into the underwater paradise of Maui with Maui snorkeling tours . Witness the vibrant coral reefs teeming with a myriad of fish species, sea turtles, and other exotic marine creatures. The clear waters offer excellent visibility, ensuring a mesmerizing snorkeling experience.

Guided by experienced instructors, even beginners can safely explore the underwater world and get up close to its inhabitants. The snorkeling spots are carefully chosen to offer the best conditions and marine life sightings, making the tours suitable for both novice and experienced snorkelers.

Sunrise Snorkel Maui

Experience the serene beauty of the ocean at dawn with sunrise snorkel in Maui . As the first rays of the sun light up the sky, the ocean reveals its true colors, offering a unique and tranquil snorkeling experience.

The early morning calm provides ideal conditions for snorkeling, allowing you to explore the reefs in peace, without the crowds. The rising sun enhances the underwater scenery, illuminating the coral formations and marine life in a soft, golden glow. It’s a magical experience that leaves a lasting impression on all who witness it.

Wailea Sunset Cruise

Conclude your day in Maui with a magical Wailea sunset cruise . Sail along the picturesque coastline as the setting sun paints the sky in vibrant shades of orange, pink, and purple. The gentle sea breeze and the soothing sound of the waves create a romantic and relaxing atmosphere, making it a perfect way to end your day.

As you cruise along the calm waters, keep an eye out for dolphins, whales, and other marine life that frequent the area. The panoramic views of the sun setting over the Pacific Ocean are truly mesmerizing, offering ample photo opportunities to capture the moment.

Expert Guidance and Safety

Whether it’s your first time on a sailing tour or you’re a seasoned sailor, the experienced and friendly crews ensure your safety and enjoyment throughout the journey. They share interesting facts and stories about the local marine life and ecosystems, enriching your sailing experience.

All necessary equipment and instructions are provided, ensuring a smooth and enjoyable experience for everyone on board. The crew’s local knowledge and expertise allow them to choose the best spots and routes, maximizing your chances of witnessing the diverse marine life and scenic beauty of Maui.

Conclusion: A Nautical Journey Like No Other

Sailing tours in Maui offer an unparalleled opportunity to explore the pristine waters and witness the vibrant marine life of the island. The diverse range of tours available caters to all preferences and skill levels, ensuring a memorable experience for everyone.

Whether you’re exploring the colorful coral reefs, witnessing the serene beauty of a sunrise, or enjoying the romantic ambiance of a sunset cruise, sailing tours in Maui promise a nautical adventure like no other. So come, set sail, and let the winds guide you through the enchanting waters of Maui, creating memories that will last a lifetime.

Explore the Magic of Molokini Crater Snorkeling

Discover the enchanting world beneath the waves with molokini crater snorkeling , a must-do adventure for anyone visiting Maui. This crescent-shaped, partially submerged volcanic crater offers crystal-clear waters, vibrant coral reefs, and a plethora of marine life, making it an ideal destination for snorkelers of all levels.

Why Molokini Crater is Unique

Molokini Crater, a protected marine conservation area, is renowned for its exceptional water clarity, with visibility often exceeding 100 feet. The crater’s unique geography creates a natural sanctuary for hundreds of fish species, many of which are endemic to Hawaii. From the colorful parrotfish to the elusive octopus, Molokini offers an underwater spectacle that is second to none.

What to Expect When Snorkeling at Molokini

When you embark on a molokini snorkeling adventure, you’re in for an experience of a lifetime. The crater’s calm and clear waters make it perfect for beginners, while the diverse marine life and underwater terrain offer plenty to explore for the more experienced snorkeler.

Preparing for Your Snorkeling Trip

Before you dive into the waters of Molokini, it’s important to prepare. Make sure to choose a reputable snorkeling tour that prioritizes safety and environmental conservation. Additionally, familiarize yourself with Maui snorkeling techniques and equipment to ensure a comfortable and enjoyable experience.

Environmental Conservation Efforts

Preserving the natural beauty of Molokini Crater is a top priority. As visitors, it’s our responsibility to respect and protect this delicate ecosystem. By choosing eco-friendly tours and adhering to conservation guidelines, we can help ensure that Molokini remains a pristine snorkeling destination for generations to come.

Additional Snorkeling Spots Around Maui

While Molokini Crater is a jewel in Maui’s crown, the island offers numerous other snorkeling spots worth exploring. From the vibrant coral gardens of snorkeling in Maui to the serene waters of Kapalua Bay, each location offers its own unique charm and marine life.

As you plan your snorkeling in Maui adventure, remember that the island’s beauty extends beyond its beaches. The rich cultural heritage, lush landscapes, and warm Aloha spirit make every visit to Maui an unforgettable journey.

Embarking on a Molokini Crater snorkeling trip not only offers an opportunity to explore one of the world’s most exceptional underwater environments but also invites you to become part of a community dedicated to preserving the beauty and diversity of Maui’s marine life. Dive in and discover the magic that lies beneath the surface.

MAUI’S BEST PERFORMANCE SAILING CHARTERS

Welcome to sail maui.

Sail Maui offers the most intimate and authentic catamaran sailing experience in Hawai’i. We offer performance sailing cruises, coastal snorkeling at various destinations, remarkable sunset sailing, and exclusive private charters. Set sail with us today, and discover the very best of Maui with our expert crew.

CHOOSE YOUR ADVENTURE

MEET THE CREW

Captain Greg

Mate Daniela

FIRST MATE KEELY

• Premier Snorkel Sail

• West Maui Adventure Snorkel Sail

TURTLE REEF AFTERNOON SNORKEL

• Holo Holo Sunset Cocktail Sail

• Ka'anapali Sunset Dinner Sail

• 4th of July Sail

• Premium Whale Watch

• Classic Whale Watch

• Discount Whale Watch

DOLPHIN CRUISE

KA'ANAPALI SURF CLUB

AQUALANI WATERSPORTS WAILEA

• Private Charters
• 808-661-7245
• [email protected]
• 808.661.SAIL (7245)

Teralani Sailing Adventures

Maui’s best sailing cruises and tours, discover maui with luxury snorkel tours, sunset sails, & whale watch tours, sailing charters, sail in luxury.

When it comes to experiencing the beauty of Maui’s waters in true style, look no further than our luxury Teralani Charters. Whether you’re seeking adventure, relaxation, or an unforgettable wildlife encounter, our exclusive offerings ensure you’ll make cherished memories. Join us for our top-rated snorkel tours, sunset sails, whale watch tours, and more. Here’s a glimpse of what our best charters have to offer:

SNORKEL SAILS

Sunset sails, whale watch.

• Ka'anapali Wild Dolphin Sail

Private Sailing Charters

Your exclusive maui adventure.

Departing from the World Famous Ka’anapali Beach on Maui, Teralani’s fleet of state-of-the-art sailing catamarans is sure to exceed your expectations. Teralani Sailing is proud to offer exclusive private charters, designed to provide a luxurious experience and conform to your style of adventure.

• Wedding rehearsals and receptions
• Birthdays and Graduations
• Family Reunions
• Corporate and group events
• Fundraising events
• Company parties
• Incentive trips
• Ash scattering / Celebration of life

UNPARALLELED LUXURY

Our commitment to luxury goes beyond aesthetics, creating an environment of utmost comfort and enjoyment.

THOUGHTFULLY CURATED

Each adventure is thoughtfully designed to showcase Maui's marine wonders, from snorkeling to whale watching.

KNOWLEDGEABLE TEAM

Our team of knowledgeable professionals shares their passion and expertise, enriching your journey with valuable insights.

UNFORGETTABLE MOMENTS

Witness face to fin wildlife encounters, snorkel pristine reefs, and encounter humpback whales up close for truly unforgettable memories.

CULINARY EXCELLENCE

Indulge in culinary delights that perfectly complement the beauty of the surroundings.

TAILORED FOR YOU

Whether a private charter or group adventure, our experiences are tailored to your preferences.

TERALANI SAILING FLEET

• Built in 2005
• Luxury sailing catamaran
• Trips depart from convenient Ka'anapali locations
• Built in 2019
• Built in 2020

Explore Teralani Sailing Gallery

#luxurysailing.

• FOLLOW US ON

Proud Partner of REVO sunglasses

Maui Sunset Cruises and Catamaran Tours

Book your sunset catamaran cruise on maui today.

Hawaii offers one of the best island adventures in the world, and you can get more of it by experiencing it through a Maui sunset cruise and Catamaran Tours! You will surely love the front row seat of Maui’s magnificent sunsets. Enjoy it more with handcrafted cocktails and seafood cuisine prepared just for you. The splendid Hawaiian sunset will bring awe and will surely be one core memory you can share with your loved ones and friends.

During the tour, marvel over the beauty of the nearby islands of Molokai, Lanai, and Kahoolawe. While at the water, look for dolphins as they swim and jump offshore while enjoying unlimited drinks from a premium bar and refreshments. These Maui sunset cruises and Catamaran tours will be the perfect way to end a day on the island.

At Sea Maui, we know that Hawaii is a major destination for relaxation and fun times. That is why we offer a Maui sunset dinner cruise! This will allow you to loosen up and enjoy yourself while marveling at the wondrous Maui sea. You can dance to live music on board and sip on two free drinks from a full bar. Travel by boat and see the sights illuminated at night. Our guests can also choose from various dinner options prepared by our experienced and talented chef. Make it more amazing by picking from multiple cruise times to fit your schedule.  

Sea Maui Sunset Cruise and Catamaran Tours

Sea Maui Sunset Cruise tour packages offer options that can fit your style and budget. You can pick slots that will suit your time, and we will ensure every second of your tour is worth it. Here are the three Sea Maui sunset cruise options that you can choose from:

• Calendar Daily , Includes Live Music on Wednesdays and Saturdays!
• Hour Glass Approx 2.5 hours

Premium Maui Sunset Cruise with Dinner

Are you looking for a unique dining experience to leave behind the hustle and bustle of the land? Sea Maui’s Sunset Dinner Sail is our premium dining and sailing experience.

• Most Popular!
• Calendar Daily , Includes Live Music on Tuesday & Thursday!
• Hour Glass Approx 2 hours

Original Sunset Cocktail Cruise on Maui

Experience Sea Maui’s classic sunset charter as we depart from Ka’anapali Beach to enjoy a beautiful Hawaiian sunset with handcrafted cocktails in hand.

Premium Sunset Cruise with Dinner Tour on Maui

Sea Maui’s Sunset Dinner Sail is our premium dining and sailing experience. Leave the rush and bustle of land behind as we welcome you on board our newest vessel. The stunning Sea Maui III is a 65-foot luxury catamaran recently renovated. Feel the flow of the ocean beneath you as you sail with the tradewinds down Maui’s shore. Take in the majestic sunset views of Maui and its neighboring islands. Drink exquisitely handcrafted beverages and quality beers from the spacious cabin for a memorable dining experience. This cruise also includes a splendid dinner made by Cafe Jai’s. It is a specifically designed buffet-style menu just for you. Find out more about the inclusions of the Premium Sunset Cruise here .

Original Sunset Cocktail Cruise

One of the Ka’anapali classics is Sea Maui’s Original Sunset Cocktail cruise where you can witness the picturesque and breathtaking view of Maui’s sea sunsets. You shall get the best view of the spectacular pastel sunset colors as they change and extend across the horizon and slowly dissolve into the waters of Hawaii.

During the winter, Sea Maui’s Sunset Cruise also participates in some Maui whale watching! Nothing more incredible than spotting majestic humpback whales as the sun sets over the Pacific.

You can expect to take in stunning panoramic views of Molokai, Lanai, Maui, and Kahoolawe. Make sure your cameras are on the go because there will be amazing photo moments during the cruise! You can also savor the pupus meals prepared and served by Cafe Jai. As we sail across the calm seas, there will be handcrafted cocktails from our premium bar and local Maui breweries. With a drink in hand, everything in Maui is more enjoyable! 

Sunset Live Music Cruise

Sea Maui’s Sunset Live is created for guests looking for more excitement while on the water. Every Sunset Live is transformed into an absolutely unique event. The guests will be entertained by musicians, who are well-known local artists who play exclusively for the audience on board.

Aside from the live music and entertainment, you can also sip through amazing handcrafted cocktails and delectable food to liven up your evening. Finally, enjoy the magnificence of the pastel sky as the sun sets over the Pacific! The perfect way to unwind and end your day on Maui.

Sea Maui’s Sunset Cruise and Tours

Sea Maui started back in 2015 as the new guys on shore. Despite being a newbie in the field, we are not new to sailing in Hawaii. Many of our crew started working on boats on Waikiki Beach.

Over the years, Sea Maui has worked out to become a staple in Ka’anapali Beach. We make sure our guests get the best time and the magical experience Hawaii has to offer to its tourists. In addition, all the crew members are experienced, certified, and skilled sailors, working together in harmony to give you the best possible experience. 

Since Maui is home to some of the most incredible sunsets on the planet, we put together our Maui sunset cruise and Catamaran tours , so everyone can experience Maui’s beauty on another level. You can witness the grand sunset of the Pacific while having some crafted drinks and food catered by our partner and trusted Cafe Jai. You can also see the magnificent sea creatures of Hawaii with the open-air layout of the cruise. A 360-degree view of the open sea with the seasonal appearance of whales and dolphins as live music plays in the background. Sea Maui’s famous sunset sail options are simply the best evening tours Ka’anapali has to offer.

Sea Maui is more than just Maui sunset cruise and Catamaran tours , and your trusted Maui adventure buddy, we make sure that every moment with us is comfortable and memorable. Get to know more about the adventures you can enjoy while in Maui and get in touch with us here !

More About Sea Maui Sunset Trips

• Chevron down More Information:
• Easy-to-find check-in location at The Whaler’s Village Shopping Center and the only boat with a physical location/booth on the beach. Our “Ocean Activities” booth is located along the beach walk at Whaler’s Village between Leilani’s restaurant and The Westin Resort.
• The only boat with free parking validation, savings of $20 or more!
• Exceptional staff & service/certified naturalists for whale watches (seasonal)
• All crew members are lifeguard and CPR-certified.
• Food prepared by Cafe Jai. Can easily accommodate food allergies or dietary restrictions with 24-hour notice.
• Premium open bar on all trips.
• Complimentary juice, water, Coke, Diet Coke, Sprite, and lemonade on all sails.
• Kama’aina rate available with Hawaii ID, please call  (808) SEA-MAUI  to book.
• Private charters also available.

Hawaii Sailing Adventures, LLC

Private Charters in Maui, Oahu, Lanai, Kauai

Private Hawaiian Catamaran, Sailing and Yacht Charters

It's time for the vacation of your dreams.

1/2 day, one-day, sunset, dinner, multi-day to multi-week inter-island vacation, and trip options are available.

Hawaii Sailing Adventures offers private boats, catamaran charters, and sailing trips on our luxury fleet. We provide charter options for Maui, Kaanapali , Kauai , Niihau, Lanai , Molokai , Honolulu, Waikiki, Oahu , Kaneohe Bay, and The Big Island.   Snorkel, whale watch and visit Napali Coast, Kaanapali & Kohala Coast, exploring the beautiful "unknown" Hawaii through our one of our luxury boat trips.

Contact us  to learn more about booking a private catamaran or boat charter where you'll create a memorable adventure for your family and friends. Enjoy extraordinary encounters with whales, dolphins, and sea turtles, swim and snorkel in tropical island waters and have the best sailing experience in your lifetime!

Explore Our Fleet

Custom 49 catamaran

Fountaine Pajot Bahia 46

Fountaine Pajot Helia 44

Excess 12 – 39’

42 Catalina MK 11

Beneteau Oceanis 48

Nautor Swan 46

Beneteau 42

Beneteau Oceanis 41

Beneteau 393

Beneteau 39

Chesapeake Bay 36

Ready to find out more.

Get information on prices, itineraries, private daily or weekly charters & tours in Hawaii.

Napali Coast, "The Forbidden Island", North Shore Molokai, Kanaapali, Manele Bay

Niihau, Kalalau Valley, lagoon, reefs and beaches, sea cliffs, waterfalls, snorkel, scuba, swim, sunbathe, kayak, paddleboard, surf, windsurf, fish, and dine ashore. Stay in the harbor as a pleasant, charming, quiet, relaxing home base with all the cooking and sleeping amenities, a more creative environment than a hotel or house, and explore on-island activities on a week or two sailing charter. Relax, work the sails, whale watch, extended inter-island trips, short sailing tours, sunset sail, and dinner cruise. Feel what it is like to offshore cruise in the most dramatically beautiful settings in the world. Our crewed sailing and luxury yacht charters and boat tour prices include skipper, food, fuel, gear, other vessel costs, Sail Blue Hawaii, and much more.

What our customers say...

"Thank you so much! We loved the day and the memories will be cherished. We hope to do it again some day."

The Ferrier Family

A dream wedding in hawaii.

Ask us about our tropical, romantic wedding and honeymoon packages. Then, let us arrange your marriage ceremony aboard your private yacht.

Catamaran and Monohull sailboats to; Maui , Lahaina, Molokai , Lanai , Oahu , Honolulu, Kauai , Niihau, Big Island Hawaii .

Mala Wharf, Lahaina HI

Aloha and Welcome aboard

With the destruction of lahaina harbort, our new luxurious private vessles, phoenix i and phoenix ii now operate out of mala wharf on the north end of lahaina, maui hawaii our bespoke boat tours will take you on an unforgettable journey through some of the most spectacular sights that the pacific ocean has to offer., experience a unique blend of luxury and adventure as you explore maui's pristine coastline and crystal-clear waters on board our distinguished vessel, sea monkey. our private boat tours offer an exclusive and tailor-made experience that is personalized to your preferences. whether it's a private snorkeling tour, whale watching, or sunset tour, our expert crew will ensure an unparalleled experience for you and your group….all with aloha., with cutting-edge catamaran hull technology, seakeeper gyros and zipwake technologies, our vessels offer an unmatched smooth and comfortable ride so that you can sit back, relax, and take in the breathtaking views of maui's natural wonders., our private tours allow you to fully immerse yourself in the local culture and enjoy a more intimate experience with your group. our knowledgeable crew will provide you with insider information about the island, its people, and its unique history., discover the magic of maui as you snorkel in pristine coves teeming with vibrant marine life. get up close and personal with majestic humpback whales as they breach the surface of the ocean. take in the stunning hawaiian sunset with your loved ones as you cruise across the pacific waters., we pride ourselves on delivering the ultimate luxury experience with unmatched hospitality, service and aloha join us for an unforgettable adventure that you will cherish for a lifetime..

• Private Charters
• Special Events

Makani Sunset Sail

• ADDITIONAL INFORMATION

Waiver: All guests are required to fill out a waiver prior to boarding Alii Nui. Waivers may be completed using the link in your confirmation email from FareHarbor. They may also be completed Here: http://www.smartwaiver.com/v/aliinui

Maui Sunset Cruise

A sunset sail fit for the entire family.

• 2 hour luxury sunset cocktail & appetizer sail
• Family-friendly, recommended for guests 12+
• Full premium open bar
• Charter limited to approximately half capacity to assure guest comfort
• Upscale hot & cold appetizers
• Best dining views on Maui
• Easy access on dock
• Two oversized clean bathrooms
• Transportation available

Makani Sunset Sail Menu

Beer & wine, cocktails & spirits, local flavors of maui.

Additional Information

Related activities.

Request To Book

" * " indicates required fields

Complete this questionnaire as a prerequisite to a recreational scuba diving or freediving course.

Note to women: If you are pregnant, or attempting to become pregnant, do not dive .

Step 1 of 17

Complete this questionnaire as a prerequisite to a recreational scuba diving or freediving course. Note to women:

Box a – i have/have had:, box b – i am over 45 years of age and:, box c – i have/have had:, box d – i have/have had:, box e – i have/have had:, box f – i have/have had:, box g – i have had:, you're clear to dive we look forward to having you out with us, to ensure a safe and enjoyable dive experience, please complete our diver medical | medical examiner’s evaluation form before your trip..

Thank you for prioritizing safety on your diving adventure with us!

Ali'i Nui Maui Activity Request

Quicksilver Charters Maui

Maui snorkeling, dolphin encounters, whale watching & sunset dinner cruises out of ma'alaea harbor, our featured maui excursions:, featured maui tours:.

• Most Popular

From Ma’alaea Harbor: Lanai Snorkel & Dolphin Encounter Aboard the Quicksilver

Snorkel Lanai, Maui, one of the most unique places you can snorkel on Maui.  Breakfast, lunch, drinks, and snorkel gear are included.  Join us for an exciting adventure at a beautiful, remote snorkeling location that’s home to a large pod of spinner dolphins.

From Ma’alaea Harbor: Turtle Town Afternoon Snorkel Aboard the Quicksilver

Join us for an afternoon snorkeling charter to the magnificent snorkel spot—Lahaina Turtle Town—home to turtles and a variety of beautiful Hawaiian fish! Lunch, drinks, and snorkel gear are included. Cheap adult drinks for purchase. Tours in Dec – April will also include Humpback Whale Watching if time allows!!  Sometimes we just can’t stop snorkeling.

• Sells Out Fast!

From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

Enjoy prime rib or Mahi-Mahi while experiencing the best of West Maui.  A Maui dinner cruise is a must-due while on Island.   This tour offers a delicious dinner, drinks, island-style music, and incredible sunset views as the vessel gently cruises along the coast of the Valley Isle. A Perfect opportunity to relax with family and friends.

• Users All Ages

From Ma'alaea Harbor: Molokini & Turtle Town Snorkel Tour Aboard the Calypso

Cruise on this high-speed, triple-decker catamaran for an epic snorkeling adventure at two incredible locations: Molokini Crater and Turtle Town! Swim in pristine waters teeming with colorful marine life.

Maui Private Charters

Enjoy a scenic private charter aboard the Quicksilver Catamaran in Maui! Activities, food, drinks, and duration options are all customizable to suit your groups needs. For more information and pricing details, give us a call today!

From Ma’alaea Harbor: Maui Thanksgiving Dinner Cruise Aboard Quicksilver

Give thanks Hawaiian style on this special holiday dinner cruise aboard the Quicksilver.

All Aboard the Quicksilver Catamaran in Maui

Join us for a one-of-a-kind adventure tour in Maui!

Leave the shores of Maui behind on the Lanai Snorkeling Tour and explore crystal blue waters of Lanai and snorkel with marine life.

Enjoy a Dinner Cruise with island-style music and incredible ocean views while you sip island drink favorites. It’s the perfect setting to enjoy a Maui sunset!

Join us for a humpback whale watching tour and enjoy educational narration while you cruise to the “cradle of the humpback”.

Join us for turtle town snorkeling in Maui, considered the premier snorkeling spot for encountering Hawaiian green sea turtles in all their magnificence and splendor.

No matter what excursion you choose, we guarantee it will be a highlight of your time spent in Maui. Ready for adventure? Book a tour online now!

Join us for a one-of-a-kind adventure!

Join us for a Humpback Whale Watching tour and enjoy educational narration while you cruise to the “cradle of the humpback”.

Top-Rated Boat Tours in Maui

So glad our family did this! We swam along with schools of beautiful fish and the majestic turtles. The turtles were absolutely incredible to watch in their natural habitat!! The gear was quality and the crew totally made the experience! Relaxing and floating was so amazingly peaceful. One of the lesser expensive excursions, and ended up being one of the best highlights for our family of 4, with two teens!

We have been in Maui for 2 weeks, and this was by far my favorite excursion, and the cheapest too! The crew was so awesome! I felt safe because they come in water with you. We saw so many turtles and sharks (reef sharks but I’d say 4ft long).The drinks were yummy (mai tai)! After snorkeling, we jumped off the boat and we did the slide as well. My kids are 12 & 17….they had a great time. I HIGHLY recommend this trip!

We booked a sunset cruise to celebrate our daughter's birthday and it was everything we wanted and more! The captain and crew were phenomenal and went above and beyond to give us a first class experience. Food was great, drinks were flowing, and the live music was the icing on the cake. The captain let our daughter sit behind the wheel for a little bit which was a special experience for her. We did several tours while in Maui, but this was by far the best!

My husband and I had so much fun! Our experience was top notch and the staff are so nice and friendly, felt super safe the entire time. The life guards watch the entire time to make sure everyone is having a great time while staying close and being safe. We saw so many turtles and beautiful fish, at the end of the tour we encountered a lot of dolphins and it really felt so magical. 100% recommend, it was definitely my favorite part of our vacation!

We had a fantastic time yesterday seeing three kinds of dolphins! Captain Heather just knew how to find them. She was so informed and humorous. Snorkeling off the boat in Lanai Bay was so amazing. Great visibility and tons of fish. We staying in the water for the full hour and never tired. Afterwards the party started when the bar opened. Very soon after, everyone on the boat was friends. Drinks were excellent and plentiful. Highly recommend, it was fantastic!

Photo Gallery

SELECT YOUR SAILING CHARTER

High Performance Sailing Restaurant & Bar

Exclusive Private Charters

Pride of Maui

Snorkeling Tours

Limiting our capacity at 60% for greater comfort to elevate your experience.

Please note: Your safety is our number one priority! Fortunately, Mother Nature nearly always cooperates, and we do go to Molokini and Turtle Town. On days of inclement weather, our Expert Captains reserve the right to select alternate locations where the conditions are safe and offer the best overall conditions.

#1 Molokini snorkel tour

Pride of Maui is the most spacious and stable vessel on Maui. She boasts an expert crew with many amenities on our world-class trips and cruises.

From Maui snorkeling tours to private charters and whale watching, we want to make sure yours is the experience of a lifetime.

We are committed to providing our guests with the best possible experience, which is why we have limited our capacity to about half. This allows for greater comfort and enjoyment for all on board.

Molokini Snorkel Tour

Five Hour Maui Snorkeling & Diving Adventure

Our famous Five Hour Maui Molokini Snorkel Adventure is considered Maui’s best snorkeling trip which takes you to two exceptional sites — Molokini Crater and Turtle Town (weather dependent). The Molokini tours aboard our world-class catamaran are simply unmatched in features and amenities. We limit our capacity to about half for greater comfort so you have the best experience possible. You’ll enjoy top-notch snorkel locations and memories not soon forgotten with a crew second to none.

• 2 World-class Snorkel Sites
• All Snorkel Gear Provided

Onboard Amenities

• Impeccable Service
• Limited Capacity
• Free Breakfast
• Expert Crew

65ft Catamaran

50ft Uniflite motor yacht

A MESSAGE FROM THE CEO

I am proud to announce that we are the first passenger tour company limiting the guests we serve to 60% of our US Coast Guard capacity to support sustainable tourism and elevate your ocean adventure. With this new business model, we continue to build on 40 years of unsurpassed guest service, inspired by a renewed commitment to enhancing your time with us.

Read the full statement regarding limited capacity .

Pride of Maui Trips

It’s a journey to another world and one that you’ll never forget.

Molokini Snorkeling Tour

DURATION: 5 Hours, 8:00 am to 1:00 pm

• Free Breakfast & BBQ Lunch
• Fully-stocked Open bar
• Flotation & Wetsuits
• SNUBA Diving
• Expert Crew & Service
• Fun Water Slide

Maui Sunset Dinner Cruise

DURATION: 2 Hours, 5:00 pm to 7:00 pm

• Live Entertainment
• Panoramic Photo Opportunities
• Freshly Prepared Dinner
• Fully-stocked Open Bar
• Hawaiian Cultural Experience
• Fewer passengers which allows guests to move around freely
• Refreshments served immediately after departure
• Panoramic Sunset Views

Private Boat Charters

DURATION: ANY

• Private Boat Charter
• Custom Decor
• Expert Crew & Bar Service
• Personalized Attention
• Video/Photo Services Available
• Elaborate Weddings
• Corporate Events

Whale Watching Snorkel Tour

DURATION: 3.5 Hours, 2 pm to 5:30 pm

• 2 Hours Whale Watching
• 1 Hour Snorkeling
• Guaranteed Whale Sightings
• Sprawling Observation Deck
• Onboard Naturalist
• Hydrophones

Leilani Molokini Snorkeling Tour

• Fun on the water with fewer passengers
• Turtle and marine wildlife sightings
• Relaxed snorkeling at Molokini Crater and Turtle Town
• Professional sanitized snorkel equipment
• Freshly prepared breakfast & delicious lunch

Leilani Private Boat Charters

• Perfect for family, business and friends
• Private Maui Snorkeling Charter
• Exceptional service
• Snorkeling at Molokini Crater & Turtle Town
• Dive Master Available For Divers In Your Group

Splash into an ocean of fun and see some of the most magnificent marine life you can imagine.

Whale Watch

Destinations

• Turtle town
• Coral gardens

Molokini Crater

Molokini Crater is unlike anything you’ve ever seen. As one of only a few partially-submerged volcanic cones of its kind in the world, it offers sights and experiences that you probably didn’t even know you were missing.

We’ve been diving Molokini for 30 years and never grow tired of its clear blue water and incredible sea life. Come see why many consider Molokini the best snorkeling Maui has to offer.

Olowalu is one of the most amazing spots to explore marine life among all the Hawaiian Islands. Enjoy crystal-clear blue waters, a decorated coastline, impressive coral reef formations, and an abundance of Hawaiian ocean marine life.

Venture through calm waters with your family and friends, enjoying all the beauty of the Pacific. Be an eye witness to a myriad of tropical fish, colorful seabeds, the Hawaiian green sea turtle, and more. Olowalu is an adventure worth seeking; a perfect ocean activity from beginner to novice.

Turtle Town

Turtle Town is considered one of the best Maui diving locations, offering a rare glimpse into the world of the Hawaiian green sea turtle. These gentle creatures have been honored and loved by Hawaiians for centuries and you’ll be given the chance to share their home with them as you snorkel Turtle Town.

This is an opportunity that few people will ever have and will likely be one of your most memorable experiences in Maui. Snorkel with and closely observe the Hawaiian green sea turtles in their natural habitat.

Coral Gardens

Coral Gardens is on the West Side of Maui and best reached by boat, explore one of the most unique and protected bays in Hawaii. Home to a host of tropical fish, Octopus, Eels, and the Hawaiian green sea turtles, Coral Gardens does not disappoint.

The natural reef formations are incredibly beautiful, vibrant in color, and bustling with ocean marine life. The clear and shallow waters reflect gorgeous Hawaiian sunlight, making for amazing visibility, and ideal conditions for snorkeling in Maui.

Why Choose Us?

Pride of Maui has unique features that enhance the comfort & fun of your trip

Impeccable Service & Experience

Adventure, Fun & Safety

Stability & Comfort

Ocean & Reef Safe Initiatives

Experienced Crew & Impeccable Service

A first class boat traveling to exceptional destinations is a great start. We build on that by offering impeccable service from an experienced crew dedicated to making your Maui adventure a special one.

We are the only large vessel that caters to a broad range of ocean interests in addition to offering world class snorkeling.

A first class boat traveling to exceptional destinations is a great start. We build on that by offering impeccable service.

Coral Reef Initiative

No other vessel on Maui offers as much. 360-degree panoramic viewing, warm showers, and a super water slide are a few of the amenities.

Pride of Maui is the largest and most stable catamaran on Maui. Her sprawling deck boasts unobstructed panoramic views.

The last two years presented many challenges and learning opportunities. Everyone was forced to slow down, revisit priorities and take stock of what’s important.

We made significant operational changes with a limited guest capacity of 50%. We were afforded the opportunity to improve our onboard amenities and refine the guest experience. We’ve listened to our guests and our repeat Ohana, who welcome the limited capacity and appreciate the upgraded service.

We recognize that capacity limits allow for more attentive and personalized service, with the added benefit of greater room to roam our spacious vessel comfortably at a relaxed pace.

On behalf of our crew and employees, we thank our repeat Ohana for your support and look forward to serving you soon.

CEO Scott Turner

Discover an Underwater Paradise

Book online with code Discovery7

Our Newsletter

Get the latest news in your inbox

Privacy Overview

EXPLORE MAUI

Sail trilogy, explore our maui snorkeling tours.

LANA'I

Tours by activity.

SUNSET SAIL

DINNER SAILS

WHALE WATCH

CELEBRATING

Our Story is a tribute to the dreamers and visionaries: Though our family’s legacy began in the 1920’s, it wasn’t until 1969 that a fateful shipwreck in SE Alaska changed the course of our future. After the disaster, Captain Eldon Coon and his wife, Jeannette, sold everything they had and used the proceeds, with help from their children, Jim, Rand, and Pattie, to build a 50′ sailing…

BROWSE ALL OUR LATEST TRILOGY GEAR

Private Boat Charters on Maui

(808 ) SEA-MAUI

Maui's #1 Boat Charter company

5 STAR VESSELS / 5 STAR SERVICE

Event Planning

Sea Maui offers 2 sailing catamarans which operate from Ka'anapali Beach daily. Our private boat charters are completely customizable. We offer snorkeling trips, sunset sailing, weddings, memorial sails and more! Full catering and open bar included on all trips.

We offer private charters to fit any budget. Both of our vessels can accommodate up to 48 passengers and have the capabilities to provide amazing snorkeling tours, sunset sails, wedding events and more. Priced from $1,200 an hour, we offer the most competitive pricing for large vessels on Maui.

We offer a wide range of services to make each sail a perfect experience for you and your guests. All trips are fully catered by renowned Executive Chef Joey Macadangdang and every sail includes an open bar. We can also provide live entertainment, floral arrangements, transportation and more! 

Photo Gallery

Rates and more info, get in touch.

Send us a message with any comments, questions, or scheduling concerns. We will get back to you soon!

2435 Ka‘Anapali Parkway, Lahaina, Hawaii 96761, United States

(808) 732-6284

Copyright © 2020 Private Boat Charters on Maui - All Rights Reserved.

Powered by GoDaddy

• Community News
• On The Campaign Trail
• Hawaii News
• National News
• International News
• Local Sports
• Sports Spotlight
• Hawaii Sports
• National Sports
• As Maui Dines
• Bald-Headed Truth
• Letters to the Editor
• Home and Garden
• Classifieds
• Print Ad Directory
• Browse notices
• Place a notice
• Statement of Values
• Terms of Service
• Submit News

• Today's Paper

Maui Princess runs aground near Lahaina Thursday night

Defueling attempts ongoing.

On Thursday the passenger ship ‘Maui Princess’ ran aground near Lahaina off the west coast of Maui. Defueling efforts are underway as of Monday afternoon and will continue into the coming days. Photo courtesy DLNR

The Maui News

KAHULUI–The passenger ship ‘Maui Princess’ ran aground near Lahaina off the west coast of Maui last Thursday night and has remained there ever since. The boat broke free from its mooring further offshore Thursday morning after a part reportedly failed and is hard-aground on what appears to be a shallow shelf of sand and rubble, according to the Department of Land and Natural Resources (DLNR).

The DLNR says defueling efforts were underway Monday afternoon and will continue into the coming days to remove 2,500 gallons of fuel from the grounded boat. The process of getting fuel, batteries, hazardous materials, and other items off the Maui Princess is expected to take a few days.

The DLNR said on Monday there has been no oil or gas leakage resulting from the ship running aground last week. Defueling may be completed by Tuesday, but is expected to be completed no longer than Wednesday.

“We have no timeline on salvage, other than we’d like to see it completed as soon as possible, while minimizing any potential damage to coral reefs,” the DLNR told The Maui News on Monday.

The owner/operator of the vessel is 72-year-old David Jung. Jung has insurance which will cover the costs of salvaging the boat and damage to the reef will be assessed once the ship is removed so the full extent of the damage can be assessed, the DLNR said.

Jung has reportedly tried to hire a tugboat to attempt to remove the Maui Princess at high tide, but those efforts have been unsuccessful.

The Maui Princess is a popular sunset dinner cruise that has struggled in finding a commercial slip to permanently dock at since the Lahaina wildfires took place last August, Jung has said publicly. The boat has not operated in a commercial capacity since the August 2023 wildfires, according to Tripadvisor.

Angry comments flooded social media in response to the third high profile vessel to run aground on the westside of Maui in the last year and a half.

“Time to put a moratorium on all commercial use permits until DLNR/DOBOR/DOCARE demonstrate that they have the ability to properly manage commercial activity with adequate facilities and staffing to conduct regular inspections, enforcement and monitoring,” Kai Nashiki said in a comment on Facebook.

Jung, who told NBC News last August that he escaped the Lahaina fires in his catamaran, has been on the other side of a grounded vessel when he helped free ‘The Spirit of Lahaina’ from its confines in 2010 while operating the Kaulana as the senior captain for the Lahaina Cruise Co.

Jung told the Professional Mariner in 2010 he pulled the grounded catamaran off a sandbar just outside the channel. Jung said then that the channel is narrow and a “bad approach” usually is the reason for groundings there.

This time around, the grounding came as a result of the ship breaking from its mooring location, according to the DLNR.

“I have pulled quite a few of these cats off,” Jung said in 2010. “When your vessel is close to running aground, the natural reaction is to pull the bow away (from the grounding). This just runs the stern and props aground. It is better to stop and maneuver the vessel. These cats are very maneuverable. Operators also need to understand the pivot point of their vessel.”

Today's breaking news and more in your inbox

• Daily Newsletter
• Breaking News

Hui Aloha Playground closed May 21–24

Hui Aloha Playground at Keōpūolani Regional Park will be closed from 7 a.m. to 10 p.m. May 21 to 24 while ...

Jaeger to speak at the Rotary meeting

On Tuesday, June 4, Dan Jaeger will be the speaker at the Rotary Club of Lahaina Sunset meeting. Jaeger is the West ...

Sky Elements Hawaii to light up Lahaina skies in honor of Lahainaluna’s graduating class

The Maui News KAHULUI—Sky Elements Hawaii, one of Hawaii’s leading providers of drone light show ...

Gas prices in Maui and Hawaii decrease slightly ahead of Memorial Day

The Maui News Average gasoline prices in Hawaii have fallen 3.3 cents per gallon in the last week, averaging ...

Blasting schedule released for Kilohana temporary housing site

The Maui News KAHULUI—The U.S. Army Corps of Engineers (USACE) and its contractors released its blasting plan ...

Department of Health issues a recall alert for Sun Noodle’s frozen S&S Cup Saimin due to an undeclared egg allergen

Only $99/year, subscribe today.