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Maui

Sailing trips & boat tours

Our most recommended Maui Sailing Trips & Tours

Maui: Eco-Friendly Molokini and Turtle Town Tour with Lunch

1. Maui: Eco-Friendly Molokini and Turtle Town Tour with Lunch

Discover the underwater worlds of Molokini crater and Turtle Arches on this cruise from Maui. Get instruction on how to snorkel before exploring the reef. Learn about this biodiverse environment from professional naturalists. Eat a delicious breakfast before starting your trip. Enjoy a continental breakfast including pastries, fruit, and coffee before sailing out to Molokini. Molokini, Maui’s iconic crescent-shaped islet, is a beautiful reef known for its crystal clear waters, abundant coral, colorful fish, and resting seabirds. A protected marine conservation area, this volcanic crater is only accessible by boat with a certified tour operator and is the #1 snorkeling destination in Maui. Learn about the history and nature of your surroundings and the efforts being made to protect the ocean here.  Following your time at Molokini, head to Turtle Arches and enjoy a bonus snorkel site with its underwater lava formations and frequent turtle sightings. Watch for sea turtles, eels, octopi, and other reef fish. Once you are done snorkeling and have worked up an appetite, enjoy a freshly prepared lunch of grilled chicken, burgers, and salad before heading back to Ma'alaea Harbor.

From Lahaina: Sunset Dinner Cruise with Live Music

2. From Lahaina: Sunset Dinner Cruise with Live Music

Departing from Pier One in Lahaina Harbor, enjoy a relaxing sunset cruise with a delicious three course meal, listen to island-style music, and watch the sun go down while cruising the waves on a state-of-the-art catamaran. Once aboard you will be seated by our crew to tables assigned based on the size of your party. Once you’ve settled in, our table side service will begin, and the crew will bring you warm breadsticks and water. Your dinner cruise includes two free drinks, once the catamaran has motored out of the harbor, we will take your drink order. We typically serve local beers from Maui Brewing Company, Cabernet and Chardonnay wine, cocktails such as Mai-Tai's, Pina Colada's, Margarita's, Tequila Sunrise, etc., soda, juice, and water. Your meal begins with a fresh spring mix salad with tomato, carrots, cilantro vinaigrette, and a taro roll with honey butter. For the main course, your options are rosemary garlic roasted prime rib, fresh Mahi-Mahi with lemon buttery caper sauce, or penne pasta with fresh Thai basil marinara sauce. On the side, enjoy sautéed vegetables and steamed white rice with shoyu sauce. For dessert, delight in delicious banana bread with homemade lilikoi frosting and cobbler topping. Relax as the sun sets behind the distant Maui mountains, and keep an eye out for humpback whales while you enjoy your delicious dinner cruise.

Lahaina: Turtle Town Snorkel and Whale Watching Cruise

3. Lahaina: Turtle Town Snorkel and Whale Watching Cruise

Spot Hawaii's native marine life in its natural habitat on a snorkel cruise to Turtle Town from Lahaina. Swim past green sea turtles, Moorish idols, and even humpback whales. For beginners, there is an onboard snorkel demonstration before you set out. Enjoy an onboard lunch and drinks. Set sail from Lahaina Harbor towards Turtle Town, aka Mala Wharf (if weather conditions allow). In 1992, a powerful hurricane destroyed Mala Pier. The surviving posts have created an artificial reef and sanctuary where corals and other marine life thrive. Spot Moorish idols, green sea turtles, and saddle wrasse while snorkeling here. If snorkel conditions are not ideal at Turtle Town a.k.a. Mala Wharf, cruise to one of the other premier westside snorkel locations such as Honolua Bay, Airport Beach, or Launiupoko. All of these locations offer an excellent opportunity to see Hawaiian green sea turtles, brightly colored tropical fish, and beautiful coral reef formations. During the whale season (December to April), observe humpback whales as they enjoy the warm Hawaiian waters. This tour segment will include expert narration about the whales and provide a play-by-play commentary of the whales' behavior as you view them.

From Lahaina: Lana'i Coast Maui Sail and Snorkel Trip

4. From Lahaina: Lana'i Coast Maui Sail and Snorkel Trip

Start the tour by boarding a brand new luxury catamaran at the dock in Lahaina. Set off on your incredible adventure along the spectacular coastline of Lana'i. Onboard the vessel, enjoy a continental breakfast of tropical fruit, freshly baked banana bread, and locally roasted coffee. Head towards the pristine reefs along Lana’i’s south shores where you'll discover stunning sea cliffs, uncrowded snorkeling sites, and expansive island views. Get geared up with the snorkeling equipment provided and plunge into the warm waters to discover an array of local marine life.  This relaxed tour does not have a set destination, so the experienced crew can select the best locations based on sea conditions, and visit multiple snorkel sites when time and weather allow. After swimming and snorkeling, sit back with a drink and enjoy a full lunch while trying to catch a sighting of Lana’i’s famous spinner dolphins. Finally, return to the dock where your memorable day at sea concludes.

Ka'anapali Beach: Express Snorkel Trip

5. Ka'anapali Beach: Express Snorkel Trip

Discover the marine life of Hawaii on an express snorkeling trip. Journey to one of the best snorkel sites in Maui, and be back at the beach in time for lunch. This experience is great for beginners and children. Board the boat at Ka'anapali Beach and cruise towards Mala Wharf or another popular snorkeling spot in West Maui. Your guide will choose the best location, depending on weather and sea conditions for the day. Jump into the clear waters to swim alongside Hawaiian Green Sea Turtles. Explore the reef, admiring the variety of colorful fish and corals. Relax on the deck with a drink from the open bar, as you cruise back to the beach.

Maui: Molokini Snorkel & Performance Sail with Lunch

6. Maui: Molokini Snorkel & Performance Sail with Lunch

Discover Molokini aboard a fast-sailing catamaran, where your trip includes a continental breakfast on the leisurely sail across Ma’alaea Bay. Take in the stunning landscape that makes Maui special, and during whale season (December – May), spot the humpback whales as they swim nearby. While at Molokini, swim, snorkel, and rinse off with a freshwater shower. After snorkeling, indulge in a full lunch buffet and refresh with a variety of beverages, including wine and local beer. Maui’s afternoon trade winds can really get the boat going, so join the friendly crew at the helm and try your hand at sailing the high seas! 

Maui: Dolphin Sailing Adventure with Lunch and Drinks

7. Maui: Dolphin Sailing Adventure with Lunch and Drinks

Get ready to experience the thrill of sailing alongside dolphins in the wild on a luxury sailing vessel. As you go, learn fascinating facts about the wild dolphins from your certified marine naturalist guide. Snap memorable photos when you catch a glimpse of the islands' acrobatic spinner dolphins, friendly bottlenose dolphins, and curious spotted dolphins. Enjoy an adventure great for all ages, and rest assured that dolphin sightings are guaranteed, else you can go again free on another Dolphin Watch within one year. During your sailing adventure, savor an included lunch and sip on 1 complimentary alcoholic drinks as you pass by the scenic shores of Maui.

Maui: Deluxe Sunset Sail from Lahaina

8. Maui: Deluxe Sunset Sail from Lahaina

Enjoy stunning sunset on the coast of Maui on a catamaran cruise from Lahaina. Lay back on the forward trampolines or sit under the covered cabin space while savoring mouth-watering cold hors d’oeuvres and sipping on chilled drinks. Keep an eye out for whales as you sail.  Depart from Lahaina and set sail in the waters of Maui. Admire breathtaking views of the verdant and dynamic shores as the sunset paints the sea in a golden glow. Have a refreshing cocktail or snack on a delicious selection of hors d’oeuvres.  From December to May, enjoy the thrill of watching the humpback whales as they make their yearly journey to Hawaii. During the rest of the year, keep your eyes peeled for graceful seabirds and the black-finned Māui dolphin.  Return to your meeting point in Lahaina at the end of your cruise. 

From Kaanapali: West Maui Snorkeling Cruise & Sea Turtles

9. From Kaanapali: West Maui Snorkeling Cruise & Sea Turtles

Not exactly an early riser? Reserve your morning for staying in bed and set off on an afternoon snorkeling cruise on the Sea Maui II catamaran from Kaanapali Beach in Lahaina. Snorkel around stunning coral reefs and swim alongside Hawaiian green sea turtles. Jump on board your boat to meet your friendly captain and crew and cruise out into the sea. Make your way to some of the best snorkeling spots in West Maui, immersing yourself in the serene underwater world. Explore the coral reefs and swim alongside the resident Hawaiian green sea turtles, colorful tropical fish, and discover many other surprises that depend upon what the tide brings you. Relax on the sun-filled deck as your travel, helping yourself to the open bar and traditional Hawaiian pu pu appetizers. Be back at your hotel before dinner.

Maui: Turtle Town Kayak and Snorkel Tour

10. Maui: Turtle Town Kayak and Snorkel Tour

Explore the ocean and see marine wildlife on this family-friendly kayaking tour, great for children 5 and up. Go snorkeling and feast on complimentary snacks and beverages as you go. Take a group kayaking tour where you will kayak roughly 2.5 miles through Makena Bay. Turtle Town is known as one of Maui's best kayaking and snorkeling destinations. Spot ocean wildlife as you battle through the blue Hawaiian surf. This location is famous for the Hawaiian Green Sea Turtle population and exceptional paddling conditions on Maui's calm blue waters. It is also very common to see manta rays and dolphins as well as the Hawaiian monk seal. During whale season (October through April) you will have the opportunity to see Humpback whales during their annual migration to the Islands to mate and give birth. Take advantage of the opportunity to snorkel in this unique environment. Enjoy complimentary snacks and beverages as part of your tour.

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Frequently asked questions about Maui Sailing Trips & Tours

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Other Sightseeing Options in Maui

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What people are saying about Maui

Overall rating

4.5 / 5

based on 596 reviews

Incredible experience that was truly special. Was fortunate to have seen over 100 dolphins, two turtles, and a ton of flying fish. Staff was attentive, informative, and genuinely engaged with the entire group. I would definitely absolutely 100% recommend this excursion while visiting Maui. Great company that truly went above and beyond to create those special priceless memories!

Prime rib was good, little cool but for not being cooked on board it was still warmish. Had a great time. Wish it wouldn’t have just run along the harbor and gone out further instead of the loop. But, think that’s a different cruise.

This tour is an absolute must do. The crew is very helpful and besides guiding us around storms and to the best areas to see the whales, they gave us thorough information on the habitat and tendencies of these whales

Crew was amazing, the food was amazing, and the snorkeling was even better. Saw lots of turtles and even an octopus. Will definitely book again when back in Maui

Great time. Awesome views from the water. Very relaxing