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Lahaina Sailing trips & boat tours

Our most recommended Lahaina Sailing trips & boat tours

Lahaina: Turtle Town Snorkel and Whale Watching Cruise

1. 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. Enjoy an onboard lunch and drinks. Set sail from Lahaina Harbor towards Turtle Town, aka Mala Wharf (if weather conditions allow). See where, in 1992, a powerful hurricane 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. See Hawaiian green sea turtles, brightly colored tropical fish, and beautiful coral reef formations. During the whale season between December to April, observe humpback whales as they enjoy the warm Hawaiian waters (time permitting). Learn from expert narration about the whales and provide a play-by-play commentary of the whales' behavior as you view them.

Lahaina: Maui Channel Whale-Watching Catamaran Cruise

2. Lahaina: Maui Channel Whale-Watching Catamaran Cruise

Travel via high-speed catamaran from Lahaina Harbor to the Maui Channel to see the humpback whales, who return to Hawaii for a few months each year to mate and give birth. Get up close to these creatures in their native environment from comfortable table and chair seating. Keep your eyes peeled for whales slapping the surface with their very long side fins, tails, or the strong muscles attaching the tail to the rest of the body. See them spy-hop, when humpback whales come high out of the water to have a look around at the world above. See the majesty of a breaching whale, if you are lucky. This is when a whale rises completely out of the water and crashes down again. Don’t forget to bring your camera and take memorable photos from the shade of a spacious cabin.

From Ma'alaea Harbor: Molokini Snorkeling Adventure

3. From Ma'alaea Harbor: Molokini Snorkeling Adventure

Embark on a half-day snorkeling adventure on a glass-bottomed catamaran, with breakfast, lunch, and a professional crew included. Look out for all types of Pacific marine life, from dolphins to turtles and coral reefs, in 2 snorkeling spots — the Molokini Crater and Turtle Town.  Begin your tour at Maalaea Harbor to board your boat. Join the crew aboard the Calypso, Maui's newest addition to the fleet, where you can even view the ocean from its glass bottom. Calypso is the only 3-deck catamaran in Hawai'i. Benefit from an easy-to-use stairway in and out of the water, lots of shade, and plenty of Jimmy Buffet music.  Start the day off right with a hearty breakfast that includes scrambled eggs, Portuguese sausage and either turkey or chicken and mushroom sausage, mixed muffins, pastries, mixed fruit, coffee, tea, and juice. Next, be dazzled by Molokini Crater, located off the south shore of Kihei. Expect pristine conditions as Molokini is a protected marine preserve and bird sanctuary.  See how the extinct volcanic cone provides a home for native Hawaiian marine life such as manta rays, fish, urchins, and sharks, who all swim around the coral through the clear water year-round. Use the provided snorkeling equipment to explore the underwater world.  Take advantage of the 2 water slides to make it more fun, especially for kids. And fret not— a lifeguard is always in the water watching over the snorkelers to ensure their safety. After leaving Molokini, your second snorkeling spot of the day is Turtle Town, where you will swim with Hawaiian green sea turtles amid the calm water and coral. Then, return to the boat for a relaxing barbecue lunch buffet. Finally, enjoy a fun trivia game for the chance to win a crew T-shirt. Some of the tour’s top amenities include 2 slides, a jumping platform, 2 freshwater showers, use of snorkeling gear, flotation devices, and restrooms on the boat. There are 11 stair points to get into the water for easy and comfortable access. Hire everything you need on the day, with wetsuits, or underwater digital cameras available to rent.

Maui: Deluxe Sunset Sail from Lahaina

4. 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. 

Maui: Molokini and Turtle Town Snorkel with Deli Lunch

5. Maui: Molokini and Turtle Town Snorkel with Deli Lunch

See Maui from a new perspective as you swim and snorkel alongside its marine life at Molokini and Turtle Town. Cruise to these famous snorkeling destinations by catamaran, and enjoy breakfast and lunch onboard. Meet your captain and crew near Maalaea Harbor for your check-in. Board the comfortable catamaran and enjoy a continental breakfast of pastries, muffins, fresh fruits, coffee, tea, juice, soda, and water as you head towards Molokini. Arrive at Molokini and admire the scenery of the extinct volcanic cone, home to around 250 different local species. Jump into the water and snorkel with native wildlife such as black triggerfish, yellow tang, and parrotfish. Continue onto Turtle Town, where you’ll swim with protected Hawaiian green sea turtles among the underwater lava formations. Rest assured a lifeguard will be in the water at all times as you snorkel around the beautiful coral gardens. Enjoy a deli lunch with your choice of roast beef, chicken, or ham croissant sandwiches, or pulled pork and BBQ sauce on a bun, with chips, soft drinks, juice, and water. Choose to purchase beers or a Mai Tai, and relax in the shade of the cabin. Or top up your tan on the bow of the boat as you return to Maalaea Harbor, where your unforgettable activity will come to an end.

Maui: Eco-Friendly Whale Watching Sail from Lahaina Harbor

6. Maui: Eco-Friendly Whale Watching Sail from Lahaina Harbor

Climb aboard Maui's top-rated eco-friendly 2-hour whale-watching tour on a luxury sailing vessel, Ocean Spirit. Embark on your whale watching adventure aboard this spacious and comfortable boat. See these majestic creatures up close and personal, and listen as your Marine Naturalist will provide an educational experience. Watch mothers and calves interact, see males compete for females and understand more from your guide. Make the most of underwater headphones and listen to the beautiful whale songs.  This non-profit organization is dedicated to protecting our oceans through science and advocacy. These tours offer educational whale-watching and all profits from these cruises support ocean research, education and conservation programs.

Maui: Lahaina Catamaran Sunset Sail with Appetizers

7. Maui: Lahaina Catamaran Sunset Sail with Appetizers

Do not miss one of the best sunset experiences on Maui. Beautiful sunset views will accompany you while you sail the majestic Maui waters on this catamaran sunset sail. Relax and enjoy delicious appetizers with several complimentary beverages. The appetizers include furikake crusted ahi crostini (sustainably caught tuna) with cilantro aioli and unagi glaze, grilled and chilled (sustainably farm-raised) tiger prawn cocktails with wasabi sauce. They also include BBQ kalua pork quesadillas with Maui Gold pineapple chutney and cilantro lime aioli, vegetarian spring rolls, house-fried corn tortilla chips, an artisan cheese platter, fresh fruit, dessert of Kula strawberries, and chocolate chip cookies. Celebrate the beauty of the sunset and the incredible views in this unique and relaxing catamaran cruise.

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

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

Join this 'Alihilani adventure along the beautiful coast of Lana’i. This trip explores the pristine reefs along Lana’i’s south shores. Dramatic sea cliffs, uncrowded snorkeling sites, and expansive island views make this trip a wonderful way to spend the weekend. There is no set destination so your experienced crew can select the best locations to visit based on the conditions that day. Visit multiple snorkel sites when the time and weather allow for it. On the way back to Lahaina, set sail and look for Lana’i’s famous spinner dolphins and enjoy a gourmet lunch and cocktails as you relax on board.

Maui: Sunset Sailing Cruise with Champagne from Lahaina

9. Maui: Sunset Sailing Cruise with Champagne from Lahaina

A perfect Maui experience is not complete without witnessing the beauty of a sunset while out on the ocean. Board Paragon to experience a sunset sailing cruise and watch the sun dip below the horizon as you glide along the picturesque west cost of Maui. Beverages, including locally brewed beer, mai tais, wine, and champagne, are served as well as pupus (appetizers). This is as close as you can get to yachting, but make no mistake — when the wind is up it can be quite an exhilarating sail. During season from December to May, enjoy the thrill of watching the humpback whales that make their way to Hawaii each year.

Maui: West Coast Sailboat Tour with Snorkeling and Meals

10. Maui: West Coast Sailboat Tour with Snorkeling and Meals

Explore the West Maui coastline aboard a spacious 47-foot Paragon performance sailing catamaran. Enjoy breakfast and a gourmet buffet lunch paired with local beer and wine. Snorkel and swim with local aquatic life and enjoy a smaller group feeling with a maximum of 25 guests allowed on board.  Hop on board and get to know the crew who all have a deep connection with the Maui waters. They'll guide you to the most picturesque snorkeling destinations, from Olowalu to Honolua to Mokule’ia Bay – wherever the sea is sparkling the brightest that day. Set sail along the coast of Maui and get the chance to spot a pod of Hawaii's beloved dolphins along the way. Keep your eyes peeled as you journey north where you may encounter the abundant Hawaiian spinner dolphins or even catch a glimpse of the more elusive bottle-nosed dolphins in offshore waters.  After sailing, take a dive in the water and explore the vibrant sea life with included snorkeling and safety gear. Follow snorkeling, with a gourmet lunch and beverages including local beer, white wine, and sparkling wine. On the way back to Lahaina Harbor, the afternoon tradewinds often pick up, creating an exhilarating sailing experience you won't forget. End your adventure with a newfound appreciation for the beauty of Maui and the magic of the sea. 

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What people are saying about Lahaina

Overall rating

4.6 / 5

based on 231 reviews

We booked before we arrived in Hawii and on the day of our excursion all we had to do was check in and when it was time to board they called our name and on board we went. The staff was very friendly and answered all of our questions. One person in our party got sick and while we were in the water they kept an eye on her. We would definitely recommend this excursion. We even got to see a momma whale and her baby.

The crew took great care of us from the moment we boarded until we deboarded. Seats and equipment (including graded goggles for us wearing eyeglasses) are more than adequate making everyone enjoy. The captain knows where to position the boat to get great possibility of successfully seeing whales. The whales put on a show, even breaching from the water. Highly recommended!

Wonderful crew made for a wonderful experience! Very friendly and hospitable, would highly recommend this excursion. The sunset was unreal and the sighting of whales just topped it off!

Loved the all female crew for this fun excursion! They were very knowledgeable about whales and very cautious of their habitat.

Our second year going with this company and LOVED it!!!