Maui County Sailing trips & boat tours

Our most recommended Maui County 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. 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.

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.

Maui: Sunset Prime Rib or Mahi Mahi Dinner Cruise

3. Maui: Sunset Prime Rib or Mahi Mahi Dinner Cruise

Watch the glow of the sunset on the Kahalawai Mountains, Lanai Island, and the Molokini Crater on this sunset catamaran cruise from Ma’alaea. Keep an eye out for humpback whales while listening to Hawaiian music. Savor a gourmet dinner and relax with two drinks from the bar. Depart from the Ma’alaea Harbor and set off into the waves on a catamaran. After exiting the harbor, enjoy a complimentary drink before the dinner service kicks off. Explore the alcoves of the boat, gaze out over the ocean, and snap photos. While soaking up the tropical views, listen to island-style music. For dinner, chef Keoni will serve the succulent Hawaiian prime rib, Mahi Mahi, teriyaki chicken, ribs, steamed vegetables, white rice with soy sauce, and more. As you dine, take in views of Kaho’olawe and Lanai in the distance, as well as the top snorkeling location, Molokini Crater. Gaze out at the Kahalawai Mountains of Maui extending toward the sky. You are likely to see humpback whales visiting the islands from Alaska along with other marine mammals.

Maui: Molokini Snorkel & Performance Sail with Lunch

4. 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! 

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

5. 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.

From Ma'alaea Afternoon Snorkel to Molokini or Coral Gardens

6. From Ma'alaea Afternoon Snorkel to Molokini or Coral Gardens

Explore one of Maui’s most impressive sites on this relaxing afternoon catamaran cruise to Molokini Crater or Coral Gardens. Dive into the rich marine biodiversity of the reefs in this partially submerged volcanic crater. Head to the meeting point at Maalaea Harbor for your check-in before boarding the Malalo catamaran. Set sail and admire the beautiful Pacific coastal views as you cruise towards your snorkel site. Stop at the ideal snorkeling location for that day. Have the option to purchase food and drink aboard. Jump into the pleasant water and look for colorful fish like parrot fish, yellow tang, and cornet fish. Keep your eyes peeled for the elusive spotted eagle ray. Feel free to rent wetsuits, digital underwater cameras, and prescription masks on the day of your activity to enhance your aquatic experience. After your unforgettable swim, relax with a drink (available to purchase) on deck as you return to your boarding point.

Lahaina: Early Bird Catamaran Cruise with Snorkeling

7. Lahaina: Early Bird Catamaran Cruise with Snorkeling

Set sail on an early-morning cruise and enjoy Maui before most tourists are awake. Take in views of the coast and the crystal-clear waters from the boat with a breakfast snack or drink in your hand. Dive into the water with a snorkel and mask to see Hawaiian sea life, including turtles, up close. Board the catamaran in Lahaina and set sail along miles of coastline into waters filled with turtles and other Hawaiian sea life. Enjoy views of Maui Island from the deck of the ship. Tuck into a light breakfast of fruit and pastries paired with juice, coffee, or something stronger, like a cocktail. Then, dive in, keeping your eyes open for turtles and other wildlife as you enjoy Maui's famous warm waters. Explore the reefs below the surface and come face to face with colorful marine life. After a morning at play on the high seas, return to Lahaina and enjoy the rest of the day as you see fit.

Maui: Lahaina Catamaran Sunset Sail with Appetizers

8. 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.

Maalaea: 4th of July Fireworks Harbor Cruise by Catamaran

9. Maalaea: 4th of July Fireworks Harbor Cruise by Catamaran

Feast your eyes on stunning 4th of July fireworks while sailing the Lahaina harbor. Great for groups of friends, couples, or a combination of both, this evening party cruise is complete with alcoholic beverages, heavy pupu's (appetizers), and music, offering you a lively Independence Day experience.  After boarding the catamaran in Ma'alaea Harbor, enjoy two refreshing cocktails, beers, or wines while snacking on light appetizers, chatting with your fellow cruise guests, or dancing to the music. As you approach Lahaina Harbor, get ready for the vibrant fireworks that light up the sky and surrounding water. Choose a seat on one of the three available decks, all with excellent vantage points, and take in the explosive show before sailing back to Ma'alaea Harbor.

From Lahaina: 4th of July Fireworks Cruise Aboard the Malolo

10. From Lahaina: 4th of July Fireworks Cruise Aboard the Malolo

Hop aboard a 55-foot catamaran for a sunset cruise and enjoy an evening of fun. Sit back with a drink and celebrate America's independence as you watch the 4th of July Lahaina fireworks display from the best seat in town. Your sunset cruise departs from Lahaina Harbor in the early evening. Avoid the crowds and sail just outside the harbor where you'll take in the gorgeous panoramic views of the West Maui mountains and coastline. Watch the spectacular Maui sunset behind the islands of Lanai and Molokai while you sip on a cocktail, a glass of wine, or an ice-cold beer. Enjoy a selection of pupus or Hawaiian finger foods. Then, marvel at the spectacular fireworks show from the water for an unbeatable view of the celebratory display.

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What people are saying about Maui County

What a fantastic experience it was. I had never swam with wild sea turtles up so close. All the crew members and the captain was really friendly. They offered nice food and drinks after the swim. There won't be a better way to spend the day on the island. Loved the afternoon start too as we got to sleep in and just chill out in the morning.

It was our first time snorkeling and our group had such a blast! The entire experience was so worth it. The attendants are so sweet and the captain is a hoot! The breakfast is light but filling and lunch was 10/10. Kudos to whoever made the pasta salad!

Our 25th Anniversary Couldn’t Be More Memorable !!! The Crew Was Great - The Captain Outstanding AND THE SUNSET WAS REMARKABLE !!! I’d Suggest This For ANYONE For ANY Occasion !!! FANTABULUOS VOYAGE !!!

This was our first snorkeling trip ever! The boat and crew were excellent. Lunch was great too! Snorkeling with the sea turtles was so magical, I’m hooked and will definitely be doing it again.

The crew were exceptional. Great overall trip. Worth the money