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Maui Sailing trips & boat tours

Our most recommended Maui Sailing trips & boat tours

Lahaina: Maui Channel Whale-Watching Catamaran Cruise

1. 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.

Lahaina: Turtle Town Snorkel and Whale Watching Cruise

2. 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.

From Ma'alaea Harbor: Whale Watching Tours Aboard the Malolo

3. From Ma'alaea Harbor: Whale Watching Tours Aboard the Malolo

Depart from Maalaea Harbor, easily located off the highway with ample parking. This high-speed catamaran is located at Slip 87 near Coast Guard Station. While on board, enjoy complimentary juices and sodas, and a variety of alcoholic beverages. The optimal whale watching season starts in December and goes through April, during which thousands of humpback whales return to Hawaii for a few months each year to mate and give birth. Depending on the whales’ behavior during your two-hour whale watching trip, you may see any number of whale activity happening, from tail flapping to full body breaching. Keep your eyes peeled for whales slapping the surface with pectoral fins (their very long side fins), flukes (the tail), and the peduncle (the strong muscles attaching the tail to the rest of the body). Keep your fingers crossed for a breach - this is when a whale rises completely out of the water and crashes down again. And most importantly, don’t forget to bring your camera to capture a picture of these amazing animals.

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. 

From Ma'alaea Afternoon Snorkel to Molokini or Coral Gardens

5. 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.

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: Molokini and Turtle Town Snorkel with Deli Lunch

7. 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: Sunset Prime Rib or Mahi Mahi Dinner Cruise

8. 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.

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

9. 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.

Maui: Sunset Sailing Cruise with Champagne from Lahaina

10. 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.

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What people are saying about Maui

Overall rating

4.5 / 5

based on 596 reviews

This is my FAVORITE Whale watch tour…. I have been on Maui my whole life and usually go whale watching 6-15 times a year. I have tried all the different boats, and SeaMaui is my favorite Their boat is beautiful and comfortable The bean bags are a fun touch The open bar The service The crew Is perfect

Really liked this vessel.. very clean and great layout for whale watching. Was a super choppy day but the boat and Captain Carlos did a great job making it a comfortable trip. Saw some great activity and probably would have been even better if it wasn’t so choppy.

The sunset cruise was a perfect evening! The crew was very professional. The appetizers and beverages were flavorful. A professional photographer took photos during the evening. Good music and conversation among the guests. Highly recommend!

Great crew and awesome adventure! Would definitely recommend

Have Dramamine available if you are not used to boating