Top Maui Cruises & Sailing

Hawaii is a major destination for relaxation and fun times—and this Maui sunset dinner cruise allows you to let loose and enjoy yourself while visiting the island. Step aboard a ship that cruises by the Na Pali coast, and take in views during sunset as you feast on your dinner of choice. Dance to live music, sip on two free drinks from a full bar, and create your own memorable experience on the water.

Enjoy a ‘front-row seat’ for Maui’s epic sunset accompanied by handcrafted cocktails and snacks during this sailing cruise from Kaanapali Beach. Enjoy views of nearby Lanai, Molokai, and Kahoolawe from your boat, cocktail and food in hand, as the Hawaiian sky puts on its nightly display. Snacks, unlimited alcoholic drinks, and non-alcoholic beverages are all included.

If you like sea creatures, but have no desire to scuba dive, this tour offers an alternative. Relax on board a glass bottom boat where every seat is a window seat, and prepare for an underwater show. Divers bring animals such as octopus, urchins, crabs, and starfish up to the windows for viewing, making every trip a unique experience. This is a family-friendly experience that is fun for all ages.

Board the beautiful and spacious Pride of Maui catamaran for a sunset cruise near the Molokini crater. Enjoy an open bar including craft beer and blended drinks, plus a generous buffet featuring barbecued ribs, honey-glazed chicken, stir fried vegetables, and more. Watch the sun set, take in a live hula show and if you’re lucky, you may even see humpback whales during mating season.

Set sail into the sunset aboard a sailing yacht with this cruise. You'll hop aboard the Scotch Mist in Lahaina and sail out into the Pacific, where you'll have your choice of champagne, local beers, white wine, soda, juices, and bottled water. Best of all, group sizes are capped at 22 people so you won't have to worry about crowds.

Rather than spending the most magical time of day inside a restaurant or hotel, treat yourself to this sunset dinner cruise aboard a catamaran. Enjoy included drinks and watch the down behind the island of Lanai as you cruise along the Lahaina coastline. Then, indulge in a delicious 3-course dinner accompanied by the sounds of a local musician. Depending on the time of year, you might even spot humpback whales.

Skip the overcrowded boat tours and enjoy a more intimate experience of Hawaii. Travel to the island of Lanai in the company of no more than 22 passengers. Make snorkeling stops off the island to see tropical fish, turtles, octopus, manta rays, and dolphins. This tour includes breakfast and snacks and your ticket supports active marine research and the work of Maui’s whale entanglement response team.

On this romantic Maui dinner cruise, cast the bowlines off the dock and cruise the Maui shoreline, enjoying views of the West Maui Mountains and a fiery Maui sunset. Tableside wait staff serves food and drinks while a musician provides the ambience, and finish the evening beneath a blanket of stars as you slowly cruise back towards shore.

Enjoy stunning coastal views only available from the water during this sailing tour down Hawaii's Au'au Channel. Relax onboard a comfortable, well-equipped sailing yacht with a full captain and crew, enjoying complimentary beverages such as wine, local beer, or soft drinks.

Imagine swimming in a sunken volcano that teems with thousands of fish, while splashing in crystal clear water. On this Molokini snorkeling tour, cruise out to the crater, before jumping in the crystalline waters and scouring the colorful reef. Make a second stop dependent upon conditions, and search for turtles at Turtle Town or a spot named Coral Gardens. This family-friendly Maui activity is one of the island's most popular, and an unforgettable day of exploring the underwater world.

Go snorkeling off the coast of Maui on this boat tour on board 'the Malolo,' a 55-foot (17-meter) power catamaran. Cruise to one of two snorkeling sites—either Molokini Crater or Coral Gardens—where you can swim along the reef system to watch for colorful fish and other marine life. The location is selected by the captain depending on the daily conditions. If you're lucky, you may spot turtles or whales, too. Equipment and instructions are provided by the crew. Lunch (hot dog and soda) by selecting the upgrade option when booking.

Imagine exploring the ocean floor on a submarine tour in Maui, pressing your face against circular portholes in search of reef sharks and fish. On the Maui Atlantis Submarine tour, descend over 100 feet (30m) in an air-conditioned sub, experiencing the sights, sounds, and scenes of life beneath the waves. Please be aware all passengers must be 36" or taller to ride the submarine, a fantastic adventure for all.

Catch an exciting peek at the underwater world on this whale-watching cruise in Maui. Your excursion includes narration from your captain and crew, as you learn more about these majestic creatures. Enjoy stunning views and photo opportunities while traveling along Maui’s exquisite coastline. Your family-friendly cruise comes with a guarantee that you spot a whale during your adventure.

Watch the Hawaii sunset aboard a sailing catamaran while listening to live music for a fun twist on the conventional sunset cruise. Depart from Kaanapali Beach and soak in great views of Maui as popular local performers play traditional, contemporary, and reggae versions of favorite songs. Your sailing cruise includes an open bar with drinks and 'pupus' (appetizers).

Over 200 different species of fish inhabit Molokini Crater, and you have the chance to search for them all aboard this Maui snorkeling tour. Inside this ancient volcanic caldera that rises up out of the sea, you might also find manta rays, sea urchins, eels, or even a harmless shark. This tour also stops at a spot called Turtle Town along the Maui coastline, where you have the chance to swim alongside enormous Hawaiian Green sea turtles. Enjoy amenities like a glass-bottom viewing room and snorkeling equipment as well as a buffet lunch on the triple-decker catamaran.

We carry only 24 passengers maximum, aboard our spacious 50 foot Uniflight Motor Yacht, which is less than half our Coast Guard Certified capacity. Doing so, guarantees more space and personalized service. This is a snorkeling tour that takes you to famous Molokini Crater and Turtle Town, at a very relaxed pace, with less people in the water near you.

Sail to one of Hawaii's less-frequented islands on this snorkeling tour form Lahaina to Lanai, or the Pineapple Island. Snorkel beneath 300-foot tall cliffs near Shark Fin and Manele Bay, and look out for sightings of Lanai's resident pod of Spinner dolphins. This tour also includes breakfast and lunch to fuel a full day of fun.

Observe humpback whales in their natural habitat during their return migration to Maui’s waters December–April. This whale watching adventure by high-speed catamaran provides a front row seat to fin slaps, flukes, and breaches. Underwater hydrophones help you hear whale songs, while the captain and crew provide the commentary. Juices and sodas are available on board to keep passengers hydrated.

Take an epic journey along the stretch of picturesque roadway known as the Road to Hāna on this full-day tour that highlights the best of Hawaii's natural beauty and stunning landscapes. See beautiful beaches, quiet coastline, and towering waterfalls as you make your way across the Kalepa Bridge, where the highway continues to Kīpahulu on the Piilani Highway. This journey through the iconic narrow highway is comprised of 59 bridges and more than 600 curves taking travelers in and out of rain forest and tropical foliage.

Leave behind the crowds of Ka’anapali Beach and spend the evening on a sunset cruise off the coast of Maui. The perfect romantic evening out, this sunset cruise offers unmatched island views, photo opportunities, and even the chance to spot whales (December–April).

Dive in to explore West Maui's underwater world during this half-day snorkeling excursion from Ka'anapali Beach. Under the guidance of your experienced captain, travel to some of the island's best snorkel locations to see green sea turtles (honu), schools of colorful tropical fish and maybe spinner dolphins, bottlenose dolphins, or even humpback whales (seasonal). After snorkeling, enjoy a delicious lunch onboard the boat, accompanied by nonalcoholic refreshments and beer and cocktails for purchase. Breakfast, lunch, and use of snorkel equipment are included.

Explore the Maui Ocean Center, named a "Top 10 Aquariums in the World” by TripAdvisor’s Travelers’ Choice. This impressive facility features more than 60 interactive exhibits, including the Nursery Bay and Turtle Lagoon, with close-up views of your favorite marine life. Learn about Hawaii’s incredible underwater world as you discover sea jellies, tropical reefs and octopuses.

Skip crowded boat tours for this small-group snorkeling excursion with a good chance to encounter dolphins. Cruise out from Lahaina Harbor across the Au’au channel to the Island of Lana’i. Snorkel among tropical fish, sea turtles, manta rays, and possibly dolphins—it’s estimated that dolphins are encountered near the island’s clear and calm waters around 85 percent of the time. Lunch is served onboard at one of the snorkel sites.

Embark on an exciting snorkeling adventure in search of Hawaiian green sea turtles during this tour from Maalaea Harbor in Maui. Venture out to “Turtle Town,” home to a number of reef systems teeming with wildlife, including green sea turtles. Don your provided snorkel equipment and enjoy hours of snorkeling fun in the crystal clear waters. Lunch, light snacks, and refreshments are included.