Trade the crowded catamaran tour for a real sail on Maui
We take small groups out under sail for snorkeling, sunsets, and whale season on the calm water off Maui's leeward coast. Fewer people aboard, more time in the water, and a crew that actually sails the boat.
- Small-group sails
- Snorkel gear aboard
- Sunset & whale-season trips
- Sailing from Maui's leeward coast
- Small-group sails
About us
Maui sailing, the way it should be
Sail Maui runs small-group trips on the calm, leeward side of the island — the snorkel spots, the sunset light, and the winter whale grounds that make this coast worth the trip. We'd rather take fewer people out and do it well than pack a deck and rush you back to the dock. Every sail is run by crew who know these waters and adjust the plan to the day's wind and swell.
- Small-group sails, not packed party boats
- Snorkel gear aboard for reef trips
- Local crew who read the conditions daily
Sailing Tours & Charters
Ways to get out on the water
Pick the sail that fits your trip — each one is a real sail on the wind, not a motor-only booze cruise.
Snorkel Sail
A morning sail to a sheltered reef where you slip into clear water with gear provided and come back having actually seen turtles and tropical fish, not just photos of them.
Sunset Sail
An evening cruise as the sun drops behind the islands, so you toast the end of the day from the water with the whole coastline lit up in front of you.
Whale-Season Sail
A winter sail out to where the humpbacks gather off Maui, putting you close to breaching whales for an up-close show you can't get from shore.
Private Charter
The whole boat booked just for your group, so your family, friends, or celebration sets its own route, pace, and playlist for the day.
Why choose us
Why people sail with us
What makes a half-day with us different from the big tour boats on the next dock over.
Small groups, real space
We cap the numbers so you get room to stretch out, easy water access, and a crew that knows your name — not a packed deck and a loudspeaker.
We actually sail
When the trades are up the engine goes off and the sails go up, so you feel the boat move the way Maui sailing is supposed to feel.
We follow the conditions
Local crew read the wind, swell, and water clarity each day and pick the spot that's best right now, so your time on the water isn't wasted.
Reviews
What our customers say
Big thank you to Chase, AJ, and Shannon!! What a trip!! Lana'i Coast Snorkel gave us fish, turtles and whales but the level of care and service this crews gave us was above and beyond. My husband does not swim and they helped/made that snorkel happen, twice!! Unbelievable!! It is the best choice we made on Maui
Rayleen Crampton
Maui
Went on a snorkel Molokini tour today and loved every minute of it! From the captain to the crew & food, nothing could have been better! Captain Brandon was great at navigating the waters and making sure we saw our fair share of whales! AJ and Joey were awesome at hoisting the sails, making sure we had drinks/food and conversing with each of the passengers! We appreciated them sharing their knowledge of whales and the island of Maui & surrounding islands. The Captain and crew made for such an enjoyable time in and out of the water and making sure our safety came first! Definitely book your tour with Sail Maui, you won't be disappointed! Sure glad we did! Thanks for the adventure!! Mahalo!
Patti Kinkade
Maui
I joined the Golden Hour Whale Watch tour in Lahaina with this wonderful team, and it was an outstanding experience from start to finish. The catamaran was beautiful, clean, and very comfortable. The crew was friendly, attentive, and genuinely caring throughout the trip. They shared fascinating facts about the whales, which made the experience even more meaningful. We were fortunate to spot these incredible creatures and felt truly honored to witness them in their natural habitat. The snacks were tasty, the music on board created a great atmosphere, and everything was perfectly organized and on time. It was an unforgettable experience and a lifelong memory. Highly recommended!
Sofya Noskova
Maui
So happy to join this cruise operating out of Lahaina so that we could support the local rebuilding efforts. The catamaran was perfect and the crew of Jess, Braxton and Chase made the excursion fun, informative and relaxing. When they put up the sails, serenity immediately set in. The small group also made it special so that we got to meet and talk with several people. Looking forward to coming back for some of their other tours.
Steve C
Maui
Get in touch
Get out on the water on Maui
Snorkel sails, sunset cruises, whale-season trips, and private charters — small groups, real sailing. Call to check times and reserve your spots.
No pressure · Sailing from Maui's leeward coast · Morning & sunset sails