Sailing Adventures

By Team

South Maui, Maui. Photo: Ted.

Maui is one of the world’s premiere sailing destinations. Whatever your sailing preference, you’ll find it here. Single hull, double hulled and tri-hulled yachts and cats of all sizes offer great sailing adventures. Breakfast sails, lunch sails, sunset cocktail sails and dinner cruises are always on tap.

Sailboats leave daily from Ma’alaea Harbor in South Maui, Lahaina Harbor in West Maui, and from the beach at Ka’anapali, carrying anywhere from six to more than 100 passengers. Although winds are usually light in the morning, by mid-afternoon the trades pick up, giving sailors a faster trip back to port. By evening it’s gentle again, calm enough to enjoy cocktails as you watch the sunset.

From a performance sail that can skim over the water at more than 15 knots, to taking the helm for a short time on a 12-meter class contender that challenged Dennis Connor’s Stars & Stripes in 1987, sailing on Maui is always an adventure, particularly during the winter months when whales, undisturbed by engine noises, breach next to your vessel, baptizing you with water before they disappear beneath the surface.

Whale Watching, Lahaina, Maui

Trip includes: Underwater hydrophones to hear whale songs, Onboard Jr. Naturalist Program for kids, Reef-safe sunscreen and filtered water available onboard, Full-color marine wildlife poster, Whale sightings guaranteed or go again free

Departures: 9am, 1130am Adults: $39 Children: $20


Take a Snorkel Trip to Molokini

Daily Tours from 7:30 a.m. to 12:30 p.m. (5 Hours)

Trip includes: Continental breakfast, Buffet lunch & beverages including beer & wine, Kids sail 1/2 price.


Expeditions Lanai Ferry

Day trip from Maui to Lanai on the ferry! Explore the island, cat sanctuary, snorkel and more! Book your activities and ferry trip! The first ferry departs Maui at 6:45 a.m. The last ferry departs Lanai at 6:45 p.m.

* Jeep 4 Door Rental Package also available.


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