Sailing in Maui equals true freedom. Take advantage of warm winds, state-of-the-art vessels, and the best captains while enjoying the best way of experiencing the ocean on Maui.
Recommended Sailing Vessels
The Kai Kanani is a sailing catamaran that sails from Makena in South Maui, Hawaii. They're one of the only vessel allowed to pick up passengers from the beach in Maui! Enjoy sailing conveniently from the beach at the Makena Beach Golf Resort.
Four Winds was specifically built for the winds of Maui, Hawaii. This 55 ft catamaran sails from Maalaea Harbor and has some unique features like a glassbottom viewing room, waterslide and onboard video production.
Shadowfax offers, intimate, custom sailing charters for small groups aboard a 44' blue water sailer with a beautiful interior, spacious lavatory and galley. Captain Mike has more than 30 years experience chartering boats, and will customize the trip to meet your needs.
Maui Sailing Activities
There's more to do on the water than just sail! We suggest taking a sail boat to go snorkel at Molokini, scuba diving at Lanai's Cathedrals, enjoy cocktails during sunset, or go whale watching in season. Sailing for the sake of sailing is worth the trip alone, but why not enjoy the islands many great activities while sailing?
Maui Sailing Destinations
Maui is composed of multiple islands that are easily in reach while sailing. Cruise to the protected waters of Molokini Crater to snorkel, snuba, or scuba dive. Snorkel at Turtle Town and see loads of turtles and other ocean life. Or make the journey to the island of Lana'i to explore spots few visitors have seen.