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Sailing on Maui

They say you haven't really seen Maui until you've seen it from the sea.  The jagged peaks of the West Maui Lahaina Harbor Mountains overlook the beaches of Kaanapali and Kapalua, and Haleakala looms large over the island.  The sun is setting behind you, filling the sky with a brilliant display of light, painting the ocean pink, orange, and magenta.   

There are many sailing operations that operate either single-hull sailboats, or catamarans.  Most offer snorkeling tours, champagne sunset tours, whale-watching tours, or some kind of booze cruise.  Some also offer dinner cruises, or just invite you to spend the day on the water, perhaps visiting the neighboring island of Lana'i.  You can even rent your own boat or take sailing lessons on the island!  The dependable afternoon trade winds on Maui make sailing an incredible experience, and you can count on it day after day.

Check out the links in the table below to get some good information about sailing on Maui and the tours that are offered, and then check out our Discounts & Bargains page to save some money on the tours of your choice!

Trilogy Deluxe Ka'anapali Sunset Sail

Deluxe Ka'anapali Maui Sunset Sail
Sip champagne and enjoy gourmet appetizers as Trilogy takes you sailing into the sunset along the gorgeous Ka’anapali coast.


Maui Dinner Cruise

Lahaina Maui Sunset Dinner Cruise
Join Paradise Cruise for an incredible Maui sunset dinner cruise aboard the newest catamaran departing Lahaina Harbor, the Spirit of Lahaina!


Island Marine - Maui Princess Sunset Dinner Cruise

Maui Princess Sunset Dinner Cruise
Enjoy an evening of dining, dancing and live music featuring Maui's hottest musicians aboard a 120' luxury cruise yacht.


Island Marine - Maui Princess Dinner Cruise and Royal Lahaina Luau Combo

Sunset Dinner Cruise and Luau Combo
Cruise the calm west Maui coastline and take in spectacular sunset views aboard an elegant luxury yacht and enjoy an unforgettable evening under the stars at the Royal Lahaina Luau!



Ultimate Adventure in Paradise
Enjoy a day of adventure on the remote and beautiful island of Lanai - Frolic with dolphins , and explore Lanai's mysterious interior on an Island Jeep Safari!


America II Island Princess Pacific Whale Foundation
Club Lanai Maui Classic Charters Paragon Sailing Charters
Frogman Charters Maui Ocean Activities Trilogy Excursions
Gemini Charters Maui Sailing Center Windjammer Sailing Cruises
Island Star Sailing Maui Sailing Discounts Vic-Maui Yacht Race


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