Kai Kanani sailing   Four Winds Sailing  

We recommend the above Sailing Vessels.

Maui Sailing Tours

When sailing in Maui, there are many options. Below are some Maui Sailing Tour boats. These boats are merely listed, and we don't recommend one over another. We tried to put together the most comprehensive list possible.

Alii Nui - Maalaea Harbor Slip #56
65ft Catamaran (808) 875-0333

America II - Lahaina Harbor Slip #6
65ft Single-Hull (808) 667-2195

Gemini Charters - Kaanapali Beach Entry
64ft Catamaran (808) 669-0508

Hawaiian Sailing Canoe Adventures - Beach Entry at Polo Beach
At the Fairmont Kea Lani Hotel
Canoes (808) 281-9301

Island Star Excursions - Maalaea Slip #42
57 ft Sailing Yacht (808) 669-7827

Kai Kanani - Makena Beach Entry
64ft Catamaran (808) 879-7218

Mahana Na'ia - Maalaea Harbor Slip #47
58ft Catamaran (808) 871-8636

Maui Classic Charters - Maalaea Harbor Slip #80 & 55
55ft Catamaran 1-800-736-5740

Scotch Mist Charters - Lahaina Harbor Slip #2
50 Ft Sailing Yacht (808) 661-0386

Teralani Sailing Adventures - Kaanapali Beach Entry
65 ft Catamaran (808) 661-7245

Trilogy - Maalaea Harbor Slip #99 & #62, and in Lahaina too!
50 ft Catamaran (808) 874-5649


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If you book one of the sailboats listed above, please let them know that you found them on MauiSailing.com.


Let Us Know

Let Us Know

We're always interested in hearing about our reader's reviews of the above vessels. Shoot us an email, and we'll post your review for you. Please make sure to write more than a few sentences if you want your review to be posted. Mahalo!


Sailing ActivitiesSailing Activities

Recommended Boats

Four Winds Sailing Charter

Makena Sailing Charter

Fun Sailing Facts

  • Gybing = turning away from the direction of the wind.

  • Tacking = turning into and through the wind.

  • Running = sailing with the wind direction.

  • Reaching= sailing at a right angle to the wind. This is the fastest way to sail.

  • Heaving To = is a way of completely stopping for a moment while the sails are full.

    Fun Maui Information

  • The Haleakala Crater sits over 10,000 feet above sea level and above most weather. This, along with the clean clear skies in the Pacific make it one of the 5 most important Astronomical sites in the world.
  • The access to clear stars has always been important to Hawaii. Before electronic and magnetic instruments, the ancient Hawaiian and Polynesians guided their boats across the ocean by watching the "Fixed Stars."