Enjoy sailing with warm breezes, great views, and a fun crew in Maui, Hawaii.



Types of Vessels


Sailing Catamarans

We really like catamarans because they’re usually calmer and more stable. For those with weak stomachs, catamarans are way better than single-hulled boats. We especially like the new S/V Artemis from Maui Custom Charters. Maxing out at six guests, this 47′ Leopard is loaded with all of the bells and whistles for a luxurious day on the water.

Harbor Locations

Maalaea and Makena all offer sailing boats. We like leaving from Makena at Kai Kanani’s beach entry. It’s fun and makes the experience more exciting.



Top 4 Sailing Activities

Snorkeling – Go to Molokini Crater and/or Turtle Town for some great snorkeling.

Sunset Cocktail Cruise – Take some time to enjoy the sunset over the water.

Dolphin Experience Explore the coast of Maui, and watch dolphins run along the sides and front of the boat. Spinner Dolphins are a lot of fun to watch boost out of the water.

Whale Watching – During whale season, cruise alongside Humpback Whales as they breach out of the water and display other exciting surface behaviors.

whale watching