Cinderella Sailing

Maui's Premiere Sailing Sailing Yacht

Sailboat Tours & More in Maui, HI


Learn To Sail - Sailing Lessons

​​Get ready to see the world under sail. It’s time to embark on a whole new lifestyle. Check out special deals and programs to make your sailing education the most rewarding learning experience you’ll find. 

Intimate Sunset Sail 

Glide through the water as the wind propels you amidst one of the world’s greatest settings to experience Maui's sunsets. Words can’t describe the sensation of cutting through the ocean aboard a stunning vessel such as the Cinderella. Celebrate the days end as you experience the sun dancing amongst neighboring island of Lanai.


-includes pupu’s & Beverages

Beverage Options Available.

-Variety of
menu options available and can be customized

Whale Watching

Maui is blessed to have a very special species of mammals migrate here from mid Dec. to Mid May. The Hawaiian Humpback Whales travel all the way to Maui, from Alaska to mate and give birth in the warm, fertile waters of Hawaii. These gentle giants abundantly inhabit Maui’s waters and can be seen in all directions. While they can be seen for miles from shore, to truly experience their being, a sailboat is the best way to observe them and watch them raise there calves.  Come observe these amazing creatures aboard the Cinderella & let us share our experiences with you.


We recommend at least two hours or more to really get to experience the memerizing Humpback whales!


Beverage Options Available.

-Variety of
menu options available and can be customized

Ultimate Sail & Snorkel Trip

Sail out of beautiful, centrally located, Ma’alaea Harbor & explore all that Maui’s waters have to offer, both above & below sea level.  We pride ourselves on sailing and Ma’alaea is a great place to do it. Following the beautiful coastline, you can explore various reefs, including Olowalu, Coral Gardens, & beyond. 


First class service awaits you aboard the Cinderella!

Allow us to provide you with a variety of food & drink options so you can have great, fresh, nutritious foods, and please don’t hesitate to ask for any special request items. It’s nice to have a good meal & cold beverage after your finish swimming with majestic tropical fish & Hawaiian Green Sea Turtles. 


Due to the distance we travel to take you to some of the most beautiful reefs, allow 4 hrs. minimum for the ultimate Sailing/Snorkeling experience. 


Enjoy an Island Style Breakfast -  juice, island fruit, and baked


Custom buffet style lunch with beverages included: Soda, water, and beer.
Specific alcoholic beverages may be provided for an extra charge.