Trip Details

Nobody knows the waters of Maui better than our personable and experienced crew, so let us be your hosts on a distinguished private charter for any occasion. Maui private sailing charters are available from Ma’alaea & Lahaina harbors, with rates starting at $750/hour.

Best catamaran tours on Maui

Best Private Charters on Maui

Sail Maui is the perfect choice for your event! You and your guests will thoroughly enjoy sailing along the tropical coastline aboard one of the fastest, most sought-after boats on Maui. Charter our whole fleet to accommodate large groups, or book an unforgettable intimate sail for just you and that special someone.

Our Catamaran Sailing Vessels

Our twin Paragon and Paragon II catamaran sailing vessels have been operating on Maui for the past 25 years, while our brand-new 65′ Gold Coast sailing catamaran, ‘Alihilani, features a more spacious and modern layout with plenty of seating and a large galley with bar.

Sail Maui Best day trips
The Sail Maui difference

Make the Experience Your Own

Your Maui private charter is fully customizable! Catering and professional photography are available, and we’re happy to make recommendations for additional service as well. We can accommodate private charter requests for any of our regularly scheduled charters, providing there are not existing bookings.

“What a fantastic experience! The crew was amazing, I would recommend them in a heartbeat!”
– Don L

Featured Crew

Spencer McDannel

Spencer originally hails from Seattle, but spent most of his time growing up in Boise, Idaho, exploring the great outdoors. He moved to Maui 7 years ago and after working…Read More

Captain Brian Sahm

Captain Brian has been sailing Paragon & Paragon II for the last 15 years. His favorite thing about working with Sail Maui? He loves the freedom and the challenges that it …Read More

Captain Ryan Hickey

Captain Ryan Hickey

Captain Ryan is a long time sailor, wakeboarder, snow and water skier, snow boarder and all-around sports enthusiast. Growing up in Missoula, Montana, Ryan gained a lot of love and appreciation…Read More