PRIVATE SAILING CHARTERS
CHART YOUR OWN ADVENTURE
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 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.


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.
Featured Crew
BAILEY MORRIS
Captain: Paragon
Home State: South Carolina
PATRICK LAUGHLIN
Captain: ‘Alihilani
Home State: Minnesota
MAGGIE ENSEY
Crew: ‘Alihilani
Home State: Texas