Private Sailing Charters

Chart your own adventure

Trip Details

Private Charter

Sail Maui is the perfect choice for your event! You and your guests will thoroughly enjoy sailing along the tropical coastline on one of the fastest, most sought after boats on Island. Charter our whole fleet to accommodate large groups, or book an unforgettable intimate sail for just you and that special someone. Our twin vessels Paragon & Paragon II have been operating on Maui for the past 25 years, and our new 65’ Gold Coast sailing catamaran ‘Alihilani features a more spacious and modern layout with plenty of seating as well as a large galley with bar. 

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. 

  • Weddings
  • Engagements
  • Parties
  • Corporate Events
  • Family Reunions
  • Or whatever your special event may be


Private Charters are available from Māʻalaea & Lahaina Harbors 

Rates start at $750/hr

Your private charter is fully customizable! Catering can be provided, as well as professional Photography to document your occasion, and we’re happy to make recommendations for additional services as well. We can accommodate private charter requests for any of our regularly scheduled charters provided there are not existing bookings.

For private charter requests please email our sales manager Ashley.

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