Private Sailing Charters
Sailing, sightseeing and soaking in the sun on your spacious luxury catamaran through the intracoastal waterways and offshore of Florida’s Treasure Coast. Customize your adventure for any occasion.
Private Sailing Charters
Sailing and sightseeing on your spacious luxury catamaran through the intracoastal waterways and offshore of Florida’s Treasure Coast. Customize your adventure for any occasion.
Starting at $200/hr (rate includes up to 6 passengers and soft drinks)
Set Sail for Fun and Freedom!
Why settle for ordinary when you can have extraordinary?
Celebrate birthdays, anniversaries, proposals, or just life itself with a mini-vacation aboard our stunning 40-foot catamaran, Sailfish. Sail past jaw-dropping waterfront mansions, dance to your favorite tunes, spot dolphins, and soak up the natural beauty of the Treasure Coast.
Dreaming of owning a boat or living the sailor’s life? Our crew loves answering questions and sharing tips—teaching’s part of the adventure!
Relax, unwind, and make memories that last a lifetime. Whether you’re here for the view, the vibes, or a bit of both, Sailfish is ready to take you away.
Let’s go sailing!
If you have ANY questions before booking call or text us!
(561) 801-0080
Check out our YouTube channel
Sailing Florida's Treasure Coast and Beyond
Sailboat Charter Experiences
Welcome Aboard Stuart Sailing Charters
It is not just a boat ride
It is an experience!
We charter a professionally crewed 40′ catamaran yacht!
40' Catamaran - Smooth Sailing
Sailfish (Sailing)
Dirty 30 (Fishing Charter)
Experience Unmatched Fishing with Captain Kevin – Stuart Sailing’s Partner on the Sea! Be sure to mention Stuart Sailing when booking. https://www.hcc.fish Captain Kevin and his crew are guaranteed to provide high quality equipment, fun and learning on the Treasure…
Island Pearl (Eco Tour)
Sailfish (Sailing)
Dirty 30 (Fishing Charter)
Experience Unmatched Fishing with Captain Kevin – Stuart Sailing’s Partner on the Sea! Be sure to mention Stuart Sailing when booking. https://www.hcc.fish Captain Kevin and his crew are guaranteed to provide high quality equipment, fun and learning on the Treasure…
Island Pearl (Eco Tour)
Our Crew
Captain Erinn Hennessy
Captain Robert Sidky
Captain Paul “Popeye” Jones
Paul has been sailing since 1979. He owned a series of larger sailboats in the states and then owned a Moorings/Beneteau 432 charter boat based in Tortola British Virgin Islands for 8 years in the 1990’s. He traded time on it…
Captain Dave Bender
Rob Higgins
What our client say...
My boyfriend proposed to me on a sunset cruise and it couldn’t have been better! Captain Matt and Erinn went above and beyond to make our time special; we highly recommend Stuart Sailing, they are truly amazing!
I must say we enjoyed my daughters 17th birthday with 2 of the most respectable people. Captain Mattey and Skipper Erinn showed us mad love, I highly recommend them!
Truly a life changing trip! I went on a Keys spearfish charter on the Sailboat. Erinn and Captain Matty made it the trip of a lifetime! Amazing food and well organized vessel! youtube.com/c/CaptainJackSpearo
The beauty of this company is its customization, this is not a cookie cutter experience.
Ah-maz-ing, we had the best week! We had no idea how beyond perfect it would all be! The crew made it beyond our imagination!
