About Your Trip
Set sail on Florida’s Treasure Coast with Captain Troy for a private sailing experience that’s all about great wind, beautiful views, and total relaxation. Whether you’re a first-time sailor or a seasoned sea-goer, Captain Troy brings a warm, safety-forward approach that makes everyone feel right at home—from the Fort Pierce Inlet to the hidden coves behind Hutchinson Island.
As a USCG-licensed captain with deep local knowledge, Troy knows how to make the most of your
time on the water. He’s friendly, professional, and just the right amount of obsessed with catching a perfect breeze. From learning to tack and trim to simply sitting back and soaking up the salt air, your day will be tailored to fit exactly what you’re looking for.
You’ll be sailing aboard a capable and comfortable 39-foot Catalina cruising sloop, designed for both performance and ease. With a spacious shaded cockpit, three cozy double berths below deck, a marine head, and plenty of room to stretch out, it’s the ideal vessel for couples, families, or small groups looking for a private and peaceful escape.
Captain Troy offers two charter options to match your schedule and sense of adventure:
Half-Day Sail (4 Hours)
A relaxed outing with plenty of time to feel the breeze, spot dolphins, and either take the helm or unwind in the shade. It’s the perfect intro to sailing or a refreshing break from the bustle of the land.
Full-Day Sail (8 Hours)
Set off for a full coastal adventure—sailing offshore along the Treasure Coast or cruising down the Intracoastal Waterway to Stuart and back. With a full day on board, you can explore more, anchor for a swim, enjoy lunch on the water, and truly settle into the rhythm of the sea.
These charters are all about custom experiences—whether you’re celebrating a special occasion, introducing the family to sailing, or just looking for a quiet day away from it all. Captain Troy keeps the atmosphere easygoing, the itinerary flexible, and the focus right where it should be: on you enjoying your time on the water.
All safety gear and sailing equipment are included—just bring your favorite drinks, snacks, sun protection, and a sense of adventure.
Book your private sailing trip today and let Captain Troy show you why the Treasure Coast is one of Florida’s best-kept secrets for a day under sail.
Amenities
Skill Levels
Beginner, Intermediate, Advanced
Beer
Feel free to enjoy responsibly, but please no glass.
Weather
You won’t lose your deposit if the trip is canceled due to weather
Kid Friendly
This trip can cater to small children.
Flexible Cancelation
This trip can be canceled up to 3 days before the trip.
Disability Friendly
This trip is not suited for those with disabilities.
Lunch
Please provide your own food / snacks.
