Customized sailing trips for groups, including fishing, sightseeing, and relaxation on a catamaran.
Specialized packages for birthdays, anniversaries, and holidays with decorations and personalized touches.
Extended trips with overnight stays, island exploration, campfires, and gourmet meals onboard.
Guided fishing trips in local waterways with equipment and expert tips from the crew.
Scenic daytime or evening sails perfect for relaxation and enjoying Florida's coastal beauty.
Had an incredible experience with Capt. Erinn and everyone at Stuart Sailing Charters. We chartered for my wife's birthday and the Captain & Team went above and beyond by decorating the boat, setting up party supplies, and even getting my wife a handmade gift! It was such an amazing above and beyond experience, that we will only recommend and use these guys for all future charters :)
When I first moved to PSL 3yrs ago, we booked a birthday boat ride with Captain Mattie and 1st mate Erin! We were met with warm smiles, they had put out decorations, and it felt like we were just talking to old friends throughout the ride. This was a last minute decision as we were very new to the area and because of them everything turned out perfect I would highly recommend!
This is our second trip with Stuart Sailing and there will be many more for us! Erinn is the most kind and amazing host/First Mate!! She enjoys sharing her knowledge of the history of the local waterways with her guest. If you have a special occasion that you want to celebrate, she will make sure to cover all the details. We went out with Erinn and her crew for my husband’s 50th birthday last summer and she had the boat decorated, had birthday candles for our cake and even gave him a card signed from her and the crew. These are the personal touches that will keep us coming back! Recently we celebrated Mother’s Day early for my sister-in-law and again Erinn had sweet personal touches to make her feel special. If you book a trip with Stuart Sailing, you will not be disappointed! Thank you, Erinn and crew, for the wonderful memories that you helped to create for our family and friends!
Erinn provides an experience you’ll never forget. We left around 3pm for an overnight, treasure hunted the island till she made an amazing dinner. Woke up and watched the sunrise sipping in an amazing cup of coffee. Breakfast never stopped coming and we enjoyed an amazing day at the sandbar! She welcomes you to her vessel with the upmost hospitality and safety in owning that you are in the best captains hands. A day trip on Stuart Sailing Charters is the perfect way to relax.
My family had a fantastic overnight experience with Stuart sailing charters recently. We anchored out at one of the spoil Islands near the St. Lucie Inlet and our group was able to take the dinghy to shore and have a fantastic evening. We did some fishing, had a campfire and even did some treasure hunting. our overnight stay was fantastic. The accommodations on this catamaran are top level. Erinn, the owner, was our mate for the trip and all I can say is she is the most thoughtful gracious host and she truly runs a five star program. Her captain was very friendly and knowledgeable. She even made us a beautiful pancake breakfast the following morning before we headed in. If you are considering a trip with Stuart sailing charters, please know that you will be well taken care of and have a great time whether you are sailing or just anchored out having fun. I even had the opportunity to spend some time at the helm to see how the boat operates, which was a very fun feature of our trip. 5 stars all the way! Thank you, Captain Erinn and crew!

Create unforgettable memories on the water with personalized sailing adventures and exceptional hospitality.
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Stuart Sailing Charters offers premium sailing experiences on Florida's beautiful waterways. Specializing in private charters, we provide fishing trips, sunset sails, overnight adventures, and custom celebrations. Our dedicated crew, led by Captain Erinn, ensures every trip is safe, personalized, and memorable with thoughtful touches like boat decorations, gourmet meals, and local knowledge. Perfect for birthdays, anniversaries, family outings, or corporate events. Join us for a five-star sailing adventure where hospitality meets the sea.
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