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The Best Sailboat Rentals Near Fleming Island
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Fleming Island
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$65-$790
Fishing Charters
Let a captain do the driving while you do the fishing
$45-$450
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$65-$400
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$45-$400
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$80-$200
Kayaks
Who says you need a motor to have fun on the water?
$30-$65
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$250-$350
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$70
Top Sailboat Rental Locations Near Fleming Island
Recent Reviews in Fleming Island
Alana
50ft Catamaran Charter with Water Toys - Deerfield/Boca Raton, FL
We had the absolute best time with Kristen and Darren! They went above and beyond for our bachelorette experience, all the gals and I spent the entire car ride home raving about how great they were and how much fun we had. From the boat to the service to the water activities, could not recommend them more!
PS
Paige
Cabbage Key, Captiva Day Trip 1-6 people Captained
Wonderful trip. Made for the perfect afternoon activity for three couples of varying ages, smooth ride and a great value for seeing the views around the fort myers/Cape Coral area. Joe was extremely responsive and prompt to any questions/requests and made sure we were comfortable throughout our travels. Would recommend to anyone!
Andrea
Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht
I went out with Nick for my bachelorette. We had the most amazing time. It was so beautiful, smooth and relaxing. Highly recommend to anyone
Chantal
30' Kurt Hughes Cruising Catamaran rental in Fernandina Beach, Florida
We loved this experience! Boat and Captain Terry were early and waiting on us when we got to the dock! The catamaran boat was a lot of fun, our first time on one and we loved laying out in the sun! Captain Terry gave lots of information about the area. Highly recommended!!
SR
Sheila
30' Kurt Hughes Cruising Catamaran rental in Fernandina Beach, Florida
We are extremely happy with our trip today. Just fun and relaxing and not having to worry about anything because Captain Terry aka The Care Taker from Cumberland Island took great care of us. I would highly recommend Jason and Terry for a great trip. We already planning our next one. Thank you so much taking time out of your day for us. Much appreciated.
Marsha
30' Kurt Hughes Cruising Catamaran rental in Fernandina Beach, Florida
My best friends and I had the pleasure of spending the afternoon with Captain Jason and First Mate Chad, they were FANTASTIC!!! They were not only fun and accomadating but also attended to all of our requests while engaging with us in a friendly manner. I would love to come back for another trip in the future. Thank you for the excellent experience on the Intercoastal Waterway!
Top Sailboat Rental Locations in the United States
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
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