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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
$70-$945
Fishing Charters
Let a captain do the driving while you do the fishing
$45-$400
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$70-$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-$145
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$250-$705
Kayaks
Who says you need a motor to have fun on the water?
$30-$65
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$70
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$705
Top Sailboat Rental Locations Near Fleming Island
Recent Reviews in Fleming Island
DS
Domenic
50ft Catamaran Charter with Water Toys - Deerfield/Boca Raton, FL
This was a great experience. We were 2 families on spring break with 5 teenagers and everyone had a large time. Fantastic Catamaran and exceptional captain (Jamie) and first mate (Kristen). We had so much fun we extended our trip. Well worth the price.
ms
matt
Enjoy a memorable sailing experience aboard this beautiful Jeanneau 389
We had an amazing day sailing with Captain Bill. Highly recommend chartering this boat.
AM
Alexa
ALL INCLUDED | 35ft Luxury Scarab Sportster Sport Boat
This was the best day ever!!
Madelyn
Sailing From West Palm Beach, FL - $200/Hour - $33.33/Person
Captain Mark was very welcoming and talkative! he kept us entertained with jokes and stories. it was slightly chill that day but they had an enclosure that kept us toasty!!!
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.
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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