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The Best Sailboat Rentals in Captiva
Browse, book, and get out onto the water with local captains and boat owners.
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Types of Boats Popular in Captiva
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$40-$450
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$75-$755
Fishing Charters
Let a captain do the driving while you do the fishing
$30-$485
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$65-$415
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$20-$420
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$65-$250
Kayaks
Who says you need a motor to have fun on the water?
$15-$150
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$400-$750
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$80
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$75
Recent Reviews in Captiva
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!
JR
Jenna
Catamaran 48 foot luxury sailing cat daily, over night and weekly Excursions
Brian and his captains were great! They provided us with an amazing experience boating throughout Sanibel/Ft Myers. The boat was spacious, they let us jump in and swim, and even made us reservations at the marina restaurant without being asked - which was a huge help as it was crowded. Will book again!
SF
Selena
Cabbage Key, Captiva Day Trip 1-6 people Captained
Joseph was an amazing captain and the boat was perfect! He made so many great recommendations and took us to some really great spots. This was such a wonderful way to spend my birthday. Thanks again, Joe!
NM
Natalia
Cabbage Key, Captiva Day Trip 1-6 people Captained
It was a nice experience. Easy to find and park car, everything was in very organized and timely manner. We enjoyed short stories, visit Cabbage island…family time!
JD
Jada
Cabbage Key, Captiva Day Trip 1-6 people Captained
Had an amazing time, the family loved it ! Highly recommend Joe as your captain! He made things really smooth to book and get on the boat.
Steve
Cabbage Key, Captiva Day Trip 1-6 people Captained
Good trip. Nate was great. Very accommodating when a storm rolled in.
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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