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The Best Sailboat Rentals Near Big Pine Key
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Big Pine Key
Fishing Charters
Let a captain do the driving while you do the fishing
$90-$500
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$105-$1,145
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$90-$900
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$90-$500
Kayaks
Who says you need a motor to have fun on the water?
$130-$170
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$130-$160
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$110-$125
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$130
Top Sailboat Rental Locations Near Big Pine Key
Recent Reviews in Big Pine Key
Ross
Luxury Catamaran located in Downtown Miami
Just Amazing!!! Aaron was professional, responsive to emails and text. He was accommodating and extremely knowledgeable. He was a gracious captain and the boat was as described. Just amazing! Highly recommend!
Lauren
The Ultimate Catamaran Party Boat | Up to 49 Passengers!
The service was beyond great. The communication was perfect before the day or the event to make sure we were all on the same page. Booking again.
NS
Noah
48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil
Beautiful, spacious boat and friendly captain
LR
Lori
Luxury Lagoon 440 Sailing Catamaran in Key West
Awesome boat!! Ashley was very helpful and easy to communicate with. Nils, the captain was very welcoming and informative as we cruised around looking for sea life. We saw turtles, dolphins and even a hammerhead shark. It was such a relaxing day. Thanks Ashley and Nils for making our day great.
JA
Jody
Luxury Lagoon 440 Sailing Catamaran in Key West
Five stars isn't enough! The catamaran is beautiful, and the crew was extremely accommodating. Captain Nils and First Mate Patrick are top notch seamen and gentlemen to boot. Took us to all the best spots to enjoy the beauty and majesty of Key West!!! We cant recommend them highly enough!
GE
Gabrielle
38’ Lagoon Catamaran Charter In Miami, Florida
I would recommend our experience with Captain Ed to anyone! We had an amazing bachelorette party on board and Ed went above and beyond to make the charter feel special for our bride. Communication is important to me and Ed was very detailed and responsive throughout the process. Will definitely be doing this again next time I'm in Miami.
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!
Real reviews from happy Getmyboaters.
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