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The Best Sailboat Rentals Near Cudjoe Key
Browse, book, and get out onto the water with local captains and boat owners.
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Types of Boats Popular in Cudjoe Key
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$195-$795
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$100-$815
Fishing Charters
Let a captain do the driving while you do the fishing
$110-$630
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$110-$640
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$135-$175
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$95-$240
Kayaks
Who says you need a motor to have fun on the water?
$135-$170
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$135
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$750
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$160
Top Sailboat Rental Locations Near Cudjoe Key
Florida Keys, Florida
104 boats to rent
Stock Island, Florida
25 boats to rent
Key West, Florida
44 boats to rent
Marathon, Florida
20 boats to rent
Islamorada, Florida
25 boats to rent
Tavernier, Florida
16 boats to rent
Key Largo, Florida
22 boats to rent
North Key Largo, Florida
18 boats to rent
Marco Island, Florida
32 boats to rent
Naples, Florida
57 boats to rent
Coral Gables, Florida
55 boats to rent
Key Biscayne, Florida
10 boats to rent
Miami, Florida
974 boats to rent
North Naples, Florida
20 boats to rent
Miami Beach, Florida
396 boats to rent
Bonita Springs, Florida
65 boats to rent
North Bay Village, Florida
50 boats to rent
North Miami, Florida
185 boats to rent
Recent Reviews in Cudjoe Key
Andrea
''Escape Exclusivo, Aventura ilimitada en nuestro Yate''
Carlos and his team were AMAZING! They were truly so hospitable and made the experience so much better, and the yacht is absolutely gorgeous! We celebrated my bachelorette and we all had the best time! Thank you so much Carlos and team!
CC
Cailyn
The Ultimate Catamaran Party Boat | Up to 49 Passengers!
Super communicative and easy to work with! Booked for a corp event, Stephen and team helped pickup an order for drinks to stock the bar with cold drinks before arriving and the food trays were a hit. Would book again!
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.
OH
Olivia
38’ Lagoon Catamaran Charter In Miami, Florida
Ed hosted us for my friends bachelorette weekend. The trip on his catamaran was hands down the best part of the weekend. Ed was very accommodating and provided clear, help instructions as well as a great suggestion for a captain. I highly recommend this catamaran trip for anyone trying to get out on the water in Miami.
Top Sailboat Rental Locations in the United States
Los Angeles, California
396 boats to rent
Miami, Florida
974 boats to rent
San Francisco, California
76 boats to rent
Marina del Rey, California
142 boats to rent
Honolulu, Hawaii
50 boats to rent
Oakland, California
43 boats to rent
New York, New York
87 boats to rent
San Diego, California
102 boats to rent
Charleston, South Carolina
123 boats to rent
Annapolis, Maryland
44 boats to rent
Chicago, Illinois
280 boats to rent
Newport Beach, California
138 boats to rent
Long Beach, California
91 boats to rent
Hitchcock, Texas
57 boats to rent
Texas City, Texas
38 boats to rent
Dania Beach, Florida
256 boats to rent
Southampton, New York
65 boats to rent
Noyack, New York
46 boats to rent
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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