Florida Keys Boat Rentals & Tours
96 boats available
The best out of 96 boat tours & rentals in Florida Keys - enter dates to check availability
Top Florida Keys Destinations
Top Boat Rentals in Florida Keys
Florida Keys: 96 boats available
Island Ryder Charters
Islamorada • 23 ft • 6 persons
Experience Islamorada Like Never Before!
There is no better way to immerse yourself in the natural beauty and vibrant marine life of Islamorada than by setting sail on a private charter. "Don’t think about it, just book it! Jen was fantastic, she’s knowledgeable, personable, easy going and makes sure the day is filled with something for everyone." — Tracy,
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trips fromUS $300
Kilo Whiskey Charters - Sunset and Snorkeling
Key West • 33 ft • 6 persons
Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida. "Captain Anthony was very knowledgeable and we had a great day on a custom adventure out to Dry Tortugas and the lighthouse." — Heather,
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trips fromUS $500
Ana Banana Fishing Company
Marathon • 40 ft • 6 persons
Embark on an unforgettable adventure aboard the Ana Banana, a beautifully restored 2022 Luhrs Express Sport Fishing Yacht, now available for your ultimate cruising experience in Marathon.
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trips fromUS $995
Southern Tauk Charters
Tavernier • 23 ft • 6 persons
Southern Tauk Charters is a 2023 Sea Hunt Center console based out of Tavernier. "“What an incredible day on the water with Captain Mike! It was clear from the start that Mike knew all the lively and serene spots to hang out, have fun, and relax ." — BoatBooker Member,
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trips fromUS $450
Livin’ the Dream Charters LLC
Little Torch Key • 25 ft • 6 persons
Climb aboard Livin’ the Dream Charters LLC, a beautifully restored 1987 Downeaster Tunnel Hull Center Console, based out of scenic Little Torch Key. "This was a short visit to the keys for our family and we booked a sunset cruise so the kids could get out on the water to see a a beautiful sunset." — Shawn,
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trips fromUS $250
Double Decker Tritoon with Waterslide
Marathon • 26 ft • 6 persons
Double Decker Tritoon with Waterslide is a 2021 Grand Island Double Decker Waterslide Pontoon based out of Marathon. "I came down to Marathon with my husband and 2 kids last weekend (Feb 2025), and wanted a no-stress excursion for the whole family." — BoatBooker Member,
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trips fromUS $499
Goliath Charters
Cudjoe Key • 25 ft • 6 persons
Meet Captain Craig, a fishy dude who’s been fishing his whole life.
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trips fromUS $80
Island Adventures
Islamorada • 19 ft • 6 persons
Embark on the ultimate island getaway aboard Island Adventures, a beautifully restored 2006 Godfrey Hurricane Sun Deck Deck Boat (refurbished in 2024). "We had a great day on the water with Captain Jim. Started off snorkeling in a protected cove which was great for my eight year old." — Bohdan,
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trips fromUS $549
Capt. Lew Luxury 32’ Worldcat multi activity
Key Largo • 32 ft • 6 persons
Captain Lew Charter offers a private luxury experience on our 2023 World Cat 325DC Catamaran in Key Largo. "Friendly captain and first mate. They made the trip enjoyable and took care of everything we needed." — William,
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trips fromUS $460
Infinite Blue Charters
Marathon • 50 ft • 6 persons
Step aboard a luxurious 50-foot SeaRay in the heart of Marathon and immerse yourself in the breathtaking beauty of the Florida Keys. "We had such a great time- the boat was very nice. Captain Robert was excellent." — Maxine,
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trips fromUS $450
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