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Florida Keys Boat Rentals [From $75/Hour]

Page 3 of 598 listings

32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys
Powerboats in Big Pine Key · 10 guests

32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys

4.9
$850+/day
6 Hour Sandbar Charter in Key West
Powerboats in Key West · 6 guests

6 Hour Sandbar Charter in Key West

5.0
$160+/hour
Cobia 19.4 Center Console! Perfect boat for fishing, snorkeling, and cruising.
Powerboats in Marathon · 5 guests

Cobia 19.4 Center Console! Perfect boat for fishing, snorkeling, and cruising.

5.0
$225+/day
38' Axopar - Yacht Rental in Miami, Florida
Events in North Key Largo · 10 guests

38' Axopar - Yacht Rental in Miami, Florida

5.0
$641/hour
Captained 80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

Captained 80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/hour
Key West Luxury Charters
Fishing in Key West · 12 guests

Key West Luxury Charters

5.0
$225+/hour
Instant Book
Experience Luxury in Key West on Your Own Terms - Key West's Premier Charter
Powerboats in Key West · 12 guests

Experience Luxury in Key West on Your Own Terms - Key West's Premier Charter

5.0
$90+/hour
2022 Yamaha 252EX Islamorada, FL
Powerboats in Key Largo · 12 guests

2022 Yamaha 252EX Islamorada, FL

New
Superowner
$118/hour
88ft Lazzara with lots of Outdoor Spaces and Water Toys serving Key West
Powerboats in Stock Island · 12 guests

88ft Lazzara with lots of Outdoor Spaces and Water Toys serving Key West

5.0
$850+/hour
Famous Islamorada Sandbar and Snorkeling
Powerboats in Islamorada · 6 guests

Famous Islamorada Sandbar and Snorkeling

New
$150/hour
Instant Book
2-Hour Sunset Cruise in Key West - Hydrasport 25' Center Console
Powerboats in Key West · 6 guests

2-Hour Sunset Cruise in Key West - Hydrasport 25' Center Console

New
$163/hour
Captained 42' Sailing Catamaran with 3 cabins and all the toys
Sailing in Key West · 6 guests

Captained 42' Sailing Catamaran with 3 cabins and all the toys

New
$320/hour
Mako Marine 33' Express Cabin
Powerboats in Islamorada · 6 guests

Mako Marine 33' Express Cabin

5.0
$250/hour
Brand New 2025 Yamaha AR220 for Rent!
Powerboats in Florida · 10 guests

Brand New 2025 Yamaha AR220 for Rent!

New
$150/hour
Party at the sand bar!! Sunset cruise and island hopping
Powerboats in Key Largo · 6 guests

Party at the sand bar!! Sunset cruise and island hopping

New
Superowner
$185/hour
26' Shearwater - Custom Islamorada Tours, Alligator Lighthouse, Sandbar, Snorkel
Powerboats in Islamorada · 6 guests

26' Shearwater - Custom Islamorada Tours, Alligator Lighthouse, Sandbar, Snorkel

New
$120/hour
THE ONE AND ONLY GRADY WHITE FREEDOM
Fishing in Marathon · 8 guests

THE ONE AND ONLY GRADY WHITE FREEDOM

New
$150/hour
Sandbar Charter and Island Tour
Powerboats in Key West · 6 guests

Sandbar Charter and Island Tour

New
$200/hour
67’ Luxury Power Catamaran – 6 Cabins, Jet Ski, Book Direct with the Owner
Events in Key West · 12 guests

67’ Luxury Power Catamaran – 6 Cabins, Jet Ski, Book Direct with the Owner

New
$850+/hour
Chaparral 23ft Powerboat with Bimini Cover for Daily Rental
Fishing in Cudjoe Key · 8 guests

Chaparral 23ft Powerboat with Bimini Cover for Daily Rental

New
$700/day
"Key West Sailfish" Sailfish 2360
Fishing in Key West · 6 guests

"Key West Sailfish" Sailfish 2360

New
$249/hour
45' Sea Ray Luxury Yacht | Direct Owner | Key West, Dry Tortugas
Events in Key West · 12 guests

45' Sea Ray Luxury Yacht | Direct Owner | Key West, Dry Tortugas

New
$350+/hour
''Miss Carolina'' Carolina Classic 35 Express Rental in Key West, Florida
Events in Key West · 10 guests

''Miss Carolina'' Carolina Classic 35 Express Rental in Key West, Florida

New
$512/hour
Luxury 46' Lagoon Catamaran in Key West and Dry Tortugas
Sailing in Key West · 12 guests

Luxury 46' Lagoon Catamaran in Key West and Dry Tortugas

New
$600+/hour

Florida Keys Reviews

  1. Cassadee

    Cassadee

    Key West Luxury Charters

    We had the BEST day out on the water with Captain TJ and Carlos from Reel Paradise Charters! From start to finish, they made the entire experience so fun, smooth, and unforgettable. TJ was absolutely amazing — so knowledgeable, personable, and clearly passionate about what he does. He went above and beyond to make sure everyone was having a great time, and we couldn’t have asked for a better captain. Carlos was equally awesome, super friendly and attentive, and made sure everything ran perfectly. The boat was beautiful, the views were stunning, and the energy the whole day was unmatched. If you’re thinking about booking a boating adventure, I HIGHLY recommend Reel Paradise Charters — you’ll be in the best hands with TJ and Carlos!

  2. TM

    Ted

    32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys

    Five stars, all the way. The boat was great and what we wanted, but better, Todd was right there, great with the handover, totally immediate with questions/responses, and just basically an all-round great person. Highly recommend! Like the boating area all around this Key as well, totally beautiful.

  3. MK

    Mike

    32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys

    Our family had a great experience with Todd. The rental was easy and efficient. Todd provided a thorough overview of the boat, cabin, and electronics. The cabin was great to have for the family. Our toddler took a two hour nap in the A/C in the cabin which allowed us to stay on the water all day. We had a great experience and will be renting with Todd again in the future.

  4. MH

    Mark

    32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys

    Todd's boat was great for our lobster trip to the keys! Couldn't have asked for a better setup to accommodate everyone on board. The AC was definitely a nice feature to catch a small break from the sun as well! Thanks Todd and we'll definitely be back in touch when planning our next trip down!

  5. MH

    Manuel

    32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys

    Todd is a fantastic communicator! He was very patient and helpful. Very open and honest, he was flexible and helpful. I will definitely give him a call on our next trip to the Keys. If you are wondering whether or not you should rent well let me put you over the top, rent with Todd! Best deal and service in we have found!

  6. BH

    Brian

    Cobia 19.4 Center Console! Perfect boat for fishing, snorkeling, and cruising.

    I would definitly rebook with them. The staff was great! They fully went over the boat and where everything was located. The boat it self was clean and in great shape and with a full tank of gas. The marina itself was well taken care of and very clean.