Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Florida Keys, US Boat Rentals & Yacht Charters

Page 3 of 598 listings

Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin
Events in Key West · 12 guests

Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin

5.0
$200+/hour
Instant Book
20' Tiki Boat Charter in Key West, Florida Keys - 6 Passenger
Powerboats in Key West · 6 guests

20' Tiki Boat Charter in Key West, Florida Keys - 6 Passenger

New
$131+/hour
Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo
Events in Islamorada · 13 guests

Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo

4.4
Superowner
$225+/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
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

5.0
$750+/hour
2022 Yamaha 252EX Islamorada, FL
Powerboats in Key Largo · 12 guests

2022 Yamaha 252EX Islamorada, FL

New
Superowner
Best of 2026
$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
25ft Premier Pontoon Experience Big Pine Key Verado 250HP
Powerboats in Big Pine Key · 16 guests

25ft Premier Pontoon Experience Big Pine Key Verado 250HP

New
$65/hour
62ft Lagoon Yacht Charter - Create Lasting Memories in Key West!
Events in Key West · 13 guests

62ft Lagoon Yacht Charter - Create Lasting Memories in Key West!

New
$995+/hour
Instant Book
 Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter
Powerboats in Key West · 8 guests

Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

New
$200+/hour
Cobia 21 Center Console!  Perfect Boat For Fishing, Snorkeling, And Cruising
Powerboats in Marathon · 6 guests

Cobia 21 Center Console! Perfect Boat For Fishing, Snorkeling, And Cruising

New
$275+/day
Captain-Included Custom Charter — Fish, Snorkel, sandbar and more!
Powerboats in Tavernier · 6 guests

Captain-Included Custom Charter — Fish, Snorkel, sandbar and more!

New
$150/hour
Perfect Sandbar Rental! 2024 Hurricane 205-SS Deck Boat
Powerboats in Big Pine Key · 10 guests

Perfect Sandbar Rental! 2024 Hurricane 205-SS Deck Boat

New
$70/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
$300+/hour
The Tiki Boat Fast, Fun, and Spacious Up to 12 Passengers
Powerboats in Key West · 12 guests

The Tiki Boat Fast, Fun, and Spacious Up to 12 Passengers

5.0
$250/hour
45ft Lagoon | Somewhere
Sailing in Key West · 12 guests

45ft Lagoon | Somewhere

New
$740+/hour
Sandbar Charter and Island Tour
Powerboats in Key West · 6 guests

Sandbar Charter and Island Tour

New
$200/hour
"Key West Sailfish" Sailfish 2360
Fishing in Key West · 6 guests

"Key West Sailfish" Sailfish 2360

New
$249/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
''Pescado Loco''Atlantic Sportfish Motor Yacht Rental in Islamorada, Florida
Fishing in Islamorada · 6 guests

''Pescado Loco''Atlantic Sportfish Motor Yacht Rental in Islamorada, Florida

New
$332/hour
"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West
Sailing in Key West · 6 guests

"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West

New
$351/hour
Dry Tortugas National Park Trip — Private Charter from Key West
Events in Key West · 12 guests

Dry Tortugas National Park Trip — Private Charter from Key West

New
$250/hour
Instant Book
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
$215/hour
23ft Concept Powerboat Island Tour and Sandbar charter
Powerboats in Key West · 6 guests

23ft Concept Powerboat Island Tour and Sandbar charter

New
$175/hour

Florida Keys Reviews

  1. BL

    Bill

    Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin

    We booked a charter with Carlos. He responded quickly and with a great price. Captain Mikey picked us up on time and the boat was so clean and nice. He took us to three old lighthouses off the coast where we enjoyed the clear water and sunshine. We enjoyed the entire trip and got some great photos. Thanks guys for a wonderful day out in the Keys. Bill n Vicki.

  2. Cassadee

    Cassadee

    Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin

    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!

  3. Kerri

    Kerri

    Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo

    Family of eight, 18 to 76. Wanted a relaxing day for sightseeing and snorkeling. Water was too rough for snorkeling but our captain took us out to smooth water and anchored so we could get out. Beautiful weather, amazing views. Highly recommend and Daniel is the best captain!

  4. Mark

    Mark

    Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo

    What a great experience and very easy to book online! We did a boat rental for a bachelor party and was perfect to head out on the water, go wherever we wanted. We chose to go to a sandbar, some mangrove areas, then stopped for lunch at hurricane hole. Very easy communication and JP will help with booking your captain. Boat was extremely nice and modern, clean, and plenty of space to spread out. Overall a great memorable experience. Thank you!

  5. Danny

    Danny

    Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo

    JP is fantastic host and Carlos was the ideal captain! Had a blast with my guys on my bachelor party in the keys. JP delivered excellent service, communication and a fantastic boat. Would highly recommend and continue to recommend JP. Thanks again!

  6. TR

    Tim

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

    Great communication throughout! Boat and crew were first class!!! You will not be disappointed!!!