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Florida Keys, US Boat Rentals & Yacht Charters

Page 3 of 473 listings

Limited Availability
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
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
$75/hour
Luxe 75ft Sailing Catamaran Serving Key West & Miami Florida
Events in Key West · 12 guests

Luxe 75ft Sailing Catamaran Serving Key West & Miami Florida

New
$14,750/night
37' Freedom Yacht With 1400 Horse Power In Key West, Florida
Powerboats in Stock Island · 13 guests

37' Freedom Yacht With 1400 Horse Power In Key West, Florida

New
$359/hour
Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests
Sailing in Key West · 6 guests

Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests

New
$150/hour
37’ Luxury Freeman with Bathroom, Shade & Key West Charters
Powerboats in Key West · 12 guests

37’ Luxury Freeman with Bathroom, Shade & Key West Charters

New
$250+/hour
Key West 203 FS Fishing & Cruising Boat in Homestead
Powerboats in Florida · 8 guests

Key West 203 FS Fishing & Cruising Boat in Homestead

New
$75+/hour
Instant Book
45ft Lagoon 450F Sailing Catamaran, Key West with Captain
Sailing in Key West · 13 guests

45ft Lagoon 450F Sailing Catamaran, Key West with Captain

New
$739+/hour
Sandbar Charter and Island Tour
Powerboats in Key West · 6 guests

Sandbar Charter and Island Tour

New
$200/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
$500/hour
"Key West Sailfish" Sailfish 2360
Fishing in Key West · 6 guests

"Key West Sailfish" Sailfish 2360

New
$249/hour
Key West Yacht Charter | 46ft Sea Ray in Key West, Florida
Events in Key West · 12 guests

Key West Yacht Charter | 46ft Sea Ray in Key West, Florida

New
$526+/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
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
''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
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
Premium Grady-White Freedom 285 Dual Console Boat from Marathon
Fishing in Marathon · 8 guests

Premium Grady-White Freedom 285 Dual Console Boat from Marathon

New
$150/hour
Adventure escape challenge on the waters in Key West, Florida
Tours in Key West · 6 guests

Adventure escape challenge on the waters in Key West, Florida

New
$150/hour
Discover Miami – 21ft Tahoe T21  for Groups of 10
Powerboats in Florida · 10 guests

Discover Miami – 21ft Tahoe T21 for Groups of 10

New
$125/hour
Sail in Luxury: Smack Offers Space, Style, and Seamless Comfort
Sailing in Stock Island · 12 guests

Sail in Luxury: Smack Offers Space, Style, and Seamless Comfort

New
$260+/hour
26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests
Powerboats in Big Pine Key · 6 guests

26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests

New
$100+/hour
Unwind in Sunlit Luxury: Experience 360° Views Aboard This One-of-a-Kind Yacht!
Sailing in Stock Island · 12 guests

Unwind in Sunlit Luxury: Experience 360° Views Aboard This One-of-a-Kind Yacht!

New
$325+/hour
Affordable 55' Californian Luxury Yacht Charter for 6 Guests in Key Largo
Events in Key Largo · 6 guests

Affordable 55' Californian Luxury Yacht Charter for 6 Guests in Key Largo

5.0
$223+/hour

Florida Keys Reviews

  1. Chasen

    Chasen

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

    My and girlfriends first time In the keys and we did it the right way. This boat was so fun and fast and very Clean. Our captain was absolutely the best. He was a vibe the whole time and took us to the most beautiful spots

  2. 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.

  3. 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!

  4. EH

    Erika

    Affordable 55' Californian Luxury Yacht Charter for 6 Guests in Key Largo

    Kenneth and Monica were so warm and helpful, and they truly wanted to make sure that we had an excellent experience. As an example, we were interested in snorkeling, so Kenny swam over to different snorkeling destinations and snorkeled himself to preview the best area for us to see the most fish. Great people!

  5. RK

    Richard

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

    Perfect day on the boat with captain Mikey. Very straightforward communication