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    Florida Keys, US Boat Rentals & Yacht Charters

    5.0
    (516 Reviews)

    Page 3 of 5 • 98 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests
    Events in Key West · 10 guests

    52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests

    5.0
    $600/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
    2022 Yamaha 252EX Islamorada, FL
    Powerboats in Key Largo · 12 guests

    2022 Yamaha 252EX Islamorada, FL

    New
    Superowner
    Best of 2026
    $118/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
    $125/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
    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
    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
    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
    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
    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
    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
    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
    Luxury 45ft Lagoon Catamaran Key West 🛥️⚓
    Sailing in Key West · 13 guests

    Luxury 45ft Lagoon Catamaran Key West 🛥️⚓

    New
    $739+/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 🛥️🌊
    Events in Key West · 12 guests

    Key West Yacht Charter | 46ft Sea Ray 🛥️🌊

    New
    $526+/hour
    Sandbar Charter and Island Tour
    Powerboats in Key West · 6 guests

    Sandbar Charter and Island Tour

    New
    $200/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
    (2018) 45ft Lagoon 450F Sailing Catamaran in Miami with 4 Cabins and Crew
    Sailing in Key West · 13 guests

    (2018) 45ft Lagoon 450F Sailing Catamaran in Miami with 4 Cabins and Crew

    New
    $1,050+/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

    Top Destinations Nearby

    Florida Keys Reviews

    1. TR

      Tim

      52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests

      Best service in all of key west!!! Vibes matched!!! Rachel is the key to a good trip!!! You will not be disappointed with your trip!!!

    2. 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!!!

    3. JS

      Jad

      Captained 80' Sailing Schooner Charter In Key West, Florida

      Amazing ship, a piece of history, great crew, and an excellent experience. Highly recommended!

    4. ES

      Edward

      52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests

      Best crew Awesome day!

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