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    All listings in Florida

    Incredible sailboat rentals in Florida, United States.

    4.8
    (740 Reviews)

    Page 4 of 5 • 106 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Beneteau Oceanis Yacht 62 - Miami Charter with Captain for up to 10 Guests
    Sailing in North Bay Village · 10 guests

    Beneteau Oceanis Yacht 62 - Miami Charter with Captain for up to 10 Guests

    New
    $800+/hour
    Safe and Comfortable 42ft Fountaine Pajot catamaran sailing in West Palm Beach
    Sailing in West Palm Beach · 6 guests

    Safe and Comfortable 42ft Fountaine Pajot catamaran sailing in West Palm Beach

    New
    $300/hour
    48ft Sailing Catamaran | Bubble
    Sailing in Miami · 12 guests

    48ft Sailing Catamaran | Bubble

    New
    $423+/hour
    "Thea Marie" Yacht Charter in Riviera Beach, FL
    Sailing in Riviera Beach · 49 guests

    "Thea Marie" Yacht Charter in Riviera Beach, FL

    New
    $1,288/hour
    45ft Lagoon | Somewhere
    Sailing in Key West · 12 guests

    45ft Lagoon | Somewhere

    New
    $740+/hour
    Luxury Lagoon Catamaran 42’ Stuart FL
    Sailing in Stuart · 12 guests

    Luxury Lagoon Catamaran 42’ Stuart FL

    New
    $354/hour
    Beautiful 45’ Sailboat - Private Charter
    Sailing in Madeira Beach · 6 guests

    Beautiful 45’ Sailboat - Private Charter

    New
    $225/hour
    ''Valentine'' Sea Ray SDX Series Deck Boat Rental in Fort Myers, Florida
    Powerboats in Fort Myers · 12 guests

    ''Valentine'' Sea Ray SDX Series Deck Boat Rental in Fort Myers, Florida

    New
    $535/hour
    Limited Availability
    Massive Luxury 51ft Lagoon Catamaran In Fort Lauderdale
    Sailing in Fort Lauderdale · 12 guests

    Massive Luxury 51ft Lagoon Catamaran In Fort Lauderdale

    New
    $375/hour
    65ft Pershing Yacht for Luxury Charter and Miami Fun!
    Events in Miami · 13 guests

    65ft Pershing Yacht for Luxury Charter and Miami Fun!

    New
    $450/hour
    ''Aloan at Last''r Mega Yacht Rental in Sarasota, Florida
    Events in Sarasota · 13 guests

    ''Aloan at Last''r Mega Yacht Rental in Sarasota, Florida

    New
    $1,690/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
    "The Cats Meow" Custom Cats Catamaran
    Sailing in Sunny Isles Beach · 12 guests

    "The Cats Meow" Custom Cats Catamaran

    New
    $591/hour
    55ft Party Catamaran for rent in Ft. Lauderdale
    Sailing in Fort Lauderdale · 49 guests

    55ft Party Catamaran for rent in Ft. Lauderdale

    New
    $1,200+/hour
    Rent This Lux Sea Ray 33’ Miami Experience
    Events in Miami · 12 guests

    Rent This Lux Sea Ray 33’ Miami Experience

    New
    $130+/hour
    Classic 1970 Sail Yacht
    Sailing in West Palm Beach · 4 guests

    Classic 1970 Sail Yacht

    2.0
    $900/hour
    THE ONE AND ONLY GRADY WHITE FREEDOM
    Fishing in Marathon · 8 guests

    THE ONE AND ONLY GRADY WHITE FREEDOM

    New
    $150/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
    Rent The only Custom Pirate ship in Miami for a unique experience!
    Events in Miami · 85 guests

    Rent The only Custom Pirate ship in Miami for a unique experience!

    New
    $1,200/hour
    It's a Water Planet, Sail it - Beneteau 41S5 Sailboat
    Sailing in Miami · 6 guests

    It's a Water Planet, Sail it - Beneteau 41S5 Sailboat

    New
    $200/hour
    Limited Availability
    Luxury 39ft Lagoon Catamaran for 12 in Fort Lauderdale
    Powerboats in Fort Lauderdale · 12 guests

    Luxury 39ft Lagoon Catamaran for 12 in Fort Lauderdale

    New
    $330/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
    $560+/hour
    Bali 4.0 Catana Power Catamaran – Perfect Escape
    Powerboats in Hollywood · 13 guests

    Bali 4.0 Catana Power Catamaran – Perfect Escape

    New
    $300/hour
    Beautiful 45’ Sailboat - Private Charter
    Sailing in Madeira Beach · 6 guests

    Beautiful 45’ Sailboat - Private Charter

    New
    $225/hour

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