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    All listings in Florida

    Incredible sailboat rentals in Florida, United States.

    4.8
    (753 Reviews)

    Page 4 of 4 • 92 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Set Sail on a Suncoast Escapade!
    Sailing in Treasure Island · 6 guests

    Set Sail on a Suncoast Escapade!

    New
    $225/hour
    Classic 1970 Sail Yacht
    Sailing in West Palm Beach · 4 guests

    Classic 1970 Sail Yacht

    2.0
    $900/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
    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
    Instant Book
    Palm Breeze - 55ft Party Catamaran for rent in Ft. Lauderdale
    Sailing in Fort Lauderdale · 49 guests

    Palm Breeze - 55ft Party Catamaran for rent in Ft. Lauderdale

    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
    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
    Take a Sunset Sail, or Sailing Lesson with Capt. Jack!
    Sailing in Jacksonville · 4 guests

    Take a Sunset Sail, or Sailing Lesson with Capt. Jack!

    New
    $300/hour
    65ft Searay Power Mega Yacht Rental in Miami, Florida
    Sailing in Miami · 13 guests

    65ft Searay Power Mega Yacht Rental in Miami, Florida

    New
    $450/hour
    Instant Book
    St. Pete Sunset Sails - 34ft Sailboat
    Sailing in Saint Petersburg · 4 guests

    St. Pete Sunset Sails - 34ft Sailboat

    New
    $160/hour
    Hakuna Matata - Party Catamaran in South Florida
    Powerboats in West Palm Beach · 43 guests

    Hakuna Matata - Party Catamaran in South Florida

    New
    $1,000/hour
    Bali 4.0 – Unmatched comfort for your perfect escape!
    Powerboats in Miami · 13 guests

    Bali 4.0 – Unmatched comfort for your perfect escape!

    New
    $280/hour
    LOVELY 40FT SAILING CATAMARAN
    Sailing in Pensacola · 6 guests

    LOVELY 40FT SAILING CATAMARAN

    New
    $250/hour
    Sweden Yachts 38 Day Sail Fort Lauderdale, Si hablo Español
    Sailing in Aventura · 6 guests

    Sweden Yachts 38 Day Sail Fort Lauderdale, Si hablo Español

    New
    $130+/hour
    Bali Catspace 40 ft Catamaran in Ft Lauderdale for charter to Florida Keys
    Sailing in Fort Lauderdale · 12 guests

    Bali Catspace 40 ft Catamaran in Ft Lauderdale for charter to Florida Keys

    New
    $1,400/day
    41ft Island Packet Sailing Adventures
    Sailing in Fernandina Beach · 6 guests

    41ft Island Packet Sailing Adventures

    New
    $249/hour
    Key Largo Sailing with Dolphins on 35ft Legacy Catamaran
    Sailing in Key Largo · 6 guests

    Key Largo Sailing with Dolphins on 35ft Legacy Catamaran

    New
    $125/hour
    Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida
    Sailing in West Palm Beach · 12 guests

    Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida

    5.0
    Snoozed - Active 31 Jul 2026
    Hanse 418 Cruising Monohull Rental in Hollywood, Florida
    Sailing in Hollywood · 12 guests

    Hanse 418 Cruising Monohull Rental in Hollywood, Florida

    New
    Snoozed - Active 02 Nov 2025

    Top Destinations Nearby

    Sailing Reviews in Florida

    1. AP

      Abraham

      Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida

      We had a wonderful time sailing. The Yacht was clean and welcoming. The owners Roni and Maria were exceptionally good hosts.

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