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    All listings in Florida

    Incredible sailboat rentals in Florida, United States.

    4.7
    (630 Reviews)

    Page 4 of 4 • 82 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Miami Sunset Sailing Cruise with Open Bar, Appetizers, DJ on 60ft Catamaran
    Sailing in Miami Beach · 49 guests

    Miami Sunset Sailing Cruise with Open Bar, Appetizers, DJ on 60ft Catamaran

    New
    $1,500/hour
    46' Lagoon Sailing Catamaran | Key West Sunsets, Sandbars & Dry Tortugas
    Sailing in Key West · 12 guests

    46' Lagoon Sailing Catamaran | Key West Sunsets, Sandbars & Dry Tortugas

    New
    $635+/hour
    Classic 1970 Sail Yacht
    Sailing in West Palm Beach · 4 guests

    Classic 1970 Sail Yacht

    2.0
    $900/hour
    Enjoy Sailing in Fort Lauderdale Aboard the Sailing Vessel V1
    Sailing in Fort Lauderdale · 4 guests

    Enjoy Sailing in Fort Lauderdale Aboard the Sailing Vessel V1

    New
    $50/hour
    Clean Modern Sailboat - Private Sailing Experience
    Sailing in Pensacola · 6 guests

    Clean Modern Sailboat - Private Sailing Experience

    New
    $143/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
    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
    Custom 49’ Sloop for Sail in Bahamas and Newfoundland
    Sailing in Cape Canaveral · 6 guests

    Custom 49’ Sloop for Sail in Bahamas and Newfoundland

    New
    $1,500/day
    St. Pete Sunset Sails - 34ft Sailboat
    Sailing in Saint Petersburg · 4 guests

    St. Pete Sunset Sails - 34ft Sailboat

    New
    $160/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

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