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    All listings in Florida

    Incredible sailboat rentals in Florida, United States.

    4.7
    (587 Reviews)

    Page 3 of 4 • 82 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Leopard 53 Power Catamaran (25-ft wide deck space)
    Powerboats in Fort Lauderdale · 12 guests

    Leopard 53 Power Catamaran (25-ft wide deck space)

    New
    $400+/hour
    Sail from Boynton Beach to Lake Boca
    Sailing in Boynton Beach · 12 guests

    Sail from Boynton Beach to Lake Boca

    New
    Superowner
    $126+/hour
    50 Luxury Sailing Catamaran in Miami
    Sailing in Fort Lauderdale · 12 guests

    50 Luxury Sailing Catamaran in Miami

    5.0
    $335/hour
    Luxury Catamaran Party Lagoon 50 in Fort Lauderdale, Florida
    Sailing in Fort Lauderdale · 12 guests

    Luxury Catamaran Party Lagoon 50 in Fort Lauderdale, Florida

    New
    $355/hour
    Day Sails & Sunset Cruises – Downtown St. Petersburg, FL – 36’ Catalina Yacht
    Sailing in Saint Petersburg · 6 guests

    Day Sails & Sunset Cruises – Downtown St. Petersburg, FL – 36’ Catalina Yacht

    New
    $206+/hour
    Hunter 450 Passage Yacht - Sail From Key Biscayne
    Sailing in Key Biscayne · 10 guests

    Hunter 450 Passage Yacht - Sail From Key Biscayne

    New
    Superowner
    $250/hour
    Luxury 50ft Sea Ray Sedan Bridge 2005 | Premium Yacht Experience in Miami
    Events in Miami · 13 guests

    Luxury 50ft Sea Ray Sedan Bridge 2005 | Premium Yacht Experience in Miami

    New
    $250/hour
    Parasailing Adventure in West Palm Beach
    Adventures in Riviera Beach · 12 guests

    Parasailing Adventure in West Palm Beach

    New
    $99/hour
    40’ Fountaine Pajot Sailing Catamaran - Explore the Beauty of Tampa Bay
    Sailing in Saint Petersburg · 12 guests

    40’ Fountaine Pajot Sailing Catamaran - Explore the Beauty of Tampa Bay

    New
    $350+/hour
    ⛵️ MARIAH — 60’ CATAMARAN (UP TO 49 GUESTS)
    Events in Miami Beach · 49 guests

    ⛵️ MARIAH — 60’ CATAMARAN (UP TO 49 GUESTS)

    New
    Superowner
    $750+/hour
    Best Sea Ray Sundancer 40ft in Miami | Perfect for Parties & Cruises
    Events in Miami · 14 guests

    Best Sea Ray Sundancer 40ft in Miami | Perfect for Parties & Cruises

    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
    Hunter 336 Sailing Yacht Charter in Palm Beach, Florida
    Sailing in North Palm Beach · 4 guests

    Hunter 336 Sailing Yacht Charter in Palm Beach, Florida

    New
    $125/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
    Luxury Lagoon Catamaran 42’ Stuart FL
    Sailing in Stuart · 12 guests

    Luxury Lagoon Catamaran 42’ Stuart FL

    New
    $354/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
    "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
    Luxurious 72' Azimut: Tender and Water Toys Serving Around South Florida
    Events in North Bay Village · 12 guests

    Luxurious 72' Azimut: Tender and Water Toys Serving Around South Florida

    New
    $950+/hour
    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
    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
    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
    ''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

    Top Destinations Nearby

    Sailing Reviews in Florida

    1. SA

      Sharon

      50 Luxury Sailing Catamaran in Miami

      Just book it! You will NOT regret it. I promise- it's an amazing experience! The crew (Leornardo and Alina) were awesome and very accommodating! Book with these two!

    2. Blue

      Blue

      50 Luxury Sailing Catamaran in Miami

      Leo and crew were fantastic, and my friends and I had a blast out on the water! Can't wait to do it again.

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