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    All listings in Florida

    Incredible sailboat rentals in Florida, United States.

    4.8
    (963 Reviews)

    Page 2 of 4 • 92 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Fll Sun Deck 24' Final Price No Hidden Fees 10ppl max
    Powerboats in Fort Lauderdale · 6 guests

    Fll Sun Deck 24' Final Price No Hidden Fees 10ppl max

    4.8
    Superowner
    $113+/hour
    Instant Book
    Let's go Sailing in Miami!
    Sailing in Miami · 6 guests

    Let's go Sailing in Miami!

    5.0
    $45+/hour
    Instant Book
    Discover Miami on this Sea Ray Yacht Charter
    Events in Miami · 13 guests

    Discover Miami on this Sea Ray Yacht Charter

    5.0
    $90/hour
    Marlowe Hunter 33’ Sailing in Fort Lauderdale
    Sailing in Fort Lauderdale · 6 guests

    Marlowe Hunter 33’ Sailing in Fort Lauderdale

    5.0
    $90+/hour
    Sunset, Hour and Day Sailing Tours in St. Pete Beach - 30ft Dufour Sailboat
    Sailing in Saint Pete Beach · 6 guests

    Sunset, Hour and Day Sailing Tours in St. Pete Beach - 30ft Dufour Sailboat

    5.0
    $110/hour
    Instant Book
    50' Party Boat Catamaran in Miami ($1,200 PER HOUR)
    Sailing in Miami Beach · 42 guests

    50' Party Boat Catamaran in Miami ($1,200 PER HOUR)

    4.8
    $1,100/hour
    Leopard 40 Cruising Catamaran for Up to 6 People in Stuart, FL with Captain Paul
    Sailing in Stuart · 6 guests

    Leopard 40 Cruising Catamaran for Up to 6 People in Stuart, FL with Captain Paul

    5.0
    $225/hour
    Hunter 336 Sailboat! Relaxing Sailing Palm Beach
    Sailing in North Palm Beach · 4 guests

    Hunter 336 Sailboat! Relaxing Sailing Palm Beach

    5.0
    $120/hour
    Instant Book
    Catamaran Party Boat 42-people Includes: 1-Captain, 1-Mate and 1-Bartender
    Sailing in Miami · 42 guests

    Catamaran Party Boat 42-people Includes: 1-Captain, 1-Mate and 1-Bartender

    3.0
    Superowner
    Best of 2025
    $800/hour
    Instant Book
    Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)
    Sailing in Key West · 12 guests

    Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)

    4.6
    $199+/hour
    Fort Lauderdale Bahamas Sailing Charters
    Sailing in Fort Lauderdale · 6 guests

    Fort Lauderdale Bahamas Sailing Charters

    5.0
    $130+/hour
    Sail Miami! Beautiful Beneteau 43 Cruising Monohull
    Sailing in Miami · 10 guests

    Sail Miami! Beautiful Beneteau 43 Cruising Monohull

    5.0
    $170/hour
    The Best Boat For You And Your Friends NERO
    Events in Miami · 13 guests

    The Best Boat For You And Your Friends NERO

    New
    Superowner
    $365+/hour
    60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)
    Travel in Miami Beach · 49 guests

    60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)

    4.6
    $1,300/hour
    Beautiful 36' Sea Ray Motor Yacht up to 12 guests and floating mat in Miami!!
    Powerboats in Miami · 10 guests

    Beautiful 36' Sea Ray Motor Yacht up to 12 guests and floating mat in Miami!!

    4.3
    $100+/hour
    Luxurious 40ft Leopard Catamaran - Captain Included
    Sailing in Saint Petersburg · 6 guests

    Luxurious 40ft Leopard Catamaran - Captain Included

    5.0
    Superowner
    Best of 2025
    $315+/hour
    Catamaran Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender
    Sailing in Miami · 42 guests

    Catamaran Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender

    1.0
    Superowner
    Best of 2025
    $800/hour
    3-Hour Daytime Cruise in Destin, Florida
    Sailing in Fort Walton Beach · 6 guests

    3-Hour Daytime Cruise in Destin, Florida

    5.0
    $150/hour
    Private Yacht Tour — Miami Skyline Sunset Cruise with Bottle of Champagne
    Tours in Miami Beach · 10 guests

    Private Yacht Tour — Miami Skyline Sunset Cruise with Bottle of Champagne

    New
    Superowner
    $159+/hour
    2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale
    Sailing in Fort Lauderdale · 6 guests

    2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale

    5.0
    $150/hour
    4 Hour Private Charter in Destin, FL! Crab Island, Snorkeling, Dolphins & More!
    Sailing in Fort Walton Beach · 6 guests

    4 Hour Private Charter in Destin, FL! Crab Island, Snorkeling, Dolphins & More!

    5.0
    $150/hour
    ALL INCLUDED | 35ft Luxury Scarab Sportster Sport Boat
    Powerboats in West Palm Beach · 12 guests

    ALL INCLUDED | 35ft Luxury Scarab Sportster Sport Boat

    5.0
    $280/hour
    Instant Book
    30 foot Jupiter Center Console Rental in Fort Lauderdale, Florida
    Powerboats in Deerfield Beach · 10 guests

    30 foot Jupiter Center Console Rental in Fort Lauderdale, Florida

    5.0
    $200/hour
    Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
    Sailing in Fort Walton Beach · 6 guests

    Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

    5.0
    $110+/hour
    Instant Book

    Top Destinations Nearby

    Sailing Reviews in Florida

    1. CW

      Carly

      Hunter 336 Sailboat! Relaxing Sailing Palm Beach

      I rented the boat for and engagement photo shoot. The weather this time of year was very unpredictable and rainy, but Captain Gerald was great to work with and so funny. He made the day really enjoyable. Lovely boat and nice time, highly recommend!

    2. LP

      Leeann

      Sunset, Hour and Day Sailing Tours in St. Pete Beach - 30ft Dufour Sailboat

      Oleg was an awesome captain! He went above and beyond to accommodate us!

    3. MB

      Mike

      Fll Sun Deck 24' Final Price No Hidden Fees 10ppl max

      Our boat trip with Victor was everything we were looking for. Great value and very relaxed and interesting. We had time to do some snorkelling too. Great to be able to play our own music via the Bluetooth sound system. Lovely sunset. Would highly reccomend this company.

    4. Andrea

      Andrea

      Fll Sun Deck 24' Final Price No Hidden Fees 10ppl max

      We had an amazing night! We chartered the boat for NYE and the entire experience was incredible. The views, the boat, and most importantly the service from Victor and the captain. I will most definitely recommend and would love to rent with Victor again in the future.

    5. Imah

      Imah

      Fll Sun Deck 24' Final Price No Hidden Fees 10ppl max

      Victor was the perfect capt for my husband and I. He's easy going, every knowledgeable too! boat is clean and nice! The price for the tour is such a deal! He even gave a free hour on top of free water, ice and beer. I think he has the best deal for the tour here in miami. Thanks victor! will be recommending you to our friends.

    6. AB

      Alejandro

      Fll Sun Deck 24' Final Price No Hidden Fees 10ppl max

      Victor was an amazing person really helpful and communication was the best always understanding overall the experience wasn’t a problem. Victor made it seem as if we where friends and the drip was also enjoyable, music was a huge vibe with victor as well. Your really getting an amazing offer with victor

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