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All listings in Florida

Incredible sailboat rentals in Florida, United States.

Page 2 of 5100 listings

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
“Exclusive Escape, Unlimited Adventure on our Yacht”
Events in Miami · 15 guests

“Exclusive Escape, Unlimited Adventure on our Yacht”

5.0
$450/hour
21ft Sun Tracker 20 Party Barge {Catch a Vibe}
Powerboats in Fort Lauderdale · 6 guests

21ft Sun Tracker 20 Party Barge {Catch a Vibe}

5.0
$100/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
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
Sailing From Pompano Beach, FL - $200/Hour - $33.33/Person
Sailing in Pompano Beach · 12 guests

Sailing From Pompano Beach, FL - $200/Hour - $33.33/Person

4.5
Superowner
$125+/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
40ft party catamaran for 13 on sand bar!
Sailing in Sunny Isles Beach · 12 guests

40ft party catamaran for 13 on sand bar!

New
Superowner
$280/hour
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
$850/hour
Instant Book
THE ONE AND ONLY GRADY WHITE FREEDOM
Fishing in Marathon · 8 guests

THE ONE AND ONLY GRADY WHITE FREEDOM

New
$150/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
Fort Lauderdale Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale Bahamas Sailing Charters

5.0
$130+/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
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
Beautiful 36' Sea Ray Motor Yacht up to 10 guests and floating mat in Miami!!
Powerboats in Miami · 10 guests

Beautiful 36' Sea Ray Motor Yacht up to 10 guests and floating mat in Miami!!

4.3
$88+/hour
Classic 1970 Sail Yacht
Sailing in West Palm Beach · 4 guests

Classic 1970 Sail Yacht

2.0
$900/hour
Palm Beach FL: Private sailing, sighting-seeing and swimming with Capt Eric
Sailing in Palm Beach Shores · 6 guests

Palm Beach FL: Private sailing, sighting-seeing and swimming with Capt Eric

5.0
$300/hour
Instant Book
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
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
Catamaran Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami Beach · 42 guests

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

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

3-Hour Daytime Cruise in Destin, Florida

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

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

5.0
$150/hour

Sailing Reviews in Florida

  1. JB

    Julia

    “Exclusive Escape, Unlimited Adventure on our Yacht”

    This was the best experience ever. The boat is even better in person. The crew is so amazing and really made sure we were taken care of. I would highly recommend booking this and will definitely use them next time I’m in town. They communicate very quickly and the experience was seamless. It was such a special moment for the bachelorette party we were on. I can’t say enough good things honestly. It was fantastic!!

  2. DG

    Darla

    21ft Sun Tracker 20 Party Barge {Catch a Vibe}

    Our group of 6 had the BEST time with Captain Porshia! The communication was phenomenal, she called the day before to discuss our desired itinerary, meet location, and any needs we may have. We had a prompt departure, and Porshia was very knowledgeable of boating and the area. Porshia was not only friendly but also very helpful and made sure all of our needs were taking care of. 10/10… HIGHLY RECOMMEND!!! We will definitely be back.

  3. MD

    Maria

    “Exclusive Escape, Unlimited Adventure on our Yacht”

    It was such a great time! Captain Abel was such a good guy and great with the kids!

  4. LE

    Lia

    Fort Lauderdale Bahamas Sailing Charters

    Truly incredible experience with Jose and Alex. Absolutely magical adventure and highly recommended to anyone looking for an unforgettable time. The food was also out of this world and so much attention to detail in every moment. We will absolutely be back and everyone needs to experience this.

  5. 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.

  6. 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.