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All listings in Florida

Incredible sailboat rentals in Florida, United States.

Page 2 of 494 listings

48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil
Sailing in Miami · 13 guests

48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

5.0
$187+/hour
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
Sail Miami! Beautiful Beneteau 43 Cruising Monohull
Sailing in Miami · 10 guests

Sail Miami! Beautiful Beneteau 43 Cruising Monohull

5.0
$170/hour
Fort Lauderdale Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale Bahamas Sailing Charters

5.0
$130+/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
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
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
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

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. Michael

    Michael

    48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

    My family had a wonderful day on The Bubble! Catherine and Serge responded quickly to our inquiries and were very accommodating of a request to change the time. They made us feel at home on the boat and the boat was great. They have a table outside and inside with seating, and a large area in the front to lounge. There have yoga mats and blankets we used and a speaker you can connect to. We were able to put our food in a fridge and a cooler. They provided water bottles. We enjoyed a fun ride in their dingy to go see the stilt houses in the bay as well. If you’re able to go on The Bubble at sunset you may be treated as we were to a gorgeous sunset over the water in addition to the great view of Miami lit up. Our captain Doug was great-super nice and professional and interesting to speak to him about the places he has lived all over the world. I highly recommend The Bubble!

  4. AD

    Alison

    48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

    We had such an amazing time on the Bubble for my bachelorette party! The boat is huge and was very stable on the bay - no one got sea sick! We were able to sail the whole time except leaving the dock. Captain Serge made sure we had a great time and also made sure we were all super safe onboard. The main bathroom is very large for a boat and clean. We also loved hanging out on the floating mat in the water! I highly recommend and would love to sail on the Bubble again!

  5. LH

    Laura

    48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

    We had a great experience on the boat. Captain is super kind, helpful and even very entertaining for a child we had on board. Very fun crew and a very pleasant day, route and atmosphere. Boat has all you need for a short or long term rental. Thanks for having us!

  6. 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.