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All listings in Florida

Incredible sailboat rentals in Florida, United States.

Page 2 of 5101 listings

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
33ft The Key West's Most Versatile Sailboat! (With Captain Only)
Sailing in Key West · 12 guests

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

4.6
$199+/hour
Luxury Lagoon 440 Sailing Catamaran in Key West
Sailing in Key West · 6 guests

Luxury Lagoon 440 Sailing Catamaran in Key West

5.0
$250/hour
Sailing From Pompano Beach, FL
Sailing in Pompano Beach · 12 guests

Sailing From Pompano Beach, FL

4.5
Superowner
$125+/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
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
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
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
Board our Azimut Flybridge 42' for an unforgettable experience!
Events in Miami Beach · 13 guests

Board our Azimut Flybridge 42' for an unforgettable experience!

5.0
$200/hour
Fort Lauderdale - Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale - Bahamas Sailing Charters

5.0
$130+/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
AMAR IS THE WAY TO ENJOY
Events in Miami · 13 guests

AMAR IS THE WAY TO ENJOY

5.0
Superowner
$400+/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
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
38ft Leopard Catamaran in Cape Canaveral
Sailing in Cape Canaveral · 6 guests

38ft Leopard Catamaran in Cape Canaveral

5.0
$250/hour
Sail Miami! Beautiful Beneteau 43 Cruising Monohull
Sailing in Miami · 10 guests

Sail Miami! Beautiful Beneteau 43 Cruising Monohull

5.0
$170/hour
60ft AIcon Yacht – Perfect for Luxury Day Trips
Events in Miami · 14 guests

60ft AIcon Yacht – Perfect for Luxury Day Trips

5.0
$350/hour
COME AND ENJOY THE C'YA WITH US AND FAMILY
Events in Miami · 13 guests

COME AND ENJOY THE C'YA WITH US AND FAMILY

New
Superowner
$365+/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
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
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
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
50ft Luxury Great White Catamaran Charter – Up to 42 Guests in Miami!
Sailing in Miami Beach · 42 guests

50ft Luxury Great White Catamaran Charter – Up to 42 Guests in Miami!

New
Superowner
Best of 2025
$850/hour

Sailing Reviews in Florida

  1. Mistie

    Mistie

    60ft AIcon Yacht – Perfect for Luxury Day Trips

    Everything was a great experience, I had a blast!

  2. JE

    Jessica

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

    Cesar and his crew delivered on all of their promises and and exceeded all expectations! The crew was incredible at ensuring that our large group had a fun and safe trip. They were amazing communicators, on time, dependable, accommodating, and great boat. Thank you very much! I hope to enjoy another trip with them as this was a truly memorable experience for me and my guests. HIGHLY RECOMMENDED.

  3. kyja

    kyja

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

    What a perfect birthday!!! The boat and crew were awesome. The boat (and bathroom!) were spotless. The crew was extremely accommodating. Cesar was extremely responsive and a good at communicating for all my questions beforehand. Excellent day all around! 😊

  4. LR

    Lori

    Luxury Lagoon 440 Sailing Catamaran in Key West

    Awesome boat!! Ashley was very helpful and easy to communicate with. Nils, the captain was very welcoming and informative as we cruised around looking for sea life. We saw turtles, dolphins and even a hammerhead shark. It was such a relaxing day. Thanks Ashley and Nils for making our day great.

  5. JA

    Jody

    Luxury Lagoon 440 Sailing Catamaran in Key West

    Five stars isn't enough! The catamaran is beautiful, and the crew was extremely accommodating. Captain Nils and First Mate Patrick are top notch seamen and gentlemen to boot. Took us to all the best spots to enjoy the beauty and majesty of Key West!!! We cant recommend them highly enough!

  6. PC

    Paul

    Marlowe Hunter 33’ Sailing in Fort Lauderdale

    Captain Thomas was great and made the experience a real pleasure. He did an excellent job explaining some basics of sailing and allowed me to captain the boat with his guidance. Great value was icing on the cake. Don’t hesitate to book with Captain Thomas.