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All listings in Florida

Incredible sailboat rentals in Florida, United States.

Page 1 of 5105 listings

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$149hour
50ft Catamaran Charter with Water Toys - Boca Raton, FL
Sailing in Boca Raton · 12 guests

50ft Catamaran Charter with Water Toys - Boca Raton, FL

5.0
$350hour
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Sailing in Treasure Island · 12 guests

2017 Robertson and Caine Leopard 40 - Luxury Catamaran

5.0
$225-$350hour
22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!
Powerboats in Bay Pines · 10 guests

22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

4.8
Superowner
$49hour
Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin
Sailing in Shalimar · 6 guests

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

5.0
$150hour
51ft Trimaran-Catamaran Sailing Yacht Charter in Miami, Florida
Powerboats in Miami · 15 guests

51ft Trimaran-Catamaran Sailing Yacht Charter in Miami, Florida

5.0
$150-$200hour
The Ultimate Catamaran Party Boat | Up to 49 Passengers!
Events in Miami · 49 guests

The Ultimate Catamaran Party Boat | Up to 49 Passengers!

4.8
Superowner
$900hour
Spring Break special w/ FREE Captain & FREE Fuel!
Powerboats in Fort Lauderdale · 6 guests

Spring Break special w/ FREE Captain & FREE Fuel!

5.0
$99-$119hour
38’ Lagoon Catamaran Charter In Miami, Florida
Sailing in Miami · 13 guests

38’ Lagoon Catamaran Charter In Miami, Florida

5.0
Superowner
$299hour
Catamaran Party Boat 50' (42-Person Max) Includes: Captain and Crew
Sailing in Miami Beach · 42 guests

Catamaran Party Boat 50' (42-Person Max) Includes: Captain and Crew

5.0
Superowner
$800hour
Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht
Sailing in Saint Petersburg · 6 guests

Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht

5.0
$205-$230hour
Luxury Catamaran located in Downtown Miami
Sailing in Miami · 12 guests

Luxury Catamaran located in Downtown Miami

5.0
$50person
30' Kurt Hughes Cruising Catamaran rental in Fernandina Beach, Florida
Sailing in Fernandina Beach · 6 guests

30' Kurt Hughes Cruising Catamaran rental in Fernandina Beach, Florida

4.8
$300hour
Silverwave 22' Pontoon Rental from Downtown Tampa Area /Sunset & Evening Cruises
Powerboats in Tampa · 12 guests

Silverwave 22' Pontoon Rental from Downtown Tampa Area /Sunset & Evening Cruises

4.8
$90hour
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
$200hour
New 2022 BAYLINER DX2000!!! Spacious and perfect for cruising around AMI!
Powerboats in Holmes Beach · 8 guests

New 2022 BAYLINER DX2000!!! Spacious and perfect for cruising around AMI!

4.9
$372-$515day
Catamaran Party Boat (49 Max) Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami Beach · 49 guests

Catamaran Party Boat (49 Max) Includes: 1-Captain, 1-Mate and 1-Bartender

5.0
Superowner
$800hour
Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida
Tours in Fort Lauderdale · 6 guests

Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

5.0
Superowner
$119-$125hour
Luxury Sailing Catamaran in Key West
Sailing in Key West · 10 guests

Luxury Sailing Catamaran in Key West

5.0
$250hour
The "Original Redneck Pontoon" Double Decker Custom Pontoon Boat
Powerboats in Destin · 8 guests

The "Original Redneck Pontoon" Double Decker Custom Pontoon Boat

New
$110hour
Sailing From Pompano Beach, FL - $150/Hour - $30/Person
Sailing in Pompano Beach · 10 guests

Sailing From Pompano Beach, FL - $150/Hour - $30/Person

4.5
Superowner
Best of 2023
$30person
Let's go Sailing in Miami!
Sailing in Miami · 6 guests

Let's go Sailing in Miami!

5.0
Superowner
$50-$75hour
Got ASA Certification? Book this Jeanneau 389 Sailing Yacht
Sailing in West Palm Beach · 8 guests

Got ASA Certification? Book this Jeanneau 389 Sailing Yacht

5.0
$740day
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-$171hour

Sailing Reviews in Florida

  1. CB

    Christine

    22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

    Great value and very efficient communication. The day we rented a boat was very windy. Richard provided a pontoon with a higher horsepower motor - it made our day much more enjoyable. We will definitely reach out to rent from Richard next time we are in FLA!

  2. Shajira

    Shajira

    2017 Robertson and Caine Leopard 40 - Luxury Catamaran

    Celebrated my 40th alongside my family on David and Emma’s catamaran and it turned out better than I would’ve ever imagined! Emma was the best captain and she was even more awesome with the kids. We went during spring break and their recommendations on where to go with the kids was just perfect. David was great with communicating with me since before I even booked the trip, and answered all the questions I had promptly. We all had such a great time, made so many memories and will definitely be booking with David and Emma again!!

  3. Meghan

    Meghan

    2017 Robertson and Caine Leopard 40 - Luxury Catamaran

    We booked David's boat for a bachelorette/30th birthday party and had a BLAST. David, and his daughter, Emma, were absolutely amazing. They were easy to get in contact with and responded promptly. Their boat was modern and perfect for what we were looking for. They even added some decorations and heart shaped sunglasses! We thought that was so thoughtful. If you're looking for a boat in St. Pete beach, I highly recommend this one!

  4. Vlad

    Vlad

    50ft Catamaran Charter with Water Toys - Boca Raton, FL

    We had an amazing day on board with Kristal & Captain Deren's ship. They truly enjoy what they do and it shows in their hospitality, attention to details, and the vibe they created on board. Thank you again and see you soon for another great sail. ❤️

  5. Daziah

    Daziah

    2017 Robertson and Caine Leopard 40 - Luxury Catamaran

    My family and I had an absolutely amazing time with David & his daughter! The took us to see dolphins, we got to jump off the boat, it was just wonderful. 10/10 would recommend. I can’t wait to book again!!

  6. AC

    Ashley

    2017 Robertson and Caine Leopard 40 - Luxury Catamaran

    We had the best time during our trip! The attention to detail was out of this world and I loved everything they provided for my friends and I. This is not our last trip with David.