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All listings in Florida Keys

Incredible sailboat rentals in Florida Keys, United States.

Page 1 of 18 listings

22ft Sea Fox 226 Commander for Family fun or Fishing!
Powerboats in Tavernier · 8 guests

22ft Sea Fox 226 Commander for Family fun or Fishing!

5.0
$65/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
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
80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/hour
Captained 42' Sailing Catamaran with 3 cabins and all the toys
Sailing in Key West · 6 guests

Captained 42' Sailing Catamaran with 3 cabins and all the toys

New
$320/hour
THE ONE AND ONLY GRADY WHITE FREEDOM
Fishing in Marathon · 8 guests

THE ONE AND ONLY GRADY WHITE FREEDOM

New
$150/hour
"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West
Sailing in Key West · 6 guests

"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West

New
$351/hour
Luxury 46' Lagoon Catamaran in Key West and Dry Tortugas
Sailing in Key West · 12 guests

Luxury 46' Lagoon Catamaran in Key West and Dry Tortugas

New
$600+/hour
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Sailing Reviews in Florida Keys

  1. Tristan

    Tristan

    22ft Sea Fox 226 Commander for Family fun or Fishing!

    Braxton Why Knott Exclusive Rentals is super awesome and a class act. Everything went great- we snorkelled the reefs he recommended at chicken and hen and saw dolphins on our ride. Smooth and flawless, highly recommended . Check out their website for all the cool spear fishing trips they do!

  2. Nicole

    Nicole

    22ft Sea Fox 226 Commander for Family fun or Fishing!

    Everything about our experience was absolutely stellar from start to finish. The boat was fantastic, Braxton was extremely helpful not only educating on the boat itself but provided great information on routes & places to visit. We had a wonderful day snorkeling the lighthouse and hanging out at Islamorada Sandbar. We will definitely book this again on our next trip to the Keys.

  3. 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.

  4. 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!

  5. Jill

    Jill

    22ft Sea Fox 226 Commander for Family fun or Fishing!

    Braxton was communicative, friendly, and professional. Our group of six including two kids had a blast exploring the Islamorada sandbar, fishing, and relaxing as a family. Thanks Braxton, we look forward to catching up with you in the future!

  6. CF

    Curtis

    22ft Sea Fox 226 Commander for Family fun or Fishing!

    Braxton was extremely helpful and provided a level of service I wasn’t expecting. He gave local tips for the trip and accommodated our needs and more some. I’m rarely surprised by services or rentals and with Braxton, he was really great.