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Florida Keys, US Boat Rentals

Page 2 of 480 listings

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
Private Tiki Boat Charters for up to 18 Passengers
Events in Islamorada · 18 guests

Private Tiki Boat Charters for up to 18 Passengers

5.0
$333+/hour
Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.
Powerboats in Key West · 8 guests

Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.

5.0
$175+/hour
Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo
Events in Islamorada · 13 guests

Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo

4.4
Superowner
$225+/hour
Ultimate speed, spacious comfort and elegant style ... Best Time Ever!
Events in Key West · 12 guests

Ultimate speed, spacious comfort and elegant style ... Best Time Ever!

5.0
$200/hour
52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests
Events in Key West · 10 guests

52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests

5.0
$600/hour
Pontoon Boat !! Enjoy Paradise Like A Local!
Powerboats in Key West · 10 guests

Pontoon Boat !! Enjoy Paradise Like A Local!

5.0
$90/hour
Sea Ray 270 Key West Experience
Tours in Key West · 6 guests

Sea Ray 270 Key West Experience

5.0
$165/hour
Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests
Sailing in Key West · 6 guests

Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests

New
$210/hour
Discover Your Own Private Paradise
Powerboats in Islamorada · 6 guests

Discover Your Own Private Paradise

5.0
$185/hour
 Key West Party Boat for 6- 36 people!
Powerboats in Key West · 36 guests

Key West Party Boat for 6- 36 people!

5.0
$550/hour
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$85/hour
26' Shearwater - Custom Islamorada Tours, Alligator Lighthouse, Sandbar, Snorkel
Powerboats in Islamorada · 6 guests

26' Shearwater - Custom Islamorada Tours, Alligator Lighthouse, Sandbar, Snorkel

New
$125/hour
2017 Sea Fox Commander Reef Fishing, Offshore Fishing, Snorkeling and Sand Bar
Fishing in Marathon · 6 guests

2017 Sea Fox Commander Reef Fishing, Offshore Fishing, Snorkeling and Sand Bar

5.0
$125+/hour
38' Axopar - Yacht Rental in Miami, Florida
Events in North Key Largo · 10 guests

38' Axopar - Yacht Rental in Miami, Florida

5.0
$641/hour
2022 Yamaha 252EX Islamorada, FL
Powerboats in Key Largo · 12 guests

2022 Yamaha 252EX Islamorada, FL

New
Superowner
Best of 2026
$118/hour
Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin
Events in Key West · 12 guests

Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin

5.0
$200+/hour
Instant Book
67’ Luxury Power Catamaran – 6 Cabins, Jet Ski, Book Direct with the Owner
Events in Key West · 12 guests

67’ Luxury Power Catamaran – 6 Cabins, Jet Ski, Book Direct with the Owner

5.0
$750+/hour
Captained 80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

Captained 80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/hour
88ft Lazzara with lots of Outdoor Spaces and Water Toys serving Key West
Powerboats in Stock Island · 12 guests

88ft Lazzara with lots of Outdoor Spaces and Water Toys serving Key West

5.0
$850+/hour
45ft Lagoon | Somewhere
Sailing in Key West · 12 guests

45ft Lagoon | Somewhere

New
$914+/hour
The Tiki Boat Fast, Fun, and Spacious Up to 12 Passengers
Powerboats in Key West · 12 guests

The Tiki Boat Fast, Fun, and Spacious Up to 12 Passengers

New
$250/hour
Captain-Included Custom Charter — Fish, Snorkel, sandbar and more!
Powerboats in Tavernier · 6 guests

Captain-Included Custom Charter — Fish, Snorkel, sandbar and more!

New
$150/hour
 Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter
Powerboats in Key West · 6 guests

Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

New
$200/hour

Florida Keys Reviews

  1. Heath

    Heath

    Ultimate speed, spacious comfort and elegant style ... Best Time Ever!

    Great boat and the trip was amazing. Everything was as described and Captain Brian was awesome!!!

  2. TR

    Tim

    52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests

    Best service in all of key west!!! Vibes matched!!! Rachel is the key to a good trip!!! You will not be disappointed with your trip!!!

  3. TR

    Tim

    67’ Luxury Power Catamaran – 6 Cabins, Jet Ski, Book Direct with the Owner

    Great communication throughout! Boat and crew were first class!!! You will not be disappointed!!!

  4. GT

    Greg

    Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.

    David was a great host. No surprise charges and very accommodating in all aspects. Captain Dustin and Christina were very knowledgeable on local spots to avoid the wind and were great to hang out with for the day. We would highly recommend spending a day touring with them.

  5. Kerri

    Kerri

    Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo

    Family of eight, 18 to 76. Wanted a relaxing day for sightseeing and snorkeling. Water was too rough for snorkeling but our captain took us out to smooth water and anchored so we could get out. Beautiful weather, amazing views. Highly recommend and Daniel is the best captain!

  6. Mark

    Mark

    Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo

    What a great experience and very easy to book online! We did a boat rental for a bachelor party and was perfect to head out on the water, go wherever we wanted. We chose to go to a sandbar, some mangrove areas, then stopped for lunch at hurricane hole. Very easy communication and JP will help with booking your captain. Boat was extremely nice and modern, clean, and plenty of space to spread out. Overall a great memorable experience. Thank you!