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Florida Keys, US Boat Rentals

Page 2 of 491 listings

Boston Whaler 27' Center Console for Rent in Key Largo
Powerboats in Key Largo · 10 guests

Boston Whaler 27' Center Console for Rent in Key Largo

4.6
$100/hour
 46ft SeaRay | Grand Admiral
Events in Key West · 12 guests

46ft SeaRay | Grand Admiral

New
$645+/hour
Key West Sandbar hangout SeaRay 250 SDX Salty Sandbars Key West
Powerboats in Key West · 6 guests

Key West Sandbar hangout SeaRay 250 SDX Salty Sandbars Key West

5.0
$169+/hour
22' Mako Center console for rent in Key Largo, Florida!
Powerboats in Key Largo · 6 guests

22' Mako Center console for rent in Key Largo, Florida!

4.6
$74/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
Comfortable Pontoon Boat with 4-Stroke - Bring the Whole Family & the Dog
Powerboats in Marathon · 12 guests

Comfortable Pontoon Boat with 4-Stroke - Bring the Whole Family & the Dog

5.0
$318+/day
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
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
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
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
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
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
Ride the 24ft Bowrider in Key Largo, Florida
Powerboats in Key Largo · 12 guests

Ride the 24ft Bowrider in Key Largo, Florida

4.9
$120/hour
Discover Your Own Private Paradise
Powerboats in Islamorada · 6 guests

Discover Your Own Private Paradise

5.0
$185/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
Cruise or Fish in Style on a Yamaha Sportsman 21.2’ in Key Largo!
Powerboats in Key Largo · 10 guests

Cruise or Fish in Style on a Yamaha Sportsman 21.2’ in Key Largo!

5.0
$75/hour
32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys
Powerboats in Big Pine Key · 10 guests

32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys

4.9
$850+/day
 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
The ULTIMATE Florida Keys Boat – 29' Grady-White Freedom
Powerboats in Islamorada · 8 guests

The ULTIMATE Florida Keys Boat – 29' Grady-White Freedom

5.0
$125+/hour
29' GRADY WHITE FOR FISHING AND LEISURE TRIPS IN FLORIDA KEYS!
Fishing in Key Largo · 7 guests

29' GRADY WHITE FOR FISHING AND LEISURE TRIPS IN FLORIDA KEYS!

5.0
$125+/hour
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$85/hour
Cobia 19.4 Center Console! Perfect boat for fishing, snorkeling, and cruising.
Powerboats in Marathon · 5 guests

Cobia 19.4 Center Console! Perfect boat for fishing, snorkeling, and cruising.

5.0
$225+/day
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

Florida Keys Reviews

  1. TC

    Todd

    Cruise or Fish in Style on a Yamaha Sportsman 21.2’ in Key Largo!

    Sharlotte & Tommy were great! Excellent communication, easy pick up and drop off, and the boat was great! Everything worked as it should, perfect family Florida boat! Thank you!

  2. 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!!!

  3. 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!!!

  4. ET

    Evan

    Boston Whaler 27' Center Console for Rent in Key Largo

    Jay yet again was excellent to rent from. He went above and beyond to help me get out of a sticky situation that I myself created. Can't say enough good things about him or the boat (Boston Whaler) we rented from him. Thanks again Jay! Will be back soon enough

  5. Jason

    Jason

    Key West Sandbar hangout SeaRay 250 SDX Salty Sandbars Key West

    We had an absolute fantastic day. Anthony knows the spots to find that moment you are looking for in a special trip to the Keys. My wife and I had a magical trip, visiting a remote island and sharing a romantic sunset together. He even took pictures for us along with being a fantastic host. Next time we are in the Keys, we will be giving Anthony a call again as our Captain. Thank you from A and J for taking us to the Edge of Heaven!

  6. PG

    Patrick

    Key West Sandbar hangout SeaRay 250 SDX Salty Sandbars Key West

    Just spent 8 hours on the Boston Whaler with my three daughters. We had an amazing time. Anthony is the perfect host - laid back, funny, kind and most of all knowledgeable of the places to go and see. We visited two sandbars, got to see some baby hammerheads, a stingray, the sunset (which was amazing), and on our ride back to dock we also saw a family of dolphins. The boat was very clean, larger than expected, had the toys we wanted (full face snorkeling equipment, paddle boats, and the water mat). The cooler was stocked and there were chips as well. We would do it again in a heartbeat! Worth every penny for a relaxing day on the water with an amazing host!