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Florida Keys Boat Rentals [From $75/Hour]

Page 2 of 5100 listings

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
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
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
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
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
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
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 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
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
Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!
Powerboats in Cudjoe Key · 6 guests

Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!

5.0
$500/day
Discover Your Own Private Paradise
Powerboats in Islamorada · 6 guests

Discover Your Own Private Paradise

5.0
$175/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
Yamaha 242XE - Top of line entertainment boat for any adventure - Islamorada
Powerboats in Islamorada · 11 guests

Yamaha 242XE - Top of line entertainment boat for any adventure - Islamorada

5.0
Superowner
$150/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
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$130/hour
Private Islamorada Charters in the Florida Keys
Powerboats in Islamorada · 6 guests

Private Islamorada Charters in the Florida Keys

5.0
$135/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
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
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
Snorkel, Sandbar, and Fish on a Cobia 28 Center Console
Powerboats in Marathon · 6 guests

Snorkel, Sandbar, and Fish on a Cobia 28 Center Console

5.0
$150/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
Tubing and Wake Surfing In the Florida Keys With New Yamaha 222XD
Tours in Key Largo · 6 guests

Tubing and Wake Surfing In the Florida Keys With New Yamaha 222XD

New
$250/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

Florida Keys Reviews

  1. RL

    Russell

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

    This was a great boat. Navigation was top of the line. Everything worked great for our family.

  2. 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

  3. AO

    Amanda

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

    Absolutely the best! Easy paperwork, easy instructions and we had a blast. The boat worked perfectly well in all the areas we went to. We were able to snorkel, resort hop thanks to guest docks and ride around. The full tank lasted all 3 days we had the boat. Everything was in working order. Jay was so informative with options, places to go and where to stop at. Very kind. Worth the money for sure. Best price around! Loved renting for 3 days and going/returning on our schedule.

  4. 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!

  5. 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!

  6. WG

    William

    Key West Sandbar hangout SeaRay 250 SDX Salty Sandbars Key West

    Anthony was amazing! We made a last minute booking and he answered within minutes to quickly get us booked for 3 o’clock departure… which was within the hour of reaching out to him. When arriving to the marina it looked as if a storm was approaching and anthony did everything to make sure we didnt waste our money and go out and get stuck in the storm. About an hour later the storm passed so we reached out to see if it was too late to go out, and he said he stuck around just incase the storm passed and to meet back at the marina. We ended up having an amazing evening with great weather and he took us out to a beautiful sandbar! The evening was amazing and his professionalism was awesome. Would book again, no question about it.