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Florida Keys, US Boat Rentals

Page 1 of 492 listings

New SeaRay 250 SDX Salty SandBars Key West
Powerboats in Key West · 6 guests

New SeaRay 250 SDX Salty SandBars Key West

5.0
$135+/hour
Stylish elegance and spacious comfort ... your best time ever!
Events in Key West · 12 guests

Stylish elegance and spacious comfort ... your best time ever!

5.0
$95+/hour
Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers
Powerboats in Key Largo · 6 guests

Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

5.0
$199+/hour
22ft Sea Fox 226 Commander
Powerboats in Tavernier · 8 guests

22ft Sea Fox 226 Commander

5.0
$100/hour
2022 Sea Chaser 22 HFC Rental in Tavernier, Florida
Powerboats in Tavernier · 8 guests

2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

5.0
$100/hour
Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous
Powerboats in Marathon · 6 guests

Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous

5.0
$125/hour
Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding
Powerboats in Key West · 6 guests

Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding

4.9
$158+/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

5.0
$320/hour
31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida
Powerboats in Islamorada · 6 guests

31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida

5.0
$150/hour
SUV of the Seas - Top Luxury Adventure Boat in Key West, FL
Events in Stock Island · 13 guests

SUV of the Seas - Top Luxury Adventure Boat in Key West, FL

5.0
Superowner
$238+/hour
Instant Book
New 21.2 Sportsman Boat perfect size
Powerboats in Key Largo · 10 guests

New 21.2 Sportsman Boat perfect size

5.0
$85/hour
Boston Whaler 24ft Sandbar Hangout Key West
Powerboats in Key West · 6 guests

Boston Whaler 24ft Sandbar Hangout Key West

5.0
$130/hour
2025 Yamaha AR250 Key Largo, FL
Powerboats in Key Largo · 12 guests

2025 Yamaha AR250 Key Largo, FL

5.0
Superowner
Best of 2026
$150/hour
Mako Center Console with 200 hp 4 stroke Rental in Key Largo, Florida
Powerboats in Key Largo · 8 guests

Mako Center Console with 200 hp 4 stroke Rental in Key Largo, Florida

5.0
$53+/hour
Top Luxury Adventure Boat in Marathon, Florida
Events in Marathon · 13 guests

Top Luxury Adventure Boat in Marathon, Florida

5.0
Superowner
$238+/hour
Instant Book
Private Luxury Adventure Boat - Islamorada
Events in Islamorada · 13 guests

Private Luxury Adventure Boat - Islamorada

5.0
Superowner
$225+/hour
Instant Book
2024 Yamaha 252XE Key Largo, FL
Powerboats in Key Largo · 12 guests

2024 Yamaha 252XE Key Largo, FL

4.5
Superowner
Best of 2026
$386+/day
Private sandbar trip
Powerboats in Key West · 6 guests

Private sandbar trip

5.0
$85+/hour
6 Person 22' Mako Center Console Rental in Key Largo
Powerboats in Key Largo · 6 guests

6 Person 22' Mako Center Console Rental in Key Largo

5.0
$50/hour
36’ Contender – Triple 350s, Sandbar, Snorkel, Key West Run
Events in Marathon · 12 guests

36’ Contender – Triple 350s, Sandbar, Snorkel, Key West Run

5.0
$220+/hour
Instant Book
Explore Key West in Comfort on this Luxury Center Console
Powerboats in Key West · 12 guests

Explore Key West in Comfort on this Luxury Center Console

5.0
$175+/hour
2022 Yamaha 252XE in Key largo, FL
Powerboats in Key Largo · 12 guests

2022 Yamaha 252XE in Key largo, FL

5.0
Superowner
Best of 2026
$125/hour
Private Key West Boat Experience — Swim, Sip & Soak Up the Sun!
Powerboats in Key West · 10 guests

Private Key West Boat Experience — Swim, Sip & Soak Up the Sun!

5.0
$126+/hour
Top Luxury 2021 Brabus Shadow 500 Cabin Adventure Boat in Marathon, Florida!
Events in Marathon · 13 guests

Top Luxury 2021 Brabus Shadow 500 Cabin Adventure Boat in Marathon, Florida!

5.0
Superowner
$225+/hour
Instant Book

Florida Keys Reviews

  1. JG

    Joey

    2022 Yamaha 252XE in Key largo, FL

    Jolie was great. She clearly communicated allowing us to ask multiple questions to make sure the booking was right for us. The boat was exactly as shown and the captain with us was great, showing us awesome places to snorkel and relax at the sand bar.

  2. db

    daniel

    Boston Whaler 24ft Sandbar Hangout Key West

    We had an incredible day out on the water with Captain Anthony! He took us out to Mud Keys and Snipes, and both spots were absolutely stunning. Anthony is a fantastic captain-- professional, knowledgeable about the local waters, and made sure the entire trip felt relaxed and seamless. Whether you're looking for a hidden sandbar to lounge on or want to explore the unique scenery of the keys, he knows exactly where to go to beat the crowds. Ilf you're looking for an authentic and stress-free Key West boat day, we can't recommend Anthony enough. Well definitely be booking with him again next time we're in town!

  3. javier

    javier

    22ft Sea Fox 226 Commander

    Braxton and Mike were the best, me and the guys had the best boat trip. These guys have great recommendations and stories. Will be booking again for sure🤙

  4. Brandon

    Brandon

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

    Highly recommended Captain Aaron and his crew Brook... they did an amazing job of hosting and tending to our wants. Very nice boat with ample toys and things to do on the water. Will definitely join them again. ⭐️⭐️⭐️⭐️⭐️

  5. Florin

    Florin

    22ft Sea Fox 226 Commander

    Best Captain, great communication, best itinerary, best boat ,well priced. Looking forward to coming back and book with Cpt Braxton! 100% recommended !

  6. Robert

    Robert

    Boston Whaler 24ft Sandbar Hangout Key West

    Reservation & pre trip communication with Anthony was easy & straight forward. The boat was perfect and in great shape. Captain Zack was personable, knowledgeable and fun to chill with. we alk enjoyed a fabulous day!!