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Florida Keys, US Boat Rentals & Yacht Charters

Page 1 of 474 listings

🚤 Key West Pink 👙 sandbar boat
Powerboats in Key West · 6 guests

🚤 Key West Pink 👙 sandbar boat

5.0
$135+/hour
Sea Ray 270 Key West Experience
Tours in Key West · 6 guests

Sea Ray 270 Key West Experience

5.0
$165/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
Limited Availability
Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain
Powerboats in Key West · 12 guests

Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain

5.0
$95+/hour
Limited Availability
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
22ft Sea Chaser 22 HFC in Tavernier, Florida for Fishing and Snorkeling
Powerboats in Tavernier · 8 guests

22ft Sea Chaser 22 HFC in Tavernier, Florida for Fishing and Snorkeling

5.0
$100/hour
Cruise Key West on a 38ft Tiara 38LS Yacht, Bareboat Charter for Up to 12 Guests
Powerboats in Key West · 12 guests

Cruise Key West on a 38ft Tiara 38LS Yacht, Bareboat Charter for Up to 12 Guests

5.0
$200/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
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
Limited Availability
Private Luxury Adventure Boat - Islamorada
Events in Islamorada · 13 guests

Private Luxury Adventure Boat - Islamorada

5.0
Superowner
$225+/hour
Instant Book
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
New 21' Sportsman Center Console Boat for 10 Guests in Coral Gables
Powerboats in Key Largo · 10 guests

New 21' Sportsman Center Console Boat for 10 Guests in Coral Gables

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

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

5.0
$125/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

4.7
$100/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
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
$75/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
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
2024 Yamaha 252XE Key Largo, FL
Powerboats in Key Largo · 12 guests

2024 Yamaha 252XE Key Largo, FL

4.7
Superowner
Best of 2026
$386+/day
Private Key West Charter: Sandbar, Snorkel, Sunset & Reef
Powerboats in Key West · 8 guests

Private Key West Charter: Sandbar, Snorkel, Sunset & Reef

5.0
$142+/hour
Limited Availability
22ft Sea Fox 226 Commander, Tavernier, Florida: Snorkeling and Fishing
Powerboats in Tavernier · 8 guests

22ft Sea Fox 226 Commander, Tavernier, Florida: Snorkeling and Fishing

5.0
$100/hour
25ft Premier Pontoon Experience Big Pine Key Verado 250HP
Powerboats in Big Pine Key · 16 guests

25ft Premier Pontoon Experience Big Pine Key Verado 250HP

5.0
$80/hour

Florida Keys Reviews

  1. JL

    John

    Sea Ray 270 Key West Experience

    We had an absolutely amazing experience with Captain Serghei! Our whole family truly enjoyed every moment on the water. We visited four beautiful sandbars and ice and bottled water were included, which was a great touch. What really made this trip special was the personal attention from Captain Serghei. He didn’t just stay on the boat, he got in the water with us, showed us around and explained all the different areas along the way. He even took our phones and captured pictures of the entire group, so we could enjoy the experience without worrying about getting photos ourselves. Those little personal touches made us feel so welcome and created memories we’ll treasure. Captain Serghei was friendly, knowledgeable, and genuinely cared about making sure our family had a fantastic time. We highly recommend this experience to anyone looking for a fun, relaxing, and memorable day on the water. We would absolutely do it again!

  2. AF

    Andrea

    Pontoon Boat !! Enjoy Paradise Like A Local!

    We did a Bach boat day and it was so fun! The water was perfect and Jorge, our captain made it even better. We described to him where we wanted to go and he knew a spot and took us there. It was beautiful and so much fun. I can’t wait to go back!

  3. YF

    Yevgeny

    🚤 Key West Pink 👙 sandbar boat

    Everything was fantastic from the rental, to the captain and the excursion!!! Would 10000% recommend this boat and especially the captain Jessie!!! Thank you so much for great memories and our bday celebration!!! We have rented boats before and this one by far was the best!!!

  4. Grace

    Grace

    Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain

    Captain Bridget was amazing! She made our experience so much fun! Perfect for my group of girls

  5. NP

    Nicholas

    6 Person 22' Mako Center Console Rental in Key Largo

    Although he has an awkward stare you can tell he has a kind heart and really enjoys taking care of his customers. I would definitely use him again and the snorkeling down in the keys is really unforgettable.

  6. AM

    Alessandra

    Pontoon Boat !! Enjoy Paradise Like A Local!

    We had an absolutely amazing experience with Louis! We booked it for my friend’s bachelorette in Key West. There were a few logistics to work through before our trip, but once everything was confirmed according to our original booking, he made sure we were taken care of and the experience exceeded our expectations. The boat itself was beautiful, comfortable, and exactly what we were hoping for. The real highlight, though, was our captain. He was fantastic, knowledgeable, professional, fun, and knew exactly where to take us to make the most of our day on the water. He was more than just a captain; he became a great addition to the party and helped create an unforgettable experience. From start to finish, once we were out on the water, everything was perfect. We had an absolute blast. I would happily book with them again and again, and wouldn’t hesitate to recommend them to anyone looking for a great day on the water.