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Florida Keys, US Boat Rentals & Yacht Charters

All Florida Keys Listings

Page 1 of 5103 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
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
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
22ft Sea Fox 226 Commander
Powerboats in Tavernier · 8 guests

22ft Sea Fox 226 Commander

5.0
$100/hour
Sea Ray 270 Key West Experience
Tours in Key West · 6 guests

Sea Ray 270 Key West Experience

5.0
$165/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
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
Private Luxury Adventure Boat - Islamorada
Events in Islamorada · 13 guests

Private Luxury Adventure Boat - Islamorada

5.0
Superowner
$225+/hour
Instant Book
Boston Whaler 24ft Sandbar Hangout Key West
Powerboats in Key West · 6 guests

Boston Whaler 24ft Sandbar Hangout Key West

5.0
$130/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
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
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
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
$56+/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
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
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
$55/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
Pontoon Boat !! Enjoy Paradise Like A Local!
Powerboats in Key West · 10 guests

Pontoon Boat !! Enjoy Paradise Like A Local!

5.0
$90/hour
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 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
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

Florida Keys Reviews

  1. TP

    Taranjeet

    Sea Ray 270 Key West Experience

    He was simply fantastic! He made our experience even better by being his awesome self in addition to the most beautiful boat on the entire dock! He had prices it perfectly! We were a party of 5, with my best friends for over 25 years, and he also took phenomenal photos for us. We are coming again in June and will definitely go to him again!

  2. BC

    Bryan

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

    Aaron was super fun and extremely knowledgeable. Our group of five has so much fun sailing the rougher, windier seas. We then made for a secluded spot to fish and swim while we waited for sunset. It was a glorious view and truly checked off a bucket list item for me. Bryan - Oregon

  3. Kyla Rae

    Kyla Rae

    Pontoon Boat !! Enjoy Paradise Like A Local!

    We had a blast! Our captain, Jorge, was on time, communicated very well and had iced coolers ready to go. We had a nice boat ride out to the sandbar and had so much fun playing mermaids and looking for treasure. Great family experience!

  4. EB

    Emily

    Private Tiki Boat Charters for up to 18 Passengers

    This boat with our wedding party + SOs was our favorite part of our wedding weekend! Justin was so helpful from my initial inquiry through booking and checking in on small details the week of. Our crew said this was the best part of the weekend, we loved being out at the sandbar and just had the absolute best time. I can't think the crew enough for kicking off our weekend so effortlessly and FUN!

  5. WD

    Whit

    Boston Whaler 24ft Sandbar Hangout Key West

    Anthony was a great captain and guide for our 4 hour trip, going out of his way to find us some unique spots in the sandbars. Would definitely recommend Anthony to anyone else looking for a relaxed tour around the area.

  6. 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.