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Florida Keys Boat Rentals [From $75/Hour]

Page 2 of 5115 listings

24' Pontoon to rent in Cudjoe Key, FL. We deliver!
Powerboats in Summerland Key · 9 guests

24' Pontoon to rent in Cudjoe Key, FL. We deliver!

5.0
$21hour
Salty Sandbars Key West on our new Boston Whaler 23 Vantage
Powerboats in Key West · 6 guests

Salty Sandbars Key West on our new Boston Whaler 23 Vantage

4.9
$135hour
4-Hour Private Charter in Key West with Captain Zak
Powerboats in Key West · 6 guests

4-Hour Private Charter in Key West with Captain Zak

5.0
$150-$163hour
Enjoy Key Largo on this spacious Bayliner Deck Boat for up to 10 people
Powerboats in Key Largo · 10 guests

Enjoy Key Largo on this spacious Bayliner Deck Boat for up to 10 people

New
$120-$130hour
New 21.2 Sportsman Boat perfect size for the Keys
Powerboats in Key Largo · 10 guests

New 21.2 Sportsman Boat perfect size for the Keys

New
$85hour
Luxury Sailing Catamaran in Key West
Sailing in Key West · 10 guests

Luxury Sailing Catamaran in Key West

5.0
$250hour
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
$150hour
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

5.0
Superowner
$225-$349hour
24' Aquasport Center Console in Cudjoe Key, FL
Powerboats in Cudjoe Key · 8 guests

24' Aquasport Center Console in Cudjoe Key, FL

5.0
Snoozed - Active 04 Apr 2025
41' Island Trader Ketch in Key West, Florida!
Sailing in Stock Island · 6 guests

41' Island Trader Ketch in Key West, Florida!

4.9
$162-$199hour
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
Snoozed - Active 03 Jul 2024
Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)
Sailing in Key West · 12 guests

Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)

4.6
$175-$200hour
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
$150hour
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
$750-$900day
Wake Surf Wake Skate In Key West, Florida
Tours in Key West · 6 guests

Wake Surf Wake Skate In Key West, Florida

5.0
$225hour
Simple Powerful Fun in the Upper Keys
Powerboats in Key Largo · 7 guests

Simple Powerful Fun in the Upper Keys

5.0
$80hour
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
$53hour
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

4.4
$429-$649day
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-$499day
25ft Premier Pontoon
Tours in Marathon · 16 guests

25ft Premier Pontoon

New
$72hour
Fun in the Sun had by Everyone!
Powerboats in Marathon · 6 guests

Fun in the Sun had by Everyone!

New
$125hour
All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More
Powerboats in Islamorada · 6 guests

All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More

5.0
$125-$150hour
Hydrasport 6-Hour Private Charter in Key West
Powerboats in Key West · 6 guests

Hydrasport 6-Hour Private Charter in Key West

5.0
$142hour
29' GRADY WHITE FLORIDA KEYS!
Fishing in Islamorada · 7 guests

29' GRADY WHITE FLORIDA KEYS!

5.0
$175-$225hour

Florida Keys Reviews

  1. William & Olga

    William & Olga

    Simple Powerful Fun in the Upper Keys

    Our family absolutely enjoyed the time on this boat! We were able to see gorgeous turquoise water and snorkel! Mike and his wife are very friendly and it was so easy to find the boat! Great communication. Thank you!

  2. Erin

    Erin

    All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More

    Captain Jim was fantastic! We had a charter out to the Islamorada sand bar- the ride was fun and Captain Jim set us up with a lily pad and paddle board to enjoy our time at the sandbar. Plus he had so much info to share with us! Cannot recommend enough and will be in contact next time in Islamorada.

  3. DO

    Dorin

    24' Aquasport Center Console in Cudjoe Key, FL

    Mitch was fantastic to work with and the boat was as described! Highly recommend!

  4. Anthony

    Anthony

    Boston Whaler 27' Center Console for Rent in Key Largo

    Greatly appreciate how easy Jay made the boat rental. Great communication and assistance with a few local spots to hit and enjoy. Awesome time and I highly recommend Jay!

  5. melissa

    melissa

    24' Pontoon to rent in Cudjoe Key, FL. We deliver!

    Highly recommend renting from Mitch. The GPS with preprogrammed destinations will make your experience so much better! Visited snorkeling spots, explored cool islands and found popular spots to swim. Easy pick up and return - Mitch brought the boat right to the dock at our rental property. He took time to cover all of the features of the boat and GPS with us as well as provide recommendations on where to go. Boat was is perfect condition with plenty of space for our group. I enjoyed relaxing on the couch/bench seat with my tea and book in the early morning while waiting for my family to wake up. We also enjoyed fishing from the boat.

  6. Mimi

    Mimi

    24' Pontoon to rent in Cudjoe Key, FL. We deliver!

    Mitch was absolutely amazing! Had the best time for our group of 9 for a surprise 30th birthday. He was prompt and had great communication throughout the booking process and end of the trip. Highly recommend for a family experience to anyone, without a doubt. Thank you, Mitch!