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Florida Keys Boat Rentals [From $75/Hour]

Page 3 of 599 listings

6 Hour Sandbar Charter in Key West
Powerboats in Key West · 6 guests

6 Hour Sandbar Charter in Key West

5.0
$160+/hour
2022 Yamaha 252EX Islamorada, FL
Powerboats in Key Largo · 12 guests

2022 Yamaha 252EX Islamorada, FL

New
Superowner
$118/hour
Key West Luxury Charters
Fishing in Key West · 12 guests

Key West Luxury Charters

5.0
$225+/hour
Instant Book
Experience Luxury in Key West on Your Own Terms - Key West's Premier Charter
Powerboats in Key West · 12 guests

Experience Luxury in Key West on Your Own Terms - Key West's Premier Charter

5.0
$90+/hour
38' Axopar - Yacht Rental in Miami, Florida
Events in North Key Largo · 10 guests

38' Axopar - Yacht Rental in Miami, Florida

5.0
$641/hour
Cobia 19.4 Center Console! Perfect boat for fishing, snorkeling, and cruising.
Powerboats in Marathon · 5 guests

Cobia 19.4 Center Console! Perfect boat for fishing, snorkeling, and cruising.

5.0
$225+/day
80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/hour
Famous Islamorada Sandbar and Snorkeling
Powerboats in Islamorada · 6 guests

Famous Islamorada Sandbar and Snorkeling

New
$150/hour
Instant Book
88ft Lazzara with lots of Outdoor Spaces and Water Toys serving Key West
Powerboats in Stock Island · 12 guests

88ft Lazzara with lots of Outdoor Spaces and Water Toys serving Key West

5.0
$850+/hour
🚤 Rent This 24ft Hurricane Deck Boat – Your Key to Island Adventure in Key West
Powerboats in Marathon · 10 guests

🚤 Rent This 24ft Hurricane Deck Boat – Your Key to Island Adventure in Key West

New
Superowner
Best of 2025
$125/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

New
$320/hour
2-Hour Sunset Cruise in Key West - Hydrasport 25' Center Console
Powerboats in Key West · 6 guests

2-Hour Sunset Cruise in Key West - Hydrasport 25' Center Console

New
$163/hour
Adventure Awaits on the 28ft Contender 27 Open Center Console
Powerboats in Tavernier · 8 guests

Adventure Awaits on the 28ft Contender 27 Open Center Console

New
$150/hour
Mako Marine 33' Express Cabin
Powerboats in Islamorada · 6 guests

Mako Marine 33' Express Cabin

5.0
$250/hour
26' Shearwater - Custom Islamorada Tours, Alligator Lighthouse, Sandbar, Snorkel
Powerboats in Islamorada · 6 guests

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

New
$120/hour
Party at the sand bar!! Sunset cruise and island hopping
Powerboats in Key Largo · 6 guests

Party at the sand bar!! Sunset cruise and island hopping

New
Superowner
$185/hour
Unforgettable adventure in the sparkling waters of Key West with a 46' Sea Ray
Powerboats in Key West · 13 guests

Unforgettable adventure in the sparkling waters of Key West with a 46' Sea Ray

New
$525+/hour
THE ONE AND ONLY GRADY WHITE FREEDOM
Fishing in Marathon · 8 guests

THE ONE AND ONLY GRADY WHITE FREEDOM

New
$150/hour
67’ Luxury Power Catamaran – 6 Cabins, Jet Ski, Book Direct with the Owner
Events in Key West · 12 guests

67’ Luxury Power Catamaran – 6 Cabins, Jet Ski, Book Direct with the Owner

New
$850+/hour
Sandbar Charter and Island Tour
Powerboats in Key West · 6 guests

Sandbar Charter and Island Tour

New
$200/hour
45' Sea Ray Luxury Yacht | Direct Owner | Key West, Dry Tortugas
Events in Key West · 12 guests

45' Sea Ray Luxury Yacht | Direct Owner | Key West, Dry Tortugas

New
$350+/hour
Chaparral 23ft Powerboat with Bimini Cover for Daily Rental
Fishing in Cudjoe Key · 8 guests

Chaparral 23ft Powerboat with Bimini Cover for Daily Rental

New
$700/day
"Key West Sailfish" Sailfish 2360
Fishing in Key West · 6 guests

"Key West Sailfish" Sailfish 2360

New
$249/hour
Discover Key Largo, One Boat Ride at a Time
Powerboats in Key Largo · 10 guests

Discover Key Largo, One Boat Ride at a Time

New
$100/hour

Florida Keys Reviews

  1. Cassadee

    Cassadee

    Key West Luxury Charters

    We had the BEST day out on the water with Captain TJ and Carlos from Reel Paradise Charters! From start to finish, they made the entire experience so fun, smooth, and unforgettable. TJ was absolutely amazing — so knowledgeable, personable, and clearly passionate about what he does. He went above and beyond to make sure everyone was having a great time, and we couldn’t have asked for a better captain. Carlos was equally awesome, super friendly and attentive, and made sure everything ran perfectly. The boat was beautiful, the views were stunning, and the energy the whole day was unmatched. If you’re thinking about booking a boating adventure, I HIGHLY recommend Reel Paradise Charters — you’ll be in the best hands with TJ and Carlos!

  2. BH

    Brian

    Cobia 19.4 Center Console! Perfect boat for fishing, snorkeling, and cruising.

    I would definitly rebook with them. The staff was great! They fully went over the boat and where everything was located. The boat it self was clean and in great shape and with a full tank of gas. The marina itself was well taken care of and very clean.

  3. AC

    Audrey

    Cobia 19.4 Center Console! Perfect boat for fishing, snorkeling, and cruising.

    Lynn and her son were great to work with! Boat was in great shape. Their knowledge about where we should fish and snorkel was helpful and welcomed! The boat came with a bucket. We bought chum and she provided the chum bag. Tons of ropes on the boat. Lots of room to dry store items. Cooler on board and they offered another if we needed it. They explained the anchor and devices on the boat. Overall great experience!!! Highly recommend!

  4. JK

    Jake

    Mako Marine 33' Express Cabin

    I can’t say enough good things about Capt. Tony! My sister and I hired him to spread our Dad’s ashes at sea, at the end of a great day touring the mangroves and snorkeling the reefs. He had great ideas on where to go, adapted well in response to weather and sea conditions, and was a pleasure to spend the day with. Tony is smart, funny, and considerate. He made sure we were having a good time, and gave us space when we needed it for the personal part of the day. I hope to bring my daughters to the Keys some day to show them where their grandfather joined the sea, and I will definitely hire Tony for that trip…if her’s available, of course. His calendar is busy, which is a testament to the quality and value of his service. If we do get back, I might sneak off with him for a little fishing as well! Oh, and his boat is clean, spacious, and reliable too!

  5. Kristin

    Kristin

    Mako Marine 33' Express Cabin

    Captain Jeff took us out and it was by far the best day we had in the Keys! Jeff took us to a wide variety of gorgeous snorkeling locations. The boat was perfect for a family of 4. They think of everything including floats, gear, snacks and drinks. Thanks for a great day!!

  6. JG

    Joe

    Experience Luxury in Key West on Your Own Terms - Key West's Premier Charter

    We had an amazing experience with this boat rental. The boat was perfect and large enough for our family. The communication and all the details were a breeze. We would definitely rent this boat again and will share with friends. Thank you!