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Florida Keys Boat Rentals [From $75/Hour]

Page 3 of 598 listings

36’ Contender – Triple 350s, Sandbar, Snorkel, Key West Run
Fishing in Marathon · 12 guests

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

New
$220+/hour
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
$118/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
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
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
Famous Islamorada Sandbar and Snorkeling
Powerboats in Islamorada · 6 guests

Famous Islamorada Sandbar and Snorkeling

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

Mako Marine 33' Express Cabin

5.0
$250/hour
THE ONE AND ONLY GRADY WHITE FREEDOM
Fishing in Marathon · 8 guests

THE ONE AND ONLY GRADY WHITE FREEDOM

New
$150/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
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
Beautiful 70’ Lagoon Beneteau Yacht Charter in Key West
Powerboats in Key West · 12 guests

Beautiful 70’ Lagoon Beneteau Yacht Charter in Key West

New
$1,063+/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
Instant Book
Scenic boat tour on 25-foot Sea Fox Commander
Powerboats in Islamorada · 6 guests

Scenic boat tour on 25-foot Sea Fox Commander

New
$150+/hour
Sandbar Charter and Island Tour
Powerboats in Key West · 6 guests

Sandbar Charter and Island Tour

New
$200/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
Key West Luxury Charters
Fishing in Key West · 12 guests

Key West Luxury Charters

New
$225+/hour
Instant Book
''Miss Carolina'' Carolina Classic 35 Express Rental in Key West, Florida
Events in Key West · 10 guests

''Miss Carolina'' Carolina Classic 35 Express Rental in Key West, Florida

New
$512/hour
''Pescado Loco''Atlantic Sportfish Motor Yacht Rental in Islamorada, Florida
Fishing in Islamorada · 6 guests

''Pescado Loco''Atlantic Sportfish Motor Yacht Rental in Islamorada, Florida

New
$332/hour

Florida Keys Reviews

  1. 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.

  2. 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!

  3. 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!

  4. 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!!

  5. cc

    ciara

    6 Hour Sandbar Charter in Key West

    Awesome guide, made sure to give us options for where to go and tried to cater to what we were interested in, and was so good with my little one! Highly recommend!! The best!

  6. JS

    Jad

    80' Sailing Schooner Charter In Key West, Florida

    Amazing ship, a piece of history, great crew, and an excellent experience. Highly recommended!