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Florida Keys Boat Rentals [From $75/Hour]

Page 4 of 598 listings

"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West
Sailing in Key West · 6 guests

"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West

New
$351/hour
"Stress Free" 20ft Mako Center Console Rental in Key West, Florida
Powerboats in Key West · 4 guests

"Stress Free" 20ft Mako Center Console Rental in Key West, Florida

New
$204/hour
Luxury 46' Lagoon Catamaran in Key West and Dry Tortugas
Sailing in Key West · 12 guests

Luxury 46' Lagoon Catamaran in Key West and Dry Tortugas

New
$600+/hour
Instant Book
23ft Concept Powerboat Island Tour and Sandbar charter
Powerboats in Key West · 6 guests

23ft Concept Powerboat Island Tour and Sandbar charter

New
$175/hour
Sea Ray 270 Key West Experience
Tours in Key West · 6 guests

Sea Ray 270 Key West Experience

New
$165/hour
All-Inclusive SANDBAR, Snorkeling, BBQ, Sightseeing & Sunset 26’ Boat
Powerboats in Islamorada · 6 guests

All-Inclusive SANDBAR, Snorkeling, BBQ, Sightseeing & Sunset 26’ Boat

New
$175+/hour
52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests
Events in Key West · 10 guests

52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests

New
$600/hour
Adventure escape challenge on the waters in Key West, Florida
Tours in Key West · 6 guests

Adventure escape challenge on the waters in Key West, Florida

New
$150/hour
Egg Harbor 35ft Sportfisher for Offshore Adventures!
Fishing in Key West · 6 guests

Egg Harbor 35ft Sportfisher for Offshore Adventures!

New
$225/hour
32ft Donzi Center Console for Fishing Charters in Key West!!
Powerboats in Key West · 6 guests

32ft Donzi Center Console for Fishing Charters in Key West!!

New
$900/day
23 Foot Grady White Available to Rent In Key Largo Florida
Powerboats in Key Largo · 6 guests

23 Foot Grady White Available to Rent In Key Largo Florida

New
$500/day
Sandbar Charter Party Aboard Triton Pontoon
Powerboats in Islamorada · 6 guests

Sandbar Charter Party Aboard Triton Pontoon

New
$163/hour
See Vee 27' Center Console up to 6 people!
Powerboats in Key West · 6 guests

See Vee 27' Center Console up to 6 people!

New
$150+/hour
Private Boat Rental in Miami – Local Captain, No Hidden Fees!
Powerboats in Florida · 6 guests

Private Boat Rental in Miami – Local Captain, No Hidden Fees!

New
$187+/hour
18' Glastron | Experience the Ultimate Escape!
Powerboats in Key West · 8 guests

18' Glastron | Experience the Ultimate Escape!

New
$57/hour
Instant Book
Full Day Gulfstream Charters in Islamorada onboard air-conditioned 42' Liberty Express
Fishing in Islamorada · 6 guests

Full Day Gulfstream Charters in Islamorada onboard air-conditioned 42' Liberty Express

New
$1,800/day
Key Largo Sailing with Dolphins on 35ft Legacy Catamaran
Sailing in Key Largo · 6 guests

Key Largo Sailing with Dolphins on 35ft Legacy Catamaran

New
$125/hour
Swordfish Charters - Private Charter up to 6 people in Islamorada, Florida!
Fishing in Islamorada · 6 guests

Swordfish Charters - Private Charter up to 6 people in Islamorada, Florida!

New
$2,500/day
36' Invincible Open Fisherman Center Console
Powerboats in Islamorada · 6 guests

36' Invincible Open Fisherman Center Console

New
$125+/hour
Affordable Luxury Yacht Charters
Travel in Key Largo · 6 guests

Affordable Luxury Yacht Charters

5.0
$225/hour
Instant Book
Fishing Charter on 40' Henriques Sportfish Boat in Islamorada, Florida
Fishing in Islamorada · 6 guests

Fishing Charter on 40' Henriques Sportfish Boat in Islamorada, Florida

New
$163+/hour
Full Day Reef + Wreck Charters - Private Charter for up to 6 People in Islamorada, Florida!
Fishing in Islamorada · 6 guests

Full Day Reef + Wreck Charters - Private Charter for up to 6 People in Islamorada, Florida!

New
$1,800/day
26ft Sport Cabin Parker Fishing Boat in Marathon, Florida
Fishing in Marathon · 4 guests

26ft Sport Cabin Parker Fishing Boat in Marathon, Florida

New
$82+/hour
All Aboard the 22ft Tritoon; serving Key Largo!
Powerboats in Key Largo · 6 guests

All Aboard the 22ft Tritoon; serving Key Largo!

5.0
Snoozed - Active 02 Oct 2025

Florida Keys Reviews

  1. EH

    Erika

    Affordable Luxury Yacht Charters

    Kenneth and Monica were so warm and helpful, and they truly wanted to make sure that we had an excellent experience. As an example, we were interested in snorkeling, so Kenny swam over to different snorkeling destinations and snorkeled himself to preview the best area for us to see the most fish. Great people!

  2. Nadia

    Nadia

    All Aboard the 22ft Tritoon; serving Key Largo!

    We had an incredible boat day booked with Steve just 24 hours before Mother's Day, and it turned out to be one of the highlights of our trip! Steve was not only highly informative about the local area and the best spots to visit, but he also went above and beyond by accommodating us hours earlier than planned, making our experience even more enjoyable. We were impressed by his professionalism and friendliness throughout the trip. We would definitely book with Steve again and are already looking forward to our next adventure with him!

  3. Ardeshir

    Ardeshir

    All Aboard the 22ft Tritoon; serving Key Largo!

    We had an absolutely wonderful day on the water, all thanks to Steve. From the very beginning, his proactive communication set a positive tone. He was punctual, picking us up and dropping us off right on time, which was greatly appreciated. Steve’s extensive knowledge of the area enhanced our experience, providing interesting insights and stories. He was also incredibly accommodating, especially flexible with the needs of our friend's children, adjusting the pickup and drop-off times to suit our schedule. I highly recommend Steve for anyone looking for a memorable and hassle-free experience on the water.

  4. CL

    Craig

    All Aboard the 22ft Tritoon; serving Key Largo!

    My wife and I hired Steve for a two hour cruise around Key Largo to celebrate my wife's birthday. The trip was awesome and my wife was very pleased and happy. Steve is an excellent host and captain and was very informative about the area. He also is very personable and we enjoyed talking with him during the trip. We definitely recommend Steve for any type of charter he offers. Also, his fees are very reasonable.

  5. JC

    Julieta

    All Aboard the 22ft Tritoon; serving Key Largo!

    We went on a boat ride recently, and I must say that Steve, our driver, did an excellent job. He was very skilled and knowledgeable about the waterways, and made our trip both enjoyable and safe. Steven was very friendly and accommodating, and even offered to take us to some hidden spots that we wouldn't have discovered otherwise. Overall, we had an amazing time on the boat ride, and Steve's professionalism and expertise certainly added to the experience. I would highly recommend him to anyone looking for a great boat ride!

  6. ND

    Noel

    All Aboard the 22ft Tritoon; serving Key Largo!

    Such an enjoyable evening with a stellar Captain and crew! The lovely and comfortable Aquaholic was moored a stones throw from the parking, which is really convenient. On our way to watch the launch we saw dolphins and some Ospreys plus an incredible moon. Amazing! Captain Steve dealt with the 2 hour launch delay like a pro, and when we thought all hope was gone, he came up with a plan! We saw the launch and it was incredible! I'll be back! A++