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All listings in Florida Keys

Incredible fishing charters in Florida Keys.

Page 1 of 122 listings

22ft Sea Fox 226 Commander
Powerboats in Tavernier · 8 guests

22ft Sea Fox 226 Commander

5.0
$100/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
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
Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.
Powerboats in Key West · 8 guests

Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.

5.0
$175+/hour
2017 Sea Fox Commander Reef Fishing, Offshore Fishing, Snorkeling and Sand Bar
Fishing in Marathon · 6 guests

2017 Sea Fox Commander Reef Fishing, Offshore Fishing, Snorkeling and Sand Bar

5.0
$125+/hour
Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin
Events in Key West · 12 guests

Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin

5.0
$200+/hour
Instant Book
Captain-Included Custom Charter — Fish, Snorkel, sandbar and more!
Powerboats in Tavernier · 6 guests

Captain-Included Custom Charter — Fish, Snorkel, sandbar and more!

New
$150/hour
37’ Luxury Freeman with Bathroom, Shade & Key West Charters
Powerboats in Key West · 12 guests

37’ Luxury Freeman with Bathroom, Shade & Key West Charters

New
$320/hour
21' Nauticstar - Explore Key West Snorkeling and Remote Beaches with a captain
Powerboats in Key West · 6 guests

21' Nauticstar - Explore Key West Snorkeling and Remote Beaches with a captain

New
$160+/hour
"Key West Sailfish" Sailfish 2360
Fishing in Key West · 6 guests

"Key West Sailfish" Sailfish 2360

New
$249/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
Dry Tortugas National Park Trip — Private Charter from Key West
Events in Key West · 12 guests

Dry Tortugas National Park Trip — Private Charter from Key West

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

THE ONE AND ONLY GRADY WHITE FREEDOM

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

Egg Harbor 35ft Sportfisher for Offshore Adventures!

New
$225/hour
Private Marathon Charter | Fish • Snorkel • Sandbar | Captain Included
Powerboats in Marathon · 6 guests

Private Marathon Charter | Fish • Snorkel • Sandbar | Captain Included

New
$150/hour
Full Day Gulfstream Charters in Islamorada onboard 42' Liberty Express
Fishing in Islamorada · 6 guests

Full Day Gulfstream Charters in Islamorada onboard 42' Liberty Express

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

26ft Sport Cabin Parker Fishing Boat in Marathon, Florida

New
$107+/hour
Full Day Reef + Wreck Charters - Private Charter for up to 6 People
Fishing in Islamorada · 6 guests

Full Day Reef + Wreck Charters - Private Charter for up to 6 People

New
$1,800/day

Fishing Charter Reviews in Florida Keys

  1. javier

    javier

    22ft Sea Fox 226 Commander

    Braxton and Mike were the best, me and the guys had the best boat trip. These guys have great recommendations and stories. Will be booking again for sure🤙

  2. Florin

    Florin

    22ft Sea Fox 226 Commander

    Best Captain, great communication, best itinerary, best boat ,well priced. Looking forward to coming back and book with Cpt Braxton! 100% recommended !

  3. Rachael

    Rachael

    Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous

    We had a wonderful day on the water. Scott is amazing with Kids. He is patient, knowledgeable, and Safe!!

  4. EF

    Eric

    22ft Sea Fox 226 Commander

    We had a fantastic experience renting a boat from Why Knot Boat Rentals in Key Largo over Thanksgiving weekend. Braxton was incredibly flexible when some minor weather challenges popped up, and he made the entire process smooth and stress-free. Before we headed out, he gave clear and helpful instructions and shared great recommendations for places to explore on the water. The boat itself was in excellent condition, exactly as described, and performed perfectly the entire day. We would absolutely recommend Why Knot Boat Rentals to anyone looking for a great day on the water in the Keys, and we’ll definitely be renting from them again on a future trip!

  5. MICHAEL

    MICHAEL

    2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

    We had an amazing experience renting from Braxton! He was incredibly flexible with our dates and group size, making the whole process smooth and stress-free. What really stood out was his thoughtfulness—he provided toys, snorkel gear, and fishing rods for the kids, which made the trip even more special. The boat was clean, well-maintained, and perfect for a fun day on the water. Braxton was friendly, professional, and went above and beyond to ensure we had everything we needed. Highly recommend renting from him for a hassle-free and memorable outing!

  6. Robert

    Robert

    2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

    5-Star Boating Tour with Captain Braxton! We had an amazing time on our boat tour with Captain Braxton! From start to finish, he made the experience seamless and enjoyable. We started with snorkeling in the bay, where he took us to a cool spot with clear waters and marine life. Afterward, we cruised to a beautiful sandbar where we could relax and soak up the sun. Captain Braxton’s knowledge of the area was impressive—he knew exactly where to go for the best experience. He was also incredibly friendly, accommodating, and made sure we were comfortable the entire time. If you’re looking for an stress-free and fun boating adventure, we highly recommend booking with Captain Braxton!