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All listings in Florida Keys

Incredible fishing charters in Florida Keys.

Page 1 of 225 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
Cruise or Fish in Style on a Yamaha Sportsman 21.2’ in Key Largo!
Powerboats in Key Largo · 10 guests

Cruise or Fish in Style on a Yamaha Sportsman 21.2’ in Key Largo!

5.0
$75/hour
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
$850+/day
29' GRADY WHITE FOR FISHING AND LEISURE TRIPS IN FLORIDA KEYS!
Fishing in Key Largo · 7 guests

29' GRADY WHITE FOR FISHING AND LEISURE TRIPS IN FLORIDA KEYS!

5.0
$125+/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
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
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
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
"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
Powerboats 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
Private Marathon Charter | Fish • Snorkel • Sandbar | Captain Included
Powerboats in Marathon · 6 guests

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

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
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

Fishing Charter Reviews in Florida Keys

  1. TC

    Todd

    Cruise or Fish in Style on a Yamaha Sportsman 21.2’ in Key Largo!

    Sharlotte & Tommy were great! Excellent communication, easy pick up and drop off, and the boat was great! Everything worked as it should, perfect family Florida boat! Thank you!

  2. 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🤙

  3. 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 !

  4. 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!!

  5. RK

    Richard

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

    Perfect day on the boat with captain Mikey. Very straightforward communication

  6. 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!