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All listings in Florida Keys

Incredible fishing charters in Florida Keys.

Page 1 of 229 listings

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

22ft Sea Fox 226 Commander

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
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
24ft Cobia 237 Center Console for rent in Layton, Florida
Fishing in Big Pine Key · 8 guests

24ft Cobia 237 Center Console for rent in Layton, Florida

5.0
$75+/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
25ft Premier Pontoon Experience Big Pine Key Verado 250HP
Powerboats in Marathon · 16 guests

25ft Premier Pontoon Experience Big Pine Key Verado 250HP

New
$65/hour
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
$255+/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
Cobia 21 Center Console!  Perfect Boat For Fishing, Snorkeling, And Cruising
Powerboats in Marathon · 6 guests

Cobia 21 Center Console! Perfect Boat For Fishing, Snorkeling, And Cruising

New
$275+/day
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
"Key West Sailfish" Sailfish 2360
Fishing in Key West · 6 guests

"Key West Sailfish" Sailfish 2360

New
$249/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
''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
26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests
Powerboats in Marathon · 6 guests

26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests

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
Private Marathon Charter | Fish • Snorkel • Sandbar | Captain Included
Powerboats in Marathon · 6 guests

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

New
$150/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. 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. MH

    Marin

    Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous

    Scott was amazing from the booking to the end of our trip! He made it about us; 3 young children and 2 adults, and went above and beyond to find a manatee (our oldest said it was the best day of her life!)! His laid back and informative style was exactly what we were wanting on Christmas Eve. The kids had a blast getting splashed on the boat, loved soaking up the beautiful sun and even mom and dad got some snorkeling in! Thank you, Scott, for adding to our Christmas memories!

  6. MC

    Marcy

    Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous

    We booked Scott last minute and very happy we did. Communication was great and he was able to pick us up at our rental house on the water. Game changer. Very knowledgeable about the area and accommodating to everything we wanted to do and see. Thanks, Scott!