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All listings in Florida Keys

Incredible fishing charters in Florida Keys.

Page 1 of 225 listings

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
$85/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
Boston Whaler 27' Center Console for Rent in Key Largo
Powerboats in Key Largo · 10 guests

Boston Whaler 27' Center Console for Rent in Key Largo

4.6
$100/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
Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!
Powerboats in Cudjoe Key · 6 guests

Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!

5.0
$500/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
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
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
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
Key West Luxury Charters
Fishing in Key West · 12 guests

Key West Luxury Charters

5.0
$225+/hour
Instant Book
Experience Luxury in Key West on Your Own Terms - Key West's Premier Charter
Powerboats in Key West · 12 guests

Experience Luxury in Key West on Your Own Terms - Key West's Premier Charter

5.0
$90+/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
THE ONE AND ONLY GRADY WHITE FREEDOM
Fishing in Marathon · 8 guests

THE ONE AND ONLY GRADY WHITE FREEDOM

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
"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
18' Glastron | Experience the Ultimate Escape!
Powerboats in Key Colony Beach · 6 guests

18' Glastron | Experience the Ultimate Escape!

New
$97/hour
Instant Book
Egg Harbor 35ft Sportfisher for Offshore Adventures!
Fishing in Key West · 6 guests

Egg Harbor 35ft Sportfisher for Offshore Adventures!

New
$225/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
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
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
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

Fishing Charter Reviews in Florida Keys

  1. Cassadee

    Cassadee

    Key West Luxury Charters

    We had the BEST day out on the water with Captain TJ and Carlos from Reel Paradise Charters! From start to finish, they made the entire experience so fun, smooth, and unforgettable. TJ was absolutely amazing — so knowledgeable, personable, and clearly passionate about what he does. He went above and beyond to make sure everyone was having a great time, and we couldn’t have asked for a better captain. Carlos was equally awesome, super friendly and attentive, and made sure everything ran perfectly. The boat was beautiful, the views were stunning, and the energy the whole day was unmatched. If you’re thinking about booking a boating adventure, I HIGHLY recommend Reel Paradise Charters — you’ll be in the best hands with TJ and Carlos!

  2. Tiffany

    Tiffany

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

    David made sure it was a special day for all of us.

  3. 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!

  4. ST

    Shane

    Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous

    We had an incredible experience with Captain Scott! He took us to two beautiful snorkel spots that were perfect for first-time snorkelers. The boat was fully stocked with clean, high-quality gear, and he patiently helped my particular family find the perfect fit. Captain Scott was kind, informative, and clearly skilled…he made the whole trip feel easy and enjoyable. Highly recommend!

  5. RH

    Rachel

    Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous

    Scott was great! Highly recommend! He customized the trip for the things we were interested in. His hospitality was top tier, a great communicator, and Scott is very knowledgeable regarding the ocean and area! If we're back in the area we'll be seeing Scott again! You won't regret choosing Scott and his beautiful boat!

  6. 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!