4th Generation Fishing Charters Available Trips

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Islamorada Fishing Charters | 4 Hour

Islamorada Fishing Charters | 4 Hour

Starting at $650.00

Half Day Islamorada Fishing Extravaganza

02 / 3
Reef Fishing Florida Keys | 2 Hour

Reef Fishing Florida Keys | 2 Hour

Starting at $400.00

Join us for A thrilling 2 Hour Offshore Wreck & Reef Fishing Adventure!

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Deep Sea Fishing Islamorada | 6 Hour

Deep Sea Fishing Islamorada | 6 Hour

Starting at $900.00

Reel in the Adventure: The Ultimate 6-Hour Fishing Fiesta in Islamorada!

Islamorada Fishing with 4th Generation Fishing Charters

Reel in the Thrills, Islamorada Fishing Charters: Where Adventure Bites!

4th Generation Fishing Charters

Meet the Captain

Captain James Grindey

Islamorada Fishing Charter

Embark on an unforgettable fishing adventure with 4th Generation Fishing Charters, one of the top Islamorada fishing charters. Led by Captain James Grindey, a fourth-generation Florida fishing guide, this charter promises an exhilarating experience for all anglers. Whether you're interested in inshore fishing for flounder, redfish, and snook, or deep-sea adventures targeting trophy king mackerel, bull sharks, and goliath grouper, Captain Grindey’s expert guidance ensures a thrilling trip. The stunning waters of the Florida Keys provide the perfect setting for reef fishing, where you'll target hogfish, snapper, and grouper, along with exciting wreck fishing for gag grouper.


Captain Grindey’s deep knowledge of local fish species and his passion for the ocean make each trip truly special. Islamorada fishing charters like this one provide everything you need for a seamless experience, including fishing licenses, cold beverages, premium lures, live bait, and high-quality rods and reels. The 23' Privateer boat comfortably accommodates up to four people, making it an ideal choice for intimate and exciting excursions, perfect for families and children. Join Captain Grindey aboard 4th Generation Fishing Charters and see why Islamorada fishing is renowned for providing some of the best fishing in the Florida Keys.


Fishing out of Islamorada, 4th Generation Fishing Charters will make your Fishing Charter the best Fishing experience we can provide. We target Southern Flounder (Also Called Flounder, Plie ), Gag Grouper (Also Called Charcoal Belly, Velvet Rockfish, Grouper ), Goliath Grouper (Also Called Atlantic Goliath Grouper, Guasa, Mero, Grouper, Itajara), Red Grouper (Also Called Cherna De Vivero, Nègre, Cherna Americana, Grouper ), Hogfish (Also Called Jacqueton Blanca, Ornefisk, Pargo Gallo, Doncella de Pluma, Labre Capitaine, Odynczyk, Pez Perro), King Mackerel (Also Called Kingfish, Spanish Mackerel ), Redfish (Also Called Red Drum, Channel Bass, Spottail Bass), Bull Shark (Also Called Cub Shark, Ground Shark, Shark ), Snook (Also Called Common Snook, Sergeant Fish, Thin Snook), Sea Trout (Also Called Speckled Trout, Spotted Sea Trout), Tarpon (Also Called Silver King, Silverfish, Sábalo ). We Fish Atlantic Ocean, Cotton Key Basin. See the maps below for exact guest meeting locations. We meet our guests at Bass Pro Shops - World Wide Sportsman ( 81576 Overseas Hwy, Islamorada, FL 33036, USA ). Reel in the Thrills, Islamorada Fishing Charters: Where Adventure Bites!.

4th Generation Fishing Charters Fishing Photos

Islamorada Catches & Fish Photos

Islamorada Fishing Near Me

5/54 ReviewsIslamorada

Paradise for Anglers: Islamorada's Fishing Haven

Prices range from $400 - $900

Fishing Charter Locations on Islamorada

Situated amid the captivating scenery of the Florida Keys, Islamorada stands out as a paradise for avid anglers in pursuit of lasting fishing memories. Under the leadership of Captain James Grindey, 4th Generation Fishing Charters invites you to immerse yourself in the plentiful fishing opportunities the Florida Keys have to offer. Whether your preference lies in the thrill of inshore fishing or the exhilarating offshore experience, Captain James and his adept team will skillfully navigate you through the breathtaking waters of Islamorada, guaranteeing an extraordinary day on the water.


4th Generation Fishing Charters Fishes Atlantic Ocean, Cotton Key Basin. See the map for exact locations. We meet our guests at Bass Pro Shops - World Wide Sportsman ( 81576 Overseas Hwy, Islamorada, FL 33036, USA ).

Islamorada Fishing Locations

The map shows where we fish. The red area is our primary fishing area depending on time of year and fishing conditions. The pins represent guest meeting locations.

Soonest Trip Availability

MOST POPULAR TRIPS

Islamorada Fishing Charters | 4 Hour

Islamorada Fishing Charters | 4 Hour

Starting at $650.00

Half Day Islamorada Fishing Extravaganza

Reef Fishing Florida Keys | 2 Hour

Reef Fishing Florida Keys | 2 Hour

Starting at $400.00

Join us for A thrilling 2 Hour Offshore Wreck & Reef Fishing Adventure!

Deep Sea Fishing Islamorada | 6 Hour

Deep Sea Fishing Islamorada | 6 Hour

Starting at $900.00

Reel in the Adventure: The Ultimate 6-Hour Fishing Fiesta in Islamorada!

View the 2025 trips for

4th Generation Fishing Charters

4th Generation Fishing Charter

Provided Florida Fishing License

All Anglers Are Welcome!

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