James Grindey

Islamorada Captain James Grindey

Soonest Trip Availability

Meet Captain James Grindey and 4th Generation Fishing Charters

Calling all fishing enthusiasts! For an exhilarating open sea adventure, Captain James Grindey of 4th Generation Fishing Charters in Islamorada is your ultimate guide. As the owner and operator, Captain James, an experienced fishing expert, leads both inshore and offshore excursions. His wealth of knowledge and passion ensures a phenomenal experience chasing fish in the picturesque waters around the Florida Keys.

Whether it's targeting Grouper and Hogfish in Islamorada's reefs or engaging in thrilling offshore battles with Mahi Mahi and sailfish, Captain James guarantees an exceptional trip, leaving you with unforgettable memories in this fishing paradise.

Captain James excels in various fishing techniques, showcasing versatility and skill. From light tackle and bottom fishing to drift fishing, heavy tackle, spinning, and deep-sea fishing, his expertise allows him to tailor the experience to guests' preferences and skill levels. Whether it's an exciting inshore adventure or an exhilarating deep-sea expedition, Captain James' specialized knowledge ensures a successful and unforgettable fishing trip for all.

Boat details

The 23' Privateer (Center console) is a reliable and well-maintained boat that was originally built in 2000. Equipped with a powerful 150HP Honda engine, it offers a maximum cruising speed of 34 knots, ensuring swift and efficient travel on the water. With a capacity to carry up to 4 persons, it provides ample space and comfort for a small group to enjoy their fishing adventure in style.

4th Generation Fishing Charters ensures an exceptional day on the water that will leave everyone eager to return for more fishing adventures.

4th Generation Fishing Charters Available Trips


Expertise & Attributes

fishing Attributes

Saltwater Fishing
Live Bait
Good with New Anglers
Good with Families
Good with Kids

Gear & Equipment

Available Fishing Gear

Live Bait

Good to Knows

Trip Includes

Rods, reels & tackle

Live Bait & Lures

Catch cleaning & filleting

Fishing License

Snorkeling Equipment


What to Bring

Sunglasses, Sunscreen & Hats

Snacks & Drinks

Wear Weather-Appropriate Clothing

DEPOSIT: A deposit is required for all bookings and will be applied at checkout

BALANCE: The remaining balance is due on the trip date as either Credit or Cash. 

GUEST CANCELLATION: In the event that you must cancel your booking, you must do so 14 days prior to your trip date to receive a refund on your deposit. Rescheduling is encouraged and dependent on guide availability.

GUIDE CANCELLATION: In the rare event that your guide must cancel due to inclement weather, health, or equipment issues, you will have the option to reschedule your charter for a later date or receive a refund on your deposit.

TIPPING: Tips to your guide are greatly appreciated for your quality trip.