Captain Jack’s Fishing Charters
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Captain Jack’s Fishing Charter’s goal is to create the memory of a lifetime on every trip. Capt. Jack has been fishing the waters of Southwest Florida since he was a toddler and was lucky to have a father and grandfather (who first moved to Fort Myers in 1956) pass on their fishing knowledge to him. All ages and skill levels are welcomed aboard, from rookies to hardcore anglers, Capt. Jack can cater a trip to your needs.
Capt. Jack pilots a beautiful, 2023 Southern Cross 23’ vessel powered by a reliable 2023 Yamaha 225 horsepower motor that can handle rough days and get into shallow fishing holes making it perfect for plying the waters of Southwest Florida. It’s T-top gives plenty of shade from Florida’s brutal sun complete with a tower and second station. An extra-wide beam and clutter-free deck give his clients plenty of room to move around, fight fish and relax. With a brand new trolling motor, massive bait-well, state-of-the-art GPS/SONAR, Bluetooth sound system, and more to help our clients increase their chances of landing fish.
You’ll target a bunch of different fish species, depending on the season and fishing technique you’re using. Some of the most popular catches are Mackerel, Snapper, Redfish, Snook, and Sheepshead. You can keep the catch and the captain will clean it for you after the trip.
Fishing is not the only way to enjoy these waters! Capt. Jack also combines fishing with eco-tours, shelling trips, and sunset cruises. Enjoy the isolated beaches of North Captiva and Cayo Costa State Park, picking up shells the majority can’t reach. Watch beautiful birds, dolphins, and manatees play in their natural habitat instead of an aquarium.
With Captain Jack’s Fishing Charters you simply can’t go wrong!
Captain Jack’s Fishing Charter’s goal is to create the memory of a lifetime on every trip. Capt. Jack has been fishing the waters of Southwest Florida since he was a toddler and was lucky to have a father and grandfather (who first moved to Fort Myers in 1956) pass on their fishing knowledge to him. All ages and skill levels are welcomed aboard, from rookies to hardcore anglers, Capt. Jack can cater a trip to your needs.
Capt. Jack pilots a beautiful, 2023 Southern Cross 23’ vessel powered by a reliable 2023 Yamaha 225 horsepower motor that can handle rough days and get into shallow fishing holes making it perfect for plying the waters of Southwest Florida. It’s T-top gives plenty of shade from Florida’s brutal sun complete with a tower and second station. An extra-wide beam and clutter-free deck give his clients plenty of room to move around, fight fish and relax. With a brand new trolling motor, massive bait-well, state-of-the-art GPS/SONAR, Bluetooth sound system, and more to help our clients increase their chances of landing fish.
You’ll target a bunch of different fish species, depending on the season and fishing technique you’re using. Some of the most popular catches are Mackerel, Snapper, Redfish, Snook, and Sheepshead. You can keep the catch and the captain will clean it for you after the trip.
Fishing is not the only way to enjoy these waters! Capt. Jack also combines fishing with eco-tours, shelling trips, and sunset cruises. Enjoy the isolated beaches of North Captiva and Cayo Costa State Park, picking up shells the majority can’t reach. Watch beautiful birds, dolphins, and manatees play in their natural habitat instead of an aquarium.
With Captain Jack’s Fishing Charters you simply can’t go wrong!

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This was our second time booking a private charter with Captain Jack, and once again, it did not disappoint. We spent the day fishing in the Gulf off the Fort Myers Beach area and had an incredible time on the water. We were thrilled to land some impressive Snook and Grouper, but what really sets Captain Jack apart is his dedication to his clients. Mother Nature threw us a curveball and forced us to change our original plans, but Captain Jack went above and beyond, working a Saturday afternoon to make sure we still got our time on the water. His expertise and flexibility made all the difference. If you're looking for a top-tier, professional experience in the Fort Myers area, Captain Jack is the best in the business. We already can’t wait for our next trip!

Our group of 3 went out with Jack fishing today on a 6 hour trip and had the best time! Personally this was my 2nd trip with Jack and I couldnt recommend him more. We caught 6 different species and around 25 total fish including more than enough for dinner. He is very knowledgeable on not only the fishing but the Ft Myers area. His communication is great and was very attentive to our group. When fishing got slow he didnt hesitate to move the boat and put us back on fish. Overall we had an amazing time!

Our trip was absolutely amazing. we went out for 6 hours and he kept the kids (9 and 13) engaged the entire time. He was polite and answered all the kids crazy queations with a smile. He moved us around and used different techniques to keep things fresh. We caught over a dozen fish, 3 keepers. Absolutely perfect for a family of 4. The 9 year old said “Dad, give Jack a perfect score!”
Me and my sons had a great time. Captain Jack was very knowledgeable and made sure we were on the fish at all times. I would definitely recommend him to anybody that wants to fish down here at Sanibel Island

Captain Jack is great - excellent knowledge of the islands - finds great spots & moves you if there not biting - kept a group of 4 fishing at all times - would highly recommend him to others
The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.
Let's go out today and make the memory of a lifetime! Fishing is my greatest passion in life, my father and grandfather began fishing our waters in 1956 and instilled an appreciation for this slice of paradise in me. Passing my passion and knowledge onto clients always brings a smile to my face. I hope we get to spend a day on the water together soon!!!
The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.
Let's go out today and make the memory of a lifetime! Fishing is my greatest passion in life, my father and grandfather began fishing our waters in 1956 and instilled an appreciation for this slice of paradise in me. Passing my passion and knowledge onto clients always brings a smile to my face. I hope we get to spend a day on the water together soon!!!
Free cancellation up to 1 day prior to trip
You can cancel or modify your booking up to 1 day before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
Pickup not included
Transfer to/from departure site is not included in trip rates.
Book with 20% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 20% deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Visa
Mastercard
American Express
PayPal
Checks
Bank transfer
