Captain Jack’s Fishing Charters
Captain Jack’s Fishing Charters
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!
Customer reviews
Rating summary
Photos & videos by reviewers (575)
+572Angler rating
Anglers claimed
Good experience
96%
Appropriate for children
97%
Friendly captain
99%
Satisfied with the boat
100%
Recommend this charter
97%
Caught fish
95%
Jul 14, 2025
1/2 Day Eco-Tour/Fishing Trip (AM)
Another great trip with Captain Jack!
Captain Jack knows his waters, knows where the fish are, and how to minimize weather impact on fishing. Grandkids loved the day! One was new to fishing, the other new to sea fishing. Captain Jack was great with the kids giving them the greatest attention not lacking any patience! Hooked up several snook with my youngest 13 year old grandson snagging the largest and his first fish, also being the first fish of the day! Action was practically nonstop with a variety of fish at different spots. Can't imagine considering any captain other than Captain Jack when fishing in this area!
Captain Jack knows his waters, knows where the fish are, and how to minimize weather impact on fishing. Grandkids loved the day!...
Nov 14, 2025
1/2 Day Fishing/Shelling Trip (AM)
Great family trip!
We had a great trip with Captain Jack- would absolutely book his charter next time we are in town. He was knowledgeable, patient with the kids and determined to make sure we experienced a variety of fishing methods and species while on our trip. We saw dolphin pods and a shark and caught a good amount of fish also- very fun!
We had a great trip with Captain Jack- would absolutely book his charter next time we are in town. He was knowledgeable, patient...
Jul 2, 2025
1/2 Day Eco-Tour/Fishing Trip (AM)
Great Day
Great communication with the well experienced Captain throughout the process. Experience shined on the water and at the spots. Easy meet location and on time, with fresh caught bait. We had a first time charter boat member and the Captain helped him out as needed. Our member was very pleased with his first experience. We took our Snapper catch home on ice after the Captain processed it and enjoyed our bounty. Great day for fishing . Great job Captain Jack!
Great communication with the well experienced Captain throughout the process. Experience shined on the water and at the spots. Easy...
Nov 10, 2025
Half Day Trip – Inshore (AM)
Best money ever spent
Captain Jacks guide service was best all around trip me and my wife have been on. He put us on Snook, Jack Caravelle,Mangrove snapper , quickly and in multiple spots . We caught fish 3 of the 4 hours we fished. Memories made and we will use Captain Jacks everytime from now on when we visit Fort Myers, Florida
Captain Jacks guide service was best all around trip me and my wife have been on. He put us on Snook, Jack Caravelle,Mangrove...
Aug 20, 2025
3/4 Day Fishing/Shelling Trip
Great Day with Family
We had a great time! Captain Jack was fantastic and patient with our kids answering all their questions, and teaching them about fishing. We caught a bunch of fish (all sorts of species), saw dolphins, manatees, stingrays ray & squid. Part of the family wanted to shell and he dropped them off on a secluded island while the rest of the family kept fishing near by. We all had a wonderful time and will do it again next time we are in Florida.
We had a great time! Captain Jack was fantastic and patient with our kids answering all their questions, and teaching them about...
Trip availability and prices
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Customer reviews
Rating summary
Photos & videos by reviewers (575)
+572Angler rating
Anglers claimed
Good experience
96%
Appropriate for children
97%
Friendly captain
99%
Satisfied with the boat
100%
Recommend this charter
97%
Caught fish
95%
Experience:
Boat
Crew
Overall
Another great trip with Captain Jack!
1/2 Day Eco-Tour/Fishing Trip (AM) on July 14, 2025
Captain Jack knows his waters, knows where the fish are, and how to minimize weather impact on fishing. Grandkids loved the day! One was new to fishing, the other new to sea fishing. Captain Jack was great with the kids giving them the greatest attention not lacking any patience! Hooked up several snook with my youngest 13 year old grandson snagging the largest and his first fish, also being the first fish of the day! Action was practically nonstop with a variety of fish at different spots. Can't imagine considering any captain other than Captain Jack when fishing in this area!
Captain Jack knows his waters, knows where the fish are, and how to minimize weather impact on fishing. Grandkids loved the day! One was new to fishing, the other new to sea fishing. Captain Jack was great with the kids giving them the greatest attention not lacking any patience! Hooked up several snook with my youngest 13 year old grandson snagging the largest and his first fish, also being the first fish of the day! Action was practically nonstop with a variety of fish at different spots....
Experience:
Boat
Crew
Overall
Great family trip!
1/2 Day Fishing/Shelling Trip (AM) on November 14, 2025
We had a great trip with Captain Jack- would absolutely book his charter next time we are in town. He was knowledgeable, patient with the kids and determined to make sure we experienced a variety of fishing methods and species while on our trip. We saw dolphin pods and a shark and caught a good amount of fish also- very fun!
We had a great trip with Captain Jack- would absolutely book his charter next time we are in town. He was knowledgeable, patient with the kids and determined to make sure we experienced a variety of fishing methods and species while on our trip. We saw dolphin pods and a shark and caught a good amount of fish also- very fun!
Experience:
Boat
Crew
Overall
Great Day
1/2 Day Eco-Tour/Fishing Trip (AM) on July 2, 2025
Great communication with the well experienced Captain throughout the process. Experience shined on the water and at the spots. Easy meet location and on time, with fresh caught bait. We had a first time charter boat member and the Captain helped him out as needed. Our member was very pleased with his first experience. We took our Snapper catch home on ice after the Captain processed it and enjoyed our bounty. Great day for fishing . Great job Captain Jack!
Great communication with the well experienced Captain throughout the process. Experience shined on the water and at the spots. Easy meet location and on time, with fresh caught bait. We had a first time charter boat member and the Captain helped him out as needed. Our member was very pleased with his first experience. We took our Snapper catch home on ice after the Captain processed it and enjoyed our bounty. Great day for fishing . Great job Captain Jack!
Experience:
Boat
Crew
Overall
Best money ever spent
Half Day Trip – Inshore (AM) on November 10, 2025
Captain Jacks guide service was best all around trip me and my wife have been on. He put us on Snook, Jack Caravelle,Mangrove snapper , quickly and in multiple spots . We caught fish 3 of the 4 hours we fished. Memories made and we will use Captain Jacks everytime from now on when we visit Fort Myers, Florida
Captain Jacks guide service was best all around trip me and my wife have been on. He put us on Snook, Jack Caravelle,Mangrove snapper , quickly and in multiple spots . We caught fish 3 of the 4 hours we fished. Memories made and we will use Captain Jacks everytime from now on when we visit Fort Myers, Florida
Experience:
Boat
Crew
Overall
Great Day with Family
3/4 Day Fishing/Shelling Trip on August 20, 2025
We had a great time! Captain Jack was fantastic and patient with our kids answering all their questions, and teaching them about fishing. We caught a bunch of fish (all sorts of species), saw dolphins, manatees, stingrays ray & squid. Part of the family wanted to shell and he dropped them off on a secluded island while the rest of the family kept fishing near by. We all had a wonderful time and will do it again next time we are in Florida.
We had a great time! Captain Jack was fantastic and patient with our kids answering all their questions, and teaching them about fishing. We caught a bunch of fish (all sorts of species), saw dolphins, manatees, stingrays ray & squid. Part of the family wanted to shell and he dropped them off on a secluded island while the rest of the family kept fishing near by. We all had a wonderful time and will do it again next time we are in Florida.
FAQs about Captain Jack’s Fishing Charters
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