Captain Jack’s Fishing Charters
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, 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 Snook, Redfish, Snapper, Sea Trout, Sheepshead and many more. You can keep the catch (within regulations) 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, 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 Snook, Redfish, Snapper, Sea Trout, Sheepshead and many more. You can keep the catch (within regulations) 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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Customer reviews
Rating
Anglers' gallery (698)
What anglers say
Reviews (696)
Karen Berthot5.0VerifiedCapt Jack puts you on the fish!
Half Day Trip – Inshore on July 28, 2026 • 6 adultsJack was great with communication before the trip, and he made an excellent decision to put our trip off a couple days later due to weather. When we went, he was super helpful with getting the teenage boys on the fish. We caught all of the species (snook, mangrove snapper, red fish, Jack, ladyfish, and even a younger goliath grouper!). Recommend booking towards the beginning of the week so Jack has options if weather is a potential issue. Thanks Jack! We can’t wait to go again!!!
Anne ScharmachRepeat angler5.0VerifiedThe Highlight of Our Trip!
Half Day Trip – Inshore - 1:00 PM on March 21, 2026 • 4 adultsThis 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!
Chet KelleyRepeat angler5.0VerifiedNewWhat a day!
3/4 Day Fishing/Shelling Trip on September 25, 2026 • 2 adultsCaptain Jack was fantastic, what a great fishing trip! We caught 6 different species of fish, he was amazing and definitely knows how to put you on fish. You will not be sorry booking this trip. Thanks again Jack we will book again next time we are down.
Wesley SadlerRepeat angler5.0VerifiedThe Right Person became a Captain
3/4 Day Trip – Inshore on August 4, 2026 • 2 adultsCaptain Jack is a great person who is very accommodating and willing to find you fish. It will be obvious to any fishermen that Jack knows not only what he's doing but also how best to adapt during the trip in order to put you on fish and help achieve your goal for the charter. We had great conversations, limited out on fish, and most importantly made a new friend we would take great joy in chartering with again in Captain Jack.
Irik LloydRepeat angler5.0VerifiedAwesome Fishing Trip
3/4 Day Trip – Inshore on April 1, 2026 • 3 adultsOur 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!
Matthew PodwikaRepeat angler5.0VerifiedNewGreat for beginners and experienced!
3/4 Day Fishing/Shelling Trip on October 1, 2026 • 5 adultsCaptain Jack was amazing! We caught at least 6 different species and when the weather forced our plans to change, Jack had a great fallback plan! We will definitely use him again!
Van BernhardtRepeat angler5.0VerifiedNewknowledgeable helpful captain.
Half Day Trip – Inshore on September 28, 2026 • 3 adultsGreat day, went to multiple spots. Saw manatees, dolphins, a bunch of local wildlife in transition between spots. Caught snooks, red snapper & other miscellaneous species.
Will Moore5.0VerifiedIf your reading this, book the trip.
3/4 Day Trip – Inshore on May 8, 2026 • 2 adultsWe started off the day meeting captain jack who was more than willing to share his florida knowledge to put us on fish all day! We started off catching a surprise hammerhead shark kicking off a great trip! We caugh redfish, snook, jacks, & sea trout! This trip is perfect for seasoned or new anglers would 100% book again!
Russell GardnerRepeat angler4.7VerifiedNewGreat day, today.
Half Day Trip – Inshore on October 12, 2026 • 3 adultsWe caught 7 different types of fish today. Snook (keeper), Spanish Mackerel (keeper), Trout x 6, Gafftop Sail Cat x 2, Hardhead Cat x 4, Ladyfish, and Grouper. Was a great day dspite the wind and tide. Captain Jack is, as always, excellent.
Mike Brammer5.0Verified1st time ocean fishing
Half Day Trip – Inshore on August 17, 2026 • 2 adultsCaptain Jack made this a memorable trip. Has the experience and knowledge to know where to take us for the type of fish we were looking for. Very clean boat and was great help at teaching us the different species, limit, and which ones were good to eat. Would highly recommend.
Rating
Anglers' gallery (698)
What anglers say
All reviews (696)
Jack was great with communication before the trip, and he made an excellent decision to put our trip off a couple days later due to weather. When we went, he was super helpful with getting the teenage boys on the fish. We caught all of the species (snook, mangrove snapper, red fish, Jack, ladyfish, and even a younger goliath grouper!). Recommend booking towards the beginning of the week so Jack has options if weather is a potential issue. Thanks Jack! We can’t wait to go again!!!
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!
Captain Jack was fantastic, what a great fishing trip! We caught 6 different species of fish, he was amazing and definitely knows how to put you on fish. You will not be sorry booking this trip. Thanks again Jack we will book again next time we are down.
Captain Jack is a great person who is very accommodating and willing to find you fish. It will be obvious to any fishermen that Jack knows not only what he's doing but also how best to adapt during the trip in order to put you on fish and help achieve your goal for the charter. We had great conversations, limited out on fish, and most importantly made a new friend we would take great joy in chartering with again in Captain Jack.
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!
FAQs about Captain Jack’s Fishing Charters
- US $500 per group, additional US $50 per person after 3 guests - 1/2 Day Eco – Tour/Fishing Trip (4 hours)
- US $500 per group, additional US $50 per person after 3 guests - 1/2 Day Eco – Tour/Fishing Trip - 1:00 PM (4 hours)
- US $500 per group, additional US $50 per person after 3 guests - 1/2 Day Fishing/Shelling Trip (4 hours)
- US $500 per group, additional US $50 per person after 3 guests - 1/2 Day Fishing/Shelling Trip - 1:00 PM (4 hours)
- US $500 per group, additional US $50 per person after 3 guests - Half Day Trip – Inshore (4 hours)
- US $500 per group, additional US $50 per person after 3 guests - Half Day Trip – Inshore - 1:00 PM (4 hours)
- US $700 per group, additional US $50 per person after 3 guests - 3/4 Day Fishing/Eco-Tour (6 hours)
- US $700 per group, additional US $50 per person after 3 guests - 3/4 Day Fishing/Shelling Trip (6 hours)
- US $700 per group, additional US $50 per person after 3 guests - 3/4 Day Trip – Inshore (6 hours)
- US $900 per group, additional US $50 per person after 3 guests - Full Day Eco-Tour/Fishing Trip (8 hours)
- US $900 per group, additional US $50 per person after 3 guests - Full Day Shelling/Fishing Trip (8 hours)
- US $900 per group, additional US $50 per person after 3 guests - Full Day Trip – Inshore (8 hours)
- GPS
- Fishfinder
- Live bait well
- Multimedia system
- Wireless trolling motor
- Ice box
- Rods, reels & tackle
- Live bait (Caught in advance. Baitfish and shrimp.)
- Lures (Rarely used.)
- Catch cleaning & filleting (Cleaning, filleting, and bagging fish is included.)
- Drinks (Water/Gatorade)
- Fishing license (All licenses are covered in the trip price.)
- Inshore fishing
- Flats fishing
- Backcountry fishing
- Light tackle
- Heavy tackle
- Bottom fishing
- Trolling
- Spinning
- Deep sea fishing
- Cobia
- Jack Crevalle
- Pompano
- Redfish
- Shark (Blacktip)
- Sheepshead
- Snapper (Mangrove)
- Snook
- Spanish Mackerel
- Speckled Trout
- Tarpon
- Tripletail
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Real catches by this captain
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Cobia
Jack Crevalle
Pompano
Redfish
Shark (Blacktip)
Sheepshead
Snapper (Mangrove)
Snook
Spanish Mackerel
Speckled Trout
Tarpon
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