Captain Jack's Fishing Charters in Fort Myers, Florida

Guided by Jack Yeslow

Flats Inshore Nearshore

About Your Guide

8 Years of Experience
Profile photo of Captain Experiences guide Jack

Captain Jack’s goal is to create the memory of a lifetime on every trip. Captain Jack started fishing the Florida Waters when he was a toddler, and he has inherited a decades of knowledge about Fort Myers fishing from his father and grandfather. Captain Jack is happy to cater trips to all skill levels, from rookies to hardcore anglers.

Capt. Jack pilots a beautiful 23’ Aqua Star bay boat that has no problem with choppy water or 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 guests 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 guests 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. Captain Jack is happy to clean your catches after the trip for some tasty at home meals.

Fishing is not the only way to enjoy these waters! Captain 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.

Captain Jack's Fishing Charters Trips

Fishing in the back-bay/inshore waters is what Southwest Florida is known for around the world. These are Captain Jack's most popular trips across all his clients, from veteran anglers to children! When fishing from Boca Grande to Estero Bay there are dozens of species that can end up on the end of your line. Some of the more common species include **Snook, Redfish, Trout, Tripletail, Tarpon, Spanish Mackeral, Sheepshead, and Various Species of Sharks.** There is nothing quite as fun as stalking fish along mangrove islands, floating across grass flats, pitching live-baits into structure or drifting baits through passes. Captain Jack mostly uses live-bait and spinning reels. With proven success, he finds this is the most effective way to put fish into the boat! Capt. Jack pilots a beautiful, 23’ vessel that can handle rough days and get into shallow fishing holes making it perfect for plying the waters of Southwest Florida. Its 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 or lay back & relax. With a brand new Minn Kota 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 as comfortably as possible. Since everything is provided aboard Captain Jack's boat, all you need to bring are your favorite snacks and drinks and you'll be all set! Read More

Flats, Inshore Fishing Charter in Cape Coral

Inshore Bay Trip - 23' Aqua Star

100% (11)
23 ft 1 - 5 People From $120 / person

Pushing off into the Gulf of Mexico to enjoy a thrilling day of fishing is always a treat! On your nearshore fishing trip with Captain Jack, you we will be fishing local artificial reefs, ship-wrecks, ledges, and live bottoms up to 9 nautical miles from shore. There are literally dozens of different species that can be caught. Depending on the season, we may be able to catch Mangrove Snapper, King Mackerel, Spanish Mackerel, Grouper, Tripletail, various species of Sharks, Bonito, and Barracuda. Snapper, Cobia, Permit, Tarpon, Snook, Redfish, Sheepshead, and Pompano are also targetable if staying closer inshore is your flavor. No matter what you choose, you never know what can happen out there! Capt. Jack pilots a beautiful, 23’ vessel that can handle rough days and get you out to the nearshore waters in know time! It is the perfect vessel 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 or lay back & relax. With a brand new Minn Kota 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 as comfortably as possible. Since everything is provided aboard Captain Jack's boat, all you need to bring are your favorite snacks and drinks and you'll be all set! Read More

Nearshore Fishing Charter in Cape Coral

Nearshore Fishing Trip

100% (11)
23 ft 1 - 5 People From $170 / person

Shark fishing! What else needs to be said? While sharks can be caught year-round, sharks are less active in the colder months of the year. The other two biggest factors are strong tides and time of day (sunrise & sunset). Capt. Jack pilots a beautiful, 23’ vessel that can handle rough days and get you out to the nearshore waters in know time! It is the perfect vessel 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 or lay back & relax. With a brand new Minn Kota 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 as comfortably as possible. Since everything is provided aboard Captain Jack's boat, all you need to bring are your favorite snacks and drinks and you'll be all set! Read More

Nearshore Fishing Charter in Cape Coral

Shark Fishing Trip - 23’ Aqua Star

100% (11)
23 ft 1 - 5 People From $170 / person

Recent Reviews of Captain Jack's Fishing Charters

Erick B.

Fishing

Great day on the water. Captain Jack put us on the fish quickly. After catching our limit of Trout we moved onto Snook fishing and had a great time pulling them in.

Pearl G.

Fishing

Spent the better part of a day with Captain Jack and loved every minute! Laid back, upbeat captain with a great sense of humor. 6 species of fish on the hook with bonus manatee and dolphin sightings. 10/10 stars! Thank you, Jack!

Kristen K.

Fishing

Wonderful morning out on the water. Captain Jack was great with our 8 & 9 yr old kids and all of their questions and helping them with fishing. Caught 3 different species of fish(and some gulls!), Saw a manatee and got a great dolphin show to start the morning. Great experience😁

Tony R.

Fishing

Jack took our party of 5 out for a half day fishing trip that will not be forgotten. He made sure the kids had a blast, and when a good sized fish was caught, his enthusiasm was contagious. I would gladly recommend Jack to anyone who wants a day they’ll never forget.

James P.

Fishing

Some friends and I were in Fort Myers for a vacation. We asked Jack to try to have us catch a little bit of meat and then to get some sport fishing in. He delivered. He took us to a spot where we were able to find a few mango snappers to take home, and then he took us to a spot where we had a few good fights with snook. We enjoyed the experience, we would be willing to come back again, and we would recommend!

Scott B.

Fishing

Jacks boat was in the shop and while renting a buddies boat all his rods and tackle were stolen the night before our trip without hesitation or us aware of it Jack still made it happen. We had a awesome time with our adult boys and Andrea my bride even managed to land a few fish highly recommended

Kevin K.

Fishing

My wife, two boys, 10 and 15, met Jack who had finalized the details and meeting time the day before. He had asked us what we were interested in targeting and shared what would likely be biting best this time of year, Snook and Mangrove Snapper. We headed out and once we arrived at the first location, we had our first Snook in the boat within moments, 34 in, 17 lbs. According to Jack this is larger than average and said it was a very nice fish for my 15 year old to land. My 10 year old then caught a 25 in Snook. During that time we had some unexpected visitors…several dolphin decided to get in on the fishing! While not good for fishing what an awesome up close experience none of us will ever forgot, they were within inches of the side of the boat. We then moved on as my 10 year old wanted to try some shark fishing. We chummed but never caught anything than a bothersome duck! We ended our day fishing for Snapper, which we caught enough to eat for dinner at a local restaurant Jack recommended. He prepared the fish and put them in a bag with some ice. What a great day, would highly recommend. He was patient and willing to do whatever he could do to make the trip positive.

Johnathan J.

Fishing

Jack was great! Me and my Best friend talked about how he was chill and we liked it…. We didn’t feel we had to keep a conversation going. He just let it be natural and it made it the experience we were looking for. Just out in the sun relaxing and fishing. We ended up getting a 7 foot maybe larger nurse shark… It was not easy either. He kept snatching our bait but we ended up winning in the end. Jack cut and changed the size of the bait so it was easier to set the hook after he Bit it and boom! We landed him! 100% would recommend to anyone interested! When I come back down I will be texting Jack so we can do it again. Great chill guy who knew where to go. Was a truly great experience… My roommate and other guy on the Boat with us totally agrees. THANKS JACK!

SUE C.

Fishing

What a Fabulous experience with Captain Jack !! Excellent communication before and during the trip. His knowledge and experience truly showed throughout the trip. We were catching fish as soon as we anchored, he made sure the grandkids were safe, having fun and learning along the way. He made sure those that wanted the experience of isolated beach walking got the opportunity to do both. Just a wonderful time, Highly recommend to all and I will book with him when I return to the area. Thank you Captain Jack !!

Hayley S.

Fishing

Fantastic trip! I seriously cannot say enough good things about Captain Jack. My family had so much fun out on the boat with him today. I had to re-do my review even, because for some reason the first time it showed I did not recommend him. NOT true! He was amazing. We did the shelling/fishing trip, and every single one of us caught a fish while out. Even caught a few to keep and eat at home! We weren’t able to shell, due to weather conditions. Wind was high and waves made the area difficult to navigate, but Captain Jack was a pro. Even with the conditions and being here during the off season, we had plenty of bites and were happy with our haul! We even saw dolphins, manatees, and a sea turtle while out! If we come back to Fort Myers, we’ll be booking another trip with Jack.

Walt T.

Fishing

My wife, son, and myself spent the afternoon fishing with Capt. Jack. He put us on fish right from the start. Jack asked if there was any particular fish we would like to target. I’d always wanted to catch a snook and he put us right on a couple. My wife really enjoyed the multiple dolphins we observed and she even got them on video. We then caught some sheepshead for dinner. Of course my wife caught the biggest fish of the day! I highly recommend Capt. Jack, his knowledge of the fishing grounds and layed back personality make him a great captain. I’ve been on many charters, fly in trips and guided hunts. Capt. Jack’s the real deal, don’t hesitate to book with him. I’m very glad we did!

Species

Barracuda, Blacktip Shark, Bonito, Goliath Grouper, Kingfish, Lemon Shark, Mangrove Snapper, Redfish, Sheepshead, Snook, Spanish Mackerel, Speckled Trout, Tarpon, Tripletail

Techniques

Artificial Lure Fishing, Bottom Fishing, Heavy Tackle Fishing, Jigging, Light Tackle Fishing, Live Bait Fishing, Trolling

Types of Fishing

Flats, Inshore, Nearshore

Start Location

2414 Southeast 15th Terrace, Cape Coral, FL 33990, USA | Bodies of water fished: Estero Bay, Boca Grande Pass, Fort Myers Beach

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