Jawbreaker Fishing Charters in Gulfport, Florida

Guided by Chris Sheffield

Deep Sea Nearshore

About Your Guide

32 Years of Experience

Captain Chris has been fishing the waters of Florida for more than 35 years and love showing clients everything he knows about the Gulf. More than anything, he wants to have a good time out on the water, enjoy the thrill of the sport, and help you get hooked on a trophy fish! Captain Chris is dedicated to making great memories with new friends, so book a trip today!

Jawbreaker Fishing Charters Trips

Climb aboard with Captain Chris for a true fish-bite bonanza! This nearshore adventure offers the opportunity to target many species off the coast of Gulfport, FL, including delicious eating fish such as Grouper and Snapper, alongside famous gamefish such as Amberjack, Barracuda, Mackerel and Bonito. Who knows, you may even catch a glimpse of the massive Goliath Groupers that patrol these waters. Captain Chris’ 31’ Wellcraft can comfortably fit up to six guests, and the twin Suzukis on the back provide a smooth ride as you glide through the waves. On this trip, you will employ a number of skills including Trolling, Bottom Fishing, Drift Fishing, Heavy Tackle, Jigging, and Light Tackle. Captain Chris is an experienced angler who can help perfect your technique if you are a beginner, making this a great family trip. Regardless, this adventure is open to anglers of all experience levels. Captain Chris will provide you with just about everything you need, including top-quality rods, reels bait, and tackle; the only things you need to bring are snacks, water, sunscreen, and proper clothing. This trip is an amazing opportunity and you’re sure to have a blast! Read More

Deep Sea, Nearshore Fishing Charter in Gulfport

Gulfport Combo Classic

100% (7)
31 ft 1 - 6 People From $142 / person

Are you looking to spend a day out on the beautiful blue waters of the Gulf while reeling in some hefty fish? This trip might just be for you! Captain Chris and his 31’ Wellcraft are ready to take up to 6 guests out for a full day searching offshore for Bonito, Sailfish, Kingfish, and Skipjack Tuna. He will cater to all your requests, including the species of fish you want to target. So set out with an experienced and fun-loving guide who will keep ‘em coming over the rail! Captain Chris' 31’ Wellcraft is powered by twin 300HP Suzukis that'll make for a smooth ride during your full-day voyage. It comes equipped with a large fish cooler for all your catches, which Captain Chris will clean and bag when you return to the dock. On this trip you will be Trolling, Bottom Fishing, Drift Fishing, Jigging, and using both Heavy and Light Tackle. Captain Chris provides all the equipment necessary as well as a wealth of knowledge on fishing technique. If you want him to give pointers, he is more than willing. This trip includes everything you need, except for food and drink. If you are over 21, feel free to bring an adult beverage to sip on, but please don’t bring any glass. Captain Chris provides everything else from fishing licenses to sunscreen. Come prepared for an incredible journey with a knowledgeable guide! Read More

Deep Sea Fishing Charter in Gulfport

Offshore Drag Ripper

100% (6)
31 ft 1 - 6 People From $328 / person

Recent Reviews of Jawbreaker Fishing Charters


Verified Review Fishing

The weather was rough but we really wanted to go. Captain Chris said that if we were willing he'd give it a go. He and first mate Taylor put us on fish and filled the cooler and really made the whole trip a very special day for my family and took great care of us. We would recommend these two anytime.


Verified Review Fishing

Capt. Chris, and Jack were above and beyond professionals! Can’t wait to join them for another adventure.

John D.


Had a great day with Captain Chris and Jack on the Jawbreaker. Caught many fish at many spots today.

Carolyn B.


Had a great day fishing! Thanks to Chris and Jack for the local dining recommendations! Jack, the margaritas were awesome!


Verified Review Fishing


Devon H.


Had a great time and was able to catch a king and Spanish mackerel along with a few snapper.

Rachel L.


HIGHLY RECOMMEND! Five star all around!! I originally booked a 6 hour tour- but unfortunately due to weather we had to turn in and we weren’t able to go out as far as originally planned. I was VERY impressed that Captain Will and first mate Chris were experienced and honest enough to navigate us to the best fishing spots to target the specific species I wanted (hog fish) AND brought us back right in time to dodge the storm. Other companies might have told us the storm wouldn’t have been too bad so they could keep the 6 hour payment rather than refunding me for the other two hours. Our safety was made a priority and I am truly grateful. Will and Chris were super tentative and helpful. They both work great together and really hustled to make sure we hit multiple spots even with limited time. I live on Clearwater Beach with dozens and dozens of different fishing charter companies to choose from. Gulfport is about a 45 minute drive from my home- but, I will certainly be making the trip back to Gulfport to do another. Despite the dense fishing charter population right in my backyard. Highly recommend. These guys are the real deal and know what they’re doing!

Richard F.


My two kids have fished a lot in their lives, but had never been deep sea fishing. Captain Chris and make John we’re awesome, I could not have asked for a better Duo for their first experience.. I would recommend them to anyone weather they are a seasoned fisherman or first timers


Amberjack, Barracuda, Black Grouper, Bonito, Gag Grouper, Goliath Grouper, Hogfish, Kingfish, Red Snapper, Sailfish, Skipjack Tuna, Spanish Mackerel


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

Types of Fishing

Deep Sea, Nearshore

Start Location

4630 29th Avenue South, Gulfport, FL 33711, United States | Bodies of water fished: Gulf Of Mexico, St. Pete Beach

Jawbreaker Fishing Charters Photo Gallery

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