Jawbreaker Fishing Charters

Gulfport, Florida
Offshore Drag Ripper

About Your Guide

Chris Sheffield

Independent Guide 32 years of exp.
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!

About Your Guide

Chris Sheffield

Independent Guide 32 years of exp.
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!
Scroll for more

Jawbreaker Fishing Charters Trips

Choose a trip to get started
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Gulfport

Gulfport Combo Classic

100% (4)
31 ft 1 - 6 People From $850
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Gulfport

Offshore Drag Ripper

100% (4)
31 ft 1 - 6 People From $1,970

Don't see what you're looking for?

Contact us to create a custom trip for you and your group.

Contact Us

Recent Reviews of Jawbreaker Fishing Charters

5.0
based on 4 reviews

Alex

Verified Review

Chris and Daniel were awesome. Caught a lot of fish and had a lot of fun. Provided rods and a variety of bait. Went on the 6 hour trip and it was plenty. If you want bigger fish then maybe go for the 8 hour

Alex

Verified Review

Chris and Daniel were awesome. Caught a lot of fish and had a lot of fun. Provided rods and a variety of bait. Went on the 6 hour trip and it was plenty. If you want bigger fish then maybe go for the 8 hour
Scroll for more

Marty

Verified Review

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.

Marty

Verified Review

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.
Scroll for more

Seth

Verified Review

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

Seth

Verified Review

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

Julian

Verified Review

AMAZING TRIP

Julian

Verified Review

AMAZING TRIP
Scroll for more

Potential Target Species

Color-coded seasonality below is based on .
January February March April May June July August September October November December
Amberjack
Good
Good
Good
Good
Great
Great
Great
Great
Great
Good
Good
Good
Barracuda
Great
Great
Great
Good
Good
Good
Good
Good
Good
Good
Good
Good
Black Grouper
Good
Good
Good
Good
Great
Great
Great
Great
Great
Great
Great
Great
Bonito
Good
Good
Good
Good
Great
Great
Great
Great
Good
Good
Good
Good
Gag Grouper
Good
Good
Good
Great
Great
Great
Great
Good
Good
Good
Good
Good
Goliath Grouper
Good
Good
Great
Great
Good
Good
Good
Good
Not Ideal
Not Ideal
Good
Good
Hogfish
Good
Good
Good
Great
Great
Great
Good
Good
Good
Good
Good
Good
Kingfish
Great
Great
Great
Good
Good
Good
Good
Good
Good
Good
Good
Great
Red Snapper
Good
Good
Good
Great
Great
Great
Great
Great
Great
Great
Good
Good
Sailfish
Great
Good
Good
Great
Great
Good
Good
Good
Good
Good
Great
Great
Skipjack Tuna
Good
Good
Good
Good
Great
Great
Great
Good
Good
Good
Good
Good
Spanish Mackerel
Not Ideal
Not Ideal
Not Ideal
Good
Good
Great
Great
Great
Great
Good
Good
Not Ideal
Scroll for more
  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

Techniques

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

Need a Place to Stay?

Jawbreaker Fishing Charters Photo Gallery

Offshore Drag Ripper
November 8th, 2023
Gulfport, Florida
Gulfport Combo Classic
February 15th, 2023
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Gulfport Combo Classic
May 19th, 2022
Gulfport, Florida
Book Now