Jawbreaker Fishing Charters 

4.9/5 (39 reviews)
 4630 29th Avenue South, Gulfport, FL 33711, United States
4.9/5 (39 reviews)
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4630 29th Avenue South
Gulfport, FL, United States

Jawbreaker Fishing Charters has been providing customers of all ages and experience levels with an exceptional offshore experience for over 15 years. Located in Gulfport, FL the charter is only a short drive away for all anglers in Clearwater, Tampa Bay, and other surrounding areas. Whether you’re a novice or a seasoned angler, Captain Chris Sheffield will have a private fishing trip designed for your level of experience.

So if you want to spend some relaxing time on the water with family and friends and target whatever’s biting that day, you’ll be able to do just that. On the other hand, anglers who want to pursue a specific fish can book one of the charter’s longer trips and go after the catch of a lifetime!

You will spend the day aboard the Jawbreaker II, a 32’ Wellcraft with all the amenities needed for a great day of fishing. The Jawbreaker II is equipped with a hardtop to escape the sun, comfortable seating, plenty of space for fishing, and cold storage for your drinks and food. It also features a live well, radar, GPS and fish finding equipment. The boat is fully equipped with all required USCG safety equipment.

The captain will provide you with all the gear you’ll need to fish. Rods & reels are all top of the line, you’ll be using custom Star rods and top-notch Penn reels. If you’ll be using live bait on your trip, this too will be taken care of by the captain ahead of time at no extra cost. Fishing licenses are also covered by the charter, so no need to worry about getting one ahead of time.

All you need to bring with you are drinks, snacks, sunscreen, and sunglasses. After this short checklist has been taken care of, you’ll be ready to get on the water.

So set aside a date and book your trip with Jawbreaker Fishing Charters for a great fishing experience!

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Customer reviews

Rating summary

4.9/5
out of 5 stars from 39 reviews
Boat
5.0/5
Crew
5.0/5
Experience
4.8/5

Photos & videos by reviewers (51)

Great times!
Fantastic Trip!
Great Captain, Crew and Fishing Trip
+48

Angler rating

32
3
0
0
0

Anglers claimed

Good experience

96%

Appropriate for children

96%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

90%

Caught fish

93%

Showing 1 - 5 of 39 reviews
Showing: 5 of 39 reviews
Ethan R.
Ethan R.
5.0/5

Mar 22, 2025

3/4 Day

Great times!

VERIFIED

Captain Chris is very accommodating and friendly. He will definitely put you on fish. Tyler is a great help on deck. We had so much fun fishing with them.

Captain Chris is very accommodating and friendly. He will definitely put you on fish. Tyler is a great help on deck. We had so...  

Review media 0
 Ethan R. recommends Jawbreaker Fishing Charters
 Ethan R. recommends Jawbreaker Fishing Charters

Squirrel M.
Squirrel M.
5.0/5

Apr 2, 2025

3/4 Day

Fishing with Chris

VERIFIED

 

Captain replied
 Squirrel M. recommends Jawbreaker Fishing Charters
 Squirrel M. recommends Jawbreaker Fishing Charters
undefined (The Captain)
Replied on April 3, 2025
Thanks Squirrel. We really enjoyed having you and your son on the boat today. Come back anytime

Rick M.
Rick M.

Perry, MI

5.0/5

Mar 28, 2023

3/4 Day

Fish Tacos

VERIFIED

A friend and I took the boys out to get some fish for fish Tacos. Well we will be eating tacos for days. We had an awesome day on the water. Caught fish after fish. If they stopped biting Captian Chris was on the move to the next hot spot. We caught plenty for tacos and then went trolling for kings. Within seconds of getting the trolling lines down we had on a double. We proceeded to catch a king on every pass till we said that’s good enough. I will be booking with him again the next time we come to Florida.

A friend and I took the boys out to get some fish for fish Tacos. Well we will be eating tacos for days. We had an awesome day...  

Captain replied
 Rick M. recommends Jawbreaker Fishing Charters
 Rick M. recommends Jawbreaker Fishing Charters
undefined (The Captain)
Replied on March 28, 2023
What a great day to be fishing on the Gulf. Weather was perfect and the bite was on🔥. Thanks to Rick and the gang for a memorial fishing trip. You guys were the best.
Review media 0

Jerid W.
Jerid W.
4.7/5

Apr 6, 2023

3/4 Day

Fishing with Chris

VERIFIED

 

Captain replied
 Jerid W. recommends Jawbreaker Fishing Charters
 Jerid W. recommends Jawbreaker Fishing Charters
undefined (The Captain)

Jeff F.
Jeff F.
5.0/5

Apr 1, 2024

5 Hour Trip

Great Captain, Crew and Fishing Trip

VERIFIED

This trip was great and would highly recommend. The captain and crew were very hospitable and took care of everything for myself and my family. They take you to spots were the fishing is good and go the extra mile to accommodate your needs. I appreciate all they did and would recommend this trip to anyone looking to have a fun time fishing!

This trip was great and would highly recommend. The captain and crew were very hospitable and took care of everything for myself...  

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Review media 5
 Jeff F. recommends Jawbreaker Fishing Charters
 Jeff F. recommends Jawbreaker Fishing Charters

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
August 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Half Day Trip
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
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US $850 
Entire boat: up to 6 people
5 Hour Trip
FREE Cancellation 3 days notice
5 Hour Trip, starts at 8:00 AM
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US $950 
Entire boat: up to 6 people
3/4 Day
FREE Cancellation 3 days notice
6 Hour Trip, starts at 8:00 AM
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US $1,100 
Entire boat: up to 6 people
Full Day Trip
FREE Cancellation 3 days notice
8 Hour Trip, starts at 8:00 AM
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US $1,650 
Entire boat: up to 6 people
10 Hour Trip – Custom
FREE Cancellation 3 days notice
10 Hour Trip, starts at 8:00 AM
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US $1,850 
Entire boat: up to 6 people
12 Hour Charter
FREE Cancellation 3 days notice
12 Hour Trip, starts at 8:00 AM
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US $2,100 
Entire boat: up to 6 people
There are 2 people looking at this charter.

Customer reviews

Rating summary

4.9/5
out of 5 stars from 39 reviews
Boat
5.0/5
Crew
5.0/5
Experience
4.8/5

Photos & videos by reviewers (51)

Great times!
Fantastic Trip!
Great Captain, Crew and Fishing Trip
+48

Angler rating

32
3
0
0
0

Anglers claimed

Good experience

96%

Appropriate for children

96%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

90%

Caught fish

93%

Showing 1 - 5 of 39 reviews
Showing: 5 of 39 reviews
Ethan R.
Ethan R.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great times!

VERIFIED

3/4 Day on March 22, 2025

Captain Chris is very accommodating and friendly. He will definitely put you on fish. Tyler is a great help on deck. We had so much fun fishing with them.

Captain Chris is very accommodating and friendly. He will definitely put you on fish. Tyler is a great help on deck. We had so much fun fishing with them.  

Review media 0
 Ethan R. recommends Jawbreaker Fishing Charters

Squirrel M.
Squirrel M.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Fishing with Chris

VERIFIED

3/4 Day on April 2, 2025

 

 Squirrel M. recommends Jawbreaker Fishing Charters
undefined (The Captain)
Replied on April 3, 2025
Thanks Squirrel. We really enjoyed having you and your son on the boat today. Come back anytime

Rick M.
Rick M.

Perry, MI

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Fish Tacos

VERIFIED

3/4 Day on March 28, 2023

A friend and I took the boys out to get some fish for fish Tacos. Well we will be eating tacos for days. We had an awesome day on the water. Caught fish after fish. If they stopped biting Captian Chris was on the move to the next hot spot. We caught plenty for tacos and then went trolling for kings. Within seconds of getting the trolling lines down we had on a double. We proceeded to catch a king on every pass till we said that’s good enough. I will be booking with him again the next time we come to Florida.

A friend and I took the boys out to get some fish for fish Tacos. Well we will be eating tacos for days. We had an awesome day on the water. Caught fish after fish. If they stopped biting Captian Chris was on the move to the next hot spot. We caught plenty for tacos and then went trolling for kings. Within seconds of getting the trolling lines down we had on a double. We proceeded to catch a king on every pass till we said that’s good enough. I will be booking with him again the next...  

 Rick M. recommends Jawbreaker Fishing Charters
undefined (The Captain)
Replied on March 28, 2023
What a great day to be fishing on the Gulf. Weather was perfect and the bite was on🔥. Thanks to Rick and the gang for a memorial fishing trip. You guys were the best.
Review media 0

Jerid W.
Jerid W.
4.7/5

Experience:

5.0/5

Boat

5.0/5

Crew

4.0/5

Overall

Fishing with Chris

VERIFIED

3/4 Day on April 6, 2023

 

 Jerid W. recommends Jawbreaker Fishing Charters
undefined (The Captain)

Jeff F.
Jeff F.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great Captain, Crew and Fishing Trip

VERIFIED

5 Hour Trip on April 1, 2024

This trip was great and would highly recommend. The captain and crew were very hospitable and took care of everything for myself and my family. They take you to spots were the fishing is good and go the extra mile to accommodate your needs. I appreciate all they did and would recommend this trip to anyone looking to have a fun time fishing!

This trip was great and would highly recommend. The captain and crew were very hospitable and took care of everything for myself and my family. They take you to spots were the fishing is good and go the extra mile to accommodate your needs. I appreciate all they did and would recommend this trip to anyone looking to have a fun time fishing!  

Review media 0
Review media 1
Review media 2
Review media 3
Review media 4
Review media 5
 Jeff F. recommends Jawbreaker Fishing Charters

FAQs about Jawbreaker Fishing Charters

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The fish you can target

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What is the boat like?

Boat Image
Boat category
Center console boats
Capacity
6 persons
Boat length
32 ft
Year built
1994
Restored in
2017
Boat manufacturer
Wellcraft
Boat type
Center console

Engine model
Suzuki
Powered by
2 x 300HP
Max cruising speed
45 knots
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What’s biting in Gulfport right now

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