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!



Select date to see available trips and rates:

  • Private trip
    Half Day Trip
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 AM
    US $850
    This trip is a great option for families with kids or anglers looking to learn more about local fishing. You'll have enough time to troll and bottom fish in the nearshore waters for species like Snapper, Grouper, Spanish and King Mackerel.
    Targeted fish
    Cobia
    Cobia
    Snapper (Mangrove)
    Mangrove Snapper
    Grouper (Red)
    Red Grouper
    Hogfish
    Hogfish
    Grunt
    Grunt
  • Private trip
    5 Hour Trip
    FREE Cancellation 3 days notice
    5 Hour Trip, starts at 8:00 AM
    US $950
    Five hours of fishing starting at 8:00 a.m.
  • Private trip
    3/4 Day
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 8:00 AM
    US $1,100
    This extended half-day will allow for 6 hours of action on the water. You'll get a chance to explore waters a bit farther offshore and try your hand at both bottom fishing and trolling. You'll be targeting Snapper, Grouper, Hogfish, Spanish and King Mackerel, Cobia, Triple Tail, and Shark.
  • Private trip
    Full Day Trip
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 8:00 AM
    US $1,650
    Spend a full day exploring the rich local fishery. You'll be bottom fishing or trolling, depending on which species you'd like to go after. Some of the species you'll be able to target are Snapper, Grouper, Amberjack, Hogfish, Cobia, Triple Tail, Barracuda, Shark Spanish, and King Mackerel.
  • Private trip
    10 Hour Trip – Custom
    FREE Cancellation 3 days notice
    10 Hour Trip, starts at 8:00 AM
    US $1,850
    If you're looking to fish until you drop, chasing the catch you've been dreaming of than these extended, custom trips are the way to go. Customized fishing trips allow you to target specific species of your choice such as Kingfish, Mahi Mahi, Cobia, and Amberjack.
  • Private trip
    12 Hour Charter
    FREE Cancellation 3 days notice
    12 Hour Trip, starts at 8:00 AM
    US $2,100
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FAQs about Jawbreaker Fishing Charters

Jawbreaker Fishing Charters offers the following trips to customers:
  • US $850 per group - Half Day Trip (4 hours)
  • US $950 per group - 5 Hour Trip (5 hours)
  • US $1,100 per group - 3/4 Day (6 hours)
  • US $1,650 per group - Full Day Trip (8 hours)
  • US $1,850 per group - 10 Hour Trip – Custom (10 hours)
  • US $2,100 per group - 12 Hour Charter (12 hours)

When you book a trip with Jawbreaker Fishing Charters, you can expect the following amenities onboard:
  • GPS
  • Fishfinder
  • Live Bait Well
  • Ice Box
  • Radar

Trips booked with Jawbreaker Fishing Charters include:
  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Drinks
  • First Mate (Works for tips, 15-20% gratuity appreciated)
  • Fishing License

Jawbreaker Fishing Charters offers the following types of fishing:
  • Nearshore Fishing
  • Offshore Fishing
  • Reef Fishing
  • Wreck Fishing

Jawbreaker Fishing Charters offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Jigging
  • Drift Fishing
  • Kite Fishing
  • Deep Sea Fishing

Top targeted fish species with Jawbreaker Fishing Charters include:
  • Amberjack
  • Barracuda (Great)
  • Cobia
  • Dolphin (Mahi Mahi)
  • Grouper (Gag)
  • Hogfish
  • King Mackerel (Kingfish)
  • Shark (Blacktip)
  • Snapper (Lane)
  • Snapper (Mangrove)
  • Snapper (Red)
  • Snapper (Yellowtail)

Meet the Captain

Chris Sheffield
Gulfport, Florida, United States
ID & license verified
33 Customer reviews
Response time within an hour
Member since August 2019
I've been fishing and diving Florida waters for over 35 years. After spending many years trolling the Atlantic, I discovered the joys of bottom fishing in the Gulf. The variety of fish and excellent table fare of fishing reefs and wrecks in the Gulf cannot be beat. As an avid spearfisher and diver, I have enjoyed exploring the ocean floor from the Caribbean to the Hawaiian Islands, and have found no better place to fish or dive than our own Gulf waters. It's a lifelong passion of mine so I decided to turn my passion into a career and have enjoyed every minute of it.

About this listing

Targeted species

Amberjack Amberjack
Barracuda (Great) Great Barracuda
Cobia Cobia
Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)

Boat specs

Wellcraft (Center console) originally built in 1994, and restored in 2017. Powered by 2 300HP Suzuki engines, with a maximum cruising speed of 45 knots.

Length
32 ft
Capacity
6 persons

Types of fishing

Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing

Fishing techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Drift Fishing
Kite Fishing
Deep Sea Fishing

Amenities

GPS
Fishfinder
Live Bait Well
Ice Box
Radar

Trip includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Drinks
First Mate
Works for tips, 15-20% gratuity appreciated
Fishing License

Cancellation policy

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

Listing policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed

Payment

Book with 10% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

Cash
Visa
Mastercard
American Express
When paying the remaining balance with a credit card, an additional 3% charge will apply.

Gulfport Fishing Calendar

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Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 33 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
4.8 / 5
Photos & videos by reviewers (43)
Another great time
Another great time
Another great time
+40
Angler rating
26
3
0
0
0
Anglers claimed
Good experience
96%
Friendly captain
100%
Recommend this charter
88%
Appropriate for children
96%
Satisfied with the boat
100%
Caught fish
92%
Sort by:
Featured  
Showing:
5 of 33 reviews
Ralph K.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Another great time

VERIFIED   NEW  10 Hour Trip – Custom on March 3, 2024
This was our second trip with Captain Chris and his boat Jawbreaker2. He put us on so much fish. As soon as it slowed he was...
Ralph K. recommends Jawbreaker Fishing Charters
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Ralph K. recommends Jawbreaker Fishing Charters
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Jerid W.
Excellent
4.7 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Very good
4.0 / 5
Overall

Fishing with Chris

VERIFIED   3/4 Day on April 6, 2023
Jerid W. recommends Jawbreaker Fishing Charters
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Jerid W. recommends Jawbreaker Fishing Charters
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Josef W.
Tampa, Florida
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Caught our Limit

VERIFIED   5 Hour Trip on April 8, 2023
We had a great 5 hours heading out about 15 miles. First bottom fishing where we caught snapper and grouper . Then went trolling...
Josef W. recommends Jawbreaker Fishing Charters
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  Chris Sheffield Captain replied

Paul M.
Tampa, Florida
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Full day trip

VERIFIED   3/4 Day on July 6, 2023
Captain Chris and Jack did a great job getting us on fish and taking care of us on our trip. Would use again.
Paul M. recommends Jawbreaker Fishing Charters
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  Chris Sheffield Captain replied

Rick M.
Perry, MI
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
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...
Rick M. recommends Jawbreaker Fishing Charters
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  Chris Sheffield Captain replied