Playing Catch Charters 

5.0/5 (12 reviews)
 
State licensed
 100 Old Ferry Road, Shalimar, FL 32579, United States

Playing Catch Charters 

Up to 9 miles
Shalimar, FL, United States
23 ft
5
5.0/5 (12 reviews)

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Welcome to Playing Catch Charters! Here, you will find family-friendly fishing and experienced charters of top quality in the Emerald Coast. Playing Catch Charters prides itself on safety measures and knowing how to provide excellent services and memories to all clients.

Captain Matt is a local native of Okaloosa County and has been fishing the pristine waters of Northwest Florida his entire life. He offers inshore and nearshore private fishing charters for groups of up to 6 occupants, as well as crab island excursions, dolphin tours, catch and release trips, and sunset cruises.

At Playing Catch, you can expect a comfortable ride on board the 2019 23' Sportsman Masters. To include a top-of-the-line Garmin GPS and Fish Finder, Minn Kota Spot-Lock Trolling motor, T-top for shade, onboard port-a-potty upon request, premium sound system, dual 25 gallon live wells, extra large fish box, and room for you to bring your cooler for your food/drinks of choice. 

When on board Playing Catch, you can expect a variety of species, including but not limited to Speckled Trout, Redfish, Mangrove Snapper, Flounder, Sheepshead, Black Drum, Spanish Mackerel, Bluefish, King Mackerel, Red Snapper, Bonito, Mahi, Scamp, and Grouper. Remember that targeted fish depend upon designated state and local seasons.

Playing Catch Charters provides all bait, tackle, life preservers, fuel, licensing, and fish cleaning!

Welcome to Playing Catch Charters! Here, you will find family-friendly fishing and experienced charters of top quality in the Emerald Coast. Playing Catch Charters prides itself on safety measures and knowing how to provide excellent services and memories to all clients.

Captain Matt is a local native of Okaloosa County and has been fishing the pristine waters of Northwest Florida his entire life. He offers inshore and nearshore private fishing charters for groups of up to 6 occupants, as well as crab island excursions, dolphin tours, catch and release trips, and sunset cruises.

At Playing Catch, you can expect a comfortable ride on board the 2019 23' Sportsman Masters. To include a top-of-the-line Garmin GPS and Fish Finder, Minn Kota Spot-Lock Trolling motor, T-top for shade, onboard port-a-potty upon request, premium sound system, dual 25 gallon live wells, extra large fish box, and room for you to bring your cooler for your food/drinks of choice. 

When on board Playing Catch, you can expect a variety of species, including but not limited to Speckled Trout, Redfish, Mangrove Snapper, Flounder, Sheepshead, Black Drum, Spanish Mackerel, Bluefish, King Mackerel, Red Snapper, Bonito, Mahi, Scamp, and Grouper. Remember that targeted fish depend upon designated state and local seasons.

Playing Catch Charters provides all bait, tackle, life preservers, fuel, licensing, and fish cleaning!

Matthew Cawthon
Captain
Matthew Cawthon
7 years of experience
ID & credentials verified
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
July 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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4 hr Gulf Offshore Shared
Non-refundable
4 hour trip starts at 7:00 AM
Seasonal trip
Jun 1 - Jul 31
Redfish
Grouper (Gag)
Bonito
Flounder
+2
US $650
Shared tour: 2 people
5 hr Gulf Offshore Shared
Non-refundable
5 hour trip starts at 7:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
Dolphin (Mahi Mahi)
King Mackerel (Kingfish)
Snapper (Red)
Snapper (Mangrove)
+8
US $750
Shared tour: 2 people
2 Hour Trip – Kids
Non-refundable
2 hour trip starts at 4:00 PM
Seasonal trip
Jun 1 - Jul 30 (Mon, Tue, Wed, Thu, Fri)
Snapper (Mangrove)
Spanish Mackerel
Catfish
US $550
Entire boat: up to 4 people
3 Hour Trip – Kids Fun (AM)
Non-refundable
3 hour trip starts at 4:00 PM
Seasonal trip
Jun 1 - Jul 30 (Mon, Tue, Wed, Thu, Fri)
Snapper (Mangrove)
Catfish
Perch (Silver)
US $675
Entire boat: up to 4 people
3 Hour Trip – Kids Fun (PM)
Non-refundable
3 hour trip starts at 4:15 PM
Seasonal trip
Jun 1 - Jul 30 (Mon, Tue, Wed, Thu, Fri)
Snapper (Mangrove)
Ladyfish
Spanish Mackerel
Catfish
+1
US $675
Entire boat: up to 4 people
4 Hour Trip – Inshore (AM)
Non-refundable
4 hour trip starts at 6:00 AM
Seasonal trip
Jun 1 - Jul 30 (Mon, Tue, Wed, Thu, Fri)
Snapper (Mangrove)
Redfish
Spanish Mackerel
Flounder
+2
US $750
Entire boat: up to 4 people
4 Hour Trip – Inshore (PM)
Non-refundable
4 hour trip starts at 3:30 PM
Seasonal trip
Jun 10 - Jul 28 (Mon, Tue, Wed, Thu, Fri)
Snapper (Mangrove)
Redfish
Sheepshead
US $750
Entire boat: up to 4 people
5 Hour Trip – Inshore
Non-refundable
5 hour trip starts at 6:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri)
Snapper (Mangrove)
Redfish
Spanish Mackerel
Flounder
+1
US $900
Entire boat: up to 4 people
4 Hour Trip – Gulf Fishing
Non-refundable
4 hour trip starts at 6:00 AM
Seasonal trip
Jan 20 - Oct 28 (Mon, Tue, Wed, Thu, Fri)
King Mackerel (Kingfish)
Snapper (Mangrove)
Spanish Mackerel
Snapper (Vermilion)
US $1,000
Entire boat: up to 4 people
6 Hour Trip – Inshore
Non-refundable
6 hour trip starts at 6:00 AM
Seasonal trip
Jun 1 - Jul 27 (Mon, Tue, Wed, Thu, Fri)
Snapper (Mangrove)
Redfish
Spanish Mackerel
Flounder
+2
US $1,000
Entire boat: up to 4 people
5 Hour Trip – Gulf Fishing
Non-refundable
5 hour trip starts at 6:00 AM
Seasonal trip
Jan 20 - Oct 28 (Mon, Tue, Wed, Thu, Fri, Sat)
Amberjack
King Mackerel (Kingfish)
Spanish Mackerel
Bonito
+3
US $1,200
Entire boat: up to 4 people
6 Hour Trip – Gulf Fishing
Non-refundable
6 hour trip starts at 6:00 AM
Seasonal trip
Jan 20 - Oct 28
Amberjack
King Mackerel (Kingfish)
Snapper (Red)
Snapper (Mangrove)
+5
US $1,400
Entire boat: up to 4 people
8 Hour Trip – Gulf Fishing
Non-refundable
8 hour trip starts at 6:00 AM
Seasonal trip
Jan 20 - Oct 28
Dolphin (Mahi Mahi)
King Mackerel (Kingfish)
Snapper (Red)
Snapper (Mangrove)
+5
US $1,750
Entire boat: up to 4 people
There are 4 people looking at this charter.

Customer reviews

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Rating

5.0
12 reviews
5.0
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (17)

All reviews (12)

Frequently mentioned
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Showing 15 of 12 reviews
Mike Carley
Mike Carley
Repeat angler
us
Illinois, US
Member since 2022
2 trips
5.0
Verified
New
Been several times and it’s always amazing!!
3 Hour Trip – Kids Fun (PM) on June 30, 20263 adults

We have the best time with Matt and had some great catches!

Reported catch:
Mangrove Snapper
Steve Holley
Steve Holley
us
Alabama, US
Member since 2025
5.0
Verified
July fishing trip
6 Hour Trip – Inshore on July 18, 20252 adults

Reported catch:
Redfish
Jeff Fleck
Jeff Fleck
us
Ohio, US
Member since 2025
5.0
Verified
Great inshore/offshore charter in the panhandle!
6 Hour Trip – Gulf Fishing on June 4, 20253 adults

I would recommend him if you’re in the Destin area. Very knowledgeable and worked hard to put fish in the boat. He has high quality equipment for every type of fish in the gulf. We caught a lot of fish, even when the weather wouldn’t cooperate. Matt is very personable and is a great fishing charter for all experience levels. His hard work and dedication made memories for a lifetime for our family.

Reported catch:
Red Snapper
Amberjack
Mangrove Snapper
Gag Grouper
Michael Ramsey
Michael Ramsey
us
Alabama, US
Member since 2025
5.0
Verified
Slow day on snapper bites till the last spot & then everything shows up
6 Hour Trip – Gulf Fishing on June 9, 20255 adults

Caught fish all day had an absolute blast and there was 5 of us & every 1 had a big time & will be back next year if not sooner, thank Cap. We enjoyed it

Matthew Cawthon
Response from Captain

Thank you Michael y’all did a great job. I’m glad the fish we were looking for decided to come out and play towards the end of the trip!

Daniel Pitstick
Daniel Pitstick
Repeat angler
us
Ohio, US
Member since 2022
2 trips
5.0
Verified
April fishing trip
5 Hour Trip – Inshore on April 17, 20253 adults

Captain Mark worked hard to find fish and ultimately put us on fish, and was patient teaching my teen age boys.

Matthew Cawthon
Response from Captain

Dan, It was my pleasure having you and the family down for a fun day. You all did great and I am happy we were able to overcome a tough bite and finally make it happen. Looking forward to seeing y’all again. Capt. Matt

FAQs about Playing Catch Charters

Playing Catch Charters offers the following trips to customers:
  • US $325 per person - 4 hr Gulf Offshore Shared (4 hours)
  • US $375 per person - 5 hr Gulf Offshore Shared (5 hours)
  • US $550 per group, additional US $100 per person after 4 guests - 2 Hour Trip – Kids (2 hours)
  • US $675 per group, additional US $100 per person after 4 guests - 3 Hour Trip – Kids Fun (AM) (3 hours)
  • US $675 per group, additional US $100 per person after 4 guests - 3 Hour Trip – Kids Fun (PM) (3 hours)
  • US $750 per group, additional US $100 per person after 4 guests - 4 Hour Trip – Inshore (AM) (4 hours)
  • US $750 per group, additional US $100 per person after 4 guests - 4 Hour Trip – Inshore (PM) (4 hours)
  • US $900 per group, additional US $100 per person after 4 guests - 5 Hour Trip – Inshore (5 hours)
  • US $1,000 per group, additional US $100 per person after 4 guests - 4 Hour Trip – Gulf Fishing (4 hours)
  • US $1,000 per group, additional US $100 per person after 4 guests - 6 Hour Trip – Inshore (6 hours)
  • US $1,200 per group, additional US $100 per person after 4 guests - 5 Hour Trip – Gulf Fishing (5 hours)
  • US $1,400 per group, additional US $100 per person after 4 guests - 6 Hour Trip – Gulf Fishing (6 hours)
  • US $1,750 per group, additional US $100 per person after 4 guests - 8 Hour Trip – Gulf Fishing (8 hours)
When you book a trip with Playing Catch Charters, you can expect the following amenities onboard:
  • Toilet
  • GPS
  • Fishfinder
  • Live bait well
  • Wireless trolling motor
  • Ice box
Trips booked with Playing Catch Charters include:
  • Rods, reels & tackle
  • Lures
  • Catch cleaning & filleting
  • Fishing license
Playing Catch Charters offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing
  • Reef fishing
  • Wreck fishing
  • Flats fishing
  • Backcountry fishing
Playing Catch Charters offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Bottom fishing
  • Trolling
  • Spinning
  • Jigging
  • Deep sea fishing
Top targeted fish species with Playing Catch Charters include:
  • Bonito
  • Dolphin (Mahi Mahi)
  • Flounder
  • Grouper (Gag)
  • King Mackerel (Kingfish)
  • Redfish
  • Sheepshead
  • Snapper (Mangrove)
  • Snapper (Red)
  • Snapper (Vermilion)
  • Spanish Mackerel
  • Speckled Trout

Your captain

Matthew Cawthon
Matthew Cawthon
Matthew Cawthon

Shalimar, Florida, United States

ID & license verified
12 Customer reviews
Typical response within an hour
Member since March 2022

I am a native of Northwest Florida and have a lifelong passion for being on the water with friends and family. I aim to share my love for fishing and growing the sport.

ID & license verified
12 Customer reviews
Typical response within an hour
Member since March 2022

I am a native of Northwest Florida and have a lifelong passion for being on the water with friends and family. I aim to share my love for fishing and growing the sport.

The fish you can target

Skipjack
Skipjack
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Flounder
Flounder
Gag Grouper
Gag Grouper
King Mackerel (Kingfish)
King Mackerel (Kingfish)
Redfish
Redfish
Sheepshead
Sheepshead
Mangrove Snapper
Mangrove Snapper
Red Snapper
Red Snapper
Vermilion Snapper
Vermilion Snapper
Spanish Mackerel
Spanish Mackerel
Speckled Trout
Speckled Trout
Skipjack
Skipjack
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Flounder
Flounder
Gag Grouper
Gag Grouper
King Mackerel (Kingfish)
King Mackerel (Kingfish)

What is the boat like?

Boat image
Boat category
Center console boats
Capacity
5 persons
Boat length
23 ft
Year built
2019
Boat manufacturer
Sportsman
Boat type
Center console
Engine model
Yamaha
Powered by
1 x 200HP
Max cruising speed
40 knots

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing
Flats Fishing
Backcountry Fishing

Which fishing techniques you can try

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

Which amenities are available onboard

Toilet
GPS
Fishfinder
Live bait well
Wireless trolling motor
Ice box

What’s included in the trip price

Rods, reels & tackle
Lures
Catch cleaning & filleting
Fishing license

How cancellations work

Deposit non-refundable

If it is unsafe to travel, you may still cancel free of charge or change the date(s) of your booking.

More details

What the listing policies are

Pickup not included

Transfer to/from departure site is not included in trip rates.

Child friendly
No smoking
You keep catch
Catch and release allowed

How you can pay

Book with 20% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 20% 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

 PayPal

What’s biting in Shalimar right now

BonitoBonito
Dolphin (Mahi Mahi)Dolphin (Mahi Mahi)
FlounderFlounder
Grouper (Gag)Grouper (Gag)
King Mackerel (Kingfish)King Mackerel (Kingfish)
RedfishRedfish
SheepsheadSheepshead
Snapper (Red)Snapper (Red)
Snapper (Vermilion)Snapper (Vermilion)
Spanish MackerelSpanish Mackerel
Speckled TroutSpeckled Trout

Compare similar fishing charters

Current
Playing Catch Charters
Playing Catch Charters
State licensed
5.0
(12)
23 ft
Group size 1 - 5
1 - 5
Fish 1
Fish 2
+10
4 hour trip • 4 persons
US $750