Chasing Tails Inshore Fishing
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Chasing Tails Inshore Fishing

State licensed
Excellent
5.0 / 5
(15 reviews)
Map of Freeport, FL, United States
20940 U.S. 331
Freeport, FL, United States
Trips & prices
Targeted species
What's included
Boat info
Reviews
Contact captain

Chasing Tails Inshore Fishing is located in Walton County and offers to show you a memorable time in these waters. Join the crew to fish your way through the Choctawhatchee Bay and its tributaries. Let the captain be your guide to the beautiful inshore waters of Walton County. This family-friendly trip will seek the finest catches the local bay and bayous have to offer. Captain Jon has been fishing this bay his whole life and he looks forward to sharing his knowledge and love of fishing with you.

Captain Jon will do his best to make sure you have a fun day full of fishing. This involves 3 to 4-hour trips, mainly fishing for Redfish, Flounder,  and Speckled Trout, depending on the season and conditions on the day. On these trips, you can expect to use techniques such as light tackle, trolling, popping, and spinning.

Your fishing adventure starts on a 22’ Triton boat that can safely take up to 4 anglers. This boat comes with an ice-box and a wireless trolling motor.

All rods, reels, and terminal tackle are included in the price so you can focus on what really matters, fishing. Your trip will include all the necessary fishing licenses for the day. The crew will clean and fillet your catch for you to take home at the end of the trip.

Book your trip now and hit the water with Chasing Tails Inshore Fishing.

  • Fishing License
  • Live Bait
  • Pickup Included
  • You Keep Catch
  • Catch cleaning & filleting
  • Drinks
  • Child Friendly
  • Ice Box
  • Rods, reels & tackle

Select date to see available trips and rates:

  • Private trip
    Intro to Bay Fishing
    FREE Cancellation 3 days notice
    2 Hour Trip, starts at 7:30 AM
    Seasonal trip Apr 1 - Oct 1 (Wed)
    US $375
    On this abbreviated morning trip you can expect a crash course in Bay Fishing in the Florida Panhandle. We will try a variety of ways to fish and enjoy the beauty of the backwaters while the sun is still low in the sky.
    Targeted fish
    Redfish
    Redfish
    Spanish Mackerel
    Spanish Mackerel
    Speckled Trout
    Speckled Trout
  • Private trip
    Kids Fishing Trip
    FREE Cancellation 3 days notice
    2 Hour Trip, starts at 7:30 AM
    Seasonal trip Mar 1 - Dec 1 (Wed)
    US $375
    This introductory fishing trip is great for all children with any interest in fishing. Come out and learn the basics or let your kids skills shine on this abbreviated trip. The focus of this trip is on helping the children aboard learn and have fun.
    Targeted fish
    Snapper (Mangrove)
    Mangrove Snapper
    Redfish
    Redfish
    Spanish Mackerel
    Spanish Mackerel
    Speckled Trout
    Speckled Trout
  • Private trip
    PM Intro to Bay Fishing
    FREE Cancellation 3 days notice
    2 Hour Trip, starts at 6:00 PM
    Seasonal trip Mar 1 - Nov 1 (Mon, Tue)
    US $400
    On this abbreviated evening trip you can expect a crash course in Bay Fishing in the Florida Panhandle. We will try a variety of ways to fish and enjoy the beauty of the backwaters. This trip allows for some of the best hours to fish the bay after the heat of the day has passed.
    Types of fishing
    Inshore Fishing
    Wreck Fishing
    Flats Fishing
    Fishing techniques
    Light Tackle
    Popping
    Trolling
    Targeted fish
    Snapper (Mangrove)
    Mangrove Snapper
    Redfish
    Redfish
    Spanish Mackerel
    Spanish Mackerel
    Speckled Trout
    Speckled Trout
  • Private trip
    3 Hour Trip – Inshore
    FREE Cancellation 3 days notice
    3 Hour Trip, starts at 6:30 AM
    Seasonal trip Mar 1 - Dec 1 (Mon, Tue)
    US $550
    Enjoy the morning on the water and be back in time to have the rest of your day free to do what you please. Starting at 6:00 a.m., you and Captain Jonathan will be exploring rich and beautiful waters for 3 hours. The gear, licenses, and catch cleaning are all included in the price. Departure may vary based on Sunrise time.
  • Private trip
    3 Hour Trip – Sunset Bite
    FREE Cancellation 3 days notice
    3 Hour Trip, starts at 5:00 PM
    Seasonal trip Mar 1 - Dec 1 (Mon, Tue)
    US $590
    This 3-hour Sunset Bite trip is the perfect way to end your day. You and the crew will fish for common inshore species and this trip boasts the opportunity to enjoy spectacular sunsets on the water. The trip begins at 5:00 p.m and is subject to earlier departure depending on sunset time.
  • Private trip
    4 Hour Trip
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 6:30 AM
    Seasonal trip Mar 1 - Dec 1 (Mon, Tue)
    US $675
    On this 4-hour trip, you and the captain will target the common favorite catches of the area including Redfish and Speckled Trout. You’ll fish on custom rods with light tackle. This trip is appropriate for everyone from a novice to an advanced fisherman.
  • Private trip
    Half Day Trip AM
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 6:30 AM
    Seasonal trip Mar 1 - Dec 1 (Mon, Tue)
    US $800
    Let us be your guide for this long day on the Choctawhatchee Bay. Our Captain will show you all of his favorite fishing spots along the 30 miles of our beautiful bay and the waterways which feed her. On this trip you will seek out a variety of catches using multiple fishing methods. Departure time is subject to change based on current sunrise time.
    Targeted fish
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Spanish Mackerel
    Spanish Mackerel
    Tripletail
    Tripletail
    Flounder
    Flounder
    Speckled Trout
    Speckled Trout
  • Private trip
    Half Day Trip PM
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 2:30 PM
    Seasonal trip Mar 1 - Dec 1 (Mon, Tue)
    US $800
    Let us be your guide for this long afternoon and evening on the Choctawhatchee Bay. Our Captain will show you all of his favorite fishing spots along the 30 miles of our beautiful bay and the waterways which feed her. On this trip you will seek out a variety of catches using multiple fishing methods. Don't miss the spectacular sunsets and evening fishing experience. Departure time is subject to change based on current sunset time.
    Targeted fish
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Spanish Mackerel
    Spanish Mackerel
    Tripletail
    Tripletail
    Flounder
    Flounder
    Speckled Trout
    Speckled Trout
  • Private trip
    Concierge Captain
    FREE Cancellation 3 days notice
    14 Hour Trip, starts at 8:00 AM
    Seasonal trip Mar 1 - Dec 1 (Mon, Tue)
    US $1,500
    This is a unique opportunity to have your own Captain for the day. For one flat price, we will offer a variety of activities from the backwaters to the bayous or even a trip up the river. We will create a custom itinerary for your group whether you want to fish, see the sights or both, this is the trip for you. We are your fishing guide, local guru and designated water-driver. Let us help you tailor a fun day showing you everything our bay has to offer.

FAQs about Chasing Tails Inshore Fishing

Chasing Tails Inshore Fishing offers the following trips to customers:
  • US $375 per group - Intro to Bay Fishing (2 hours)
  • US $375 per group - Kids Fishing Trip (2 hours)
  • US $400 per group - PM Intro to Bay Fishing (2 hours)
  • US $550 per day per group - 3 Hour Trip – Inshore (3 hours)
  • US $590 per group - 3 Hour Trip – Sunset Bite (3 hours)
  • US $675 per group - 4 Hour Trip (4 hours)
  • US $800 per group - Half Day Trip AM (6 hours)
  • US $800 per group - Half Day Trip PM (6 hours)
  • US $1,500 per group - Concierge Captain (14 hours)
When you book a trip with Chasing Tails Inshore Fishing, you can expect the following amenities onboard:
  • GPS
  • Fishfinder
  • Live Bait Well
  • Wireless Trolling Motor
  • Ice Box
Trips booked with Chasing Tails Inshore Fishing include:
  • Rods, reels & tackle
  • Live Bait (When available)
  • Lures
  • Catch cleaning & filleting
  • Drinks (Cold Water is available )
  • Fishing License
Chasing Tails Inshore Fishing offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing
  • Reef Fishing
  • Wreck Fishing
  • Flats Fishing
Chasing Tails Inshore Fishing offers the following fishing techniques:
  • Light Tackle
  • Trolling
  • Spinning
  • Jigging
  • Popping
Top targeted fish species with Chasing Tails Inshore Fishing include:
  • Black Drum
  • Flounder
  • Redfish
  • Snapper (Mangrove)
  • Spanish Mackerel
  • Speckled Trout
  • Tarpon
  • Tripletail

Meet the Captain

Jon Kendrick
Freeport, Florida, United States
ID & license verified
15 Customer reviews
Response time within an hour
Member since September 2021
Captain Jonathan started fishing these waters as a small child. He is a true fishhead who believes a bad day of fishing is better than a good day doing anything else. He enjoys sharing his love for fishing and the local inshore species with other people.

About this listing

Targeted species

Black Drum Black Drum
Flounder Flounder
Redfish Redfish
Snapper (Mangrove) Mangrove Snapper

Boat specs

Triton (Bay boat) originally built in 2014. Powered by a 250HP Mercury engine, with a maximum cruising speed of 45 knots.

Length
22 ft
Capacity
4 persons

Types of fishing

Inshore Fishing
Nearshore Fishing
Reef Fishing
Wreck Fishing
Flats Fishing

Fishing techniques

Light Tackle
Trolling
Spinning
Jigging
Popping

Amenities

GPS
Fishfinder
Live Bait Well
Wireless Trolling Motor
Ice Box

Trip includes

Rods, reels & tackle
Live Bait
When available
Lures
Catch cleaning & filleting
Drinks
Cold Water is available
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 included in price
Transfer from hotels or jetties in Freeport to departure site is available and included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed
Report listing

Payment

Pay online in full

Pay online in full through FishingBooker and save on credit card fees at the dock.

No additional fees.
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
Visa
Mastercard

Freeport Fishing Calendar

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Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 15 reviews
See details
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (9)
Great time!
Great time!
Great time!
+6
Angler rating
15
0
0
0
0
Anglers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
Caught fish
100%
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Showing:
5 of 15 reviews
Josie W.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing trip in July

VERIFIED   3 Hour Trip – Sunset Bite on July 4, 2023
Josie W. recommends Chasing Tails Inshore Fishing
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Josie W. recommends Chasing Tails Inshore Fishing
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Heather C.
Powder Springs, GA
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Kids trip with Capt. Jon

VERIFIED   Kids Fishing Trip on June 29, 2023
Awesome trip with Captain Jon! It was my sons first fishing trip and he had a blast. Captain Jon was very patient with Boyd...
Heather C. recommends Chasing Tails Inshore Fishing
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  Jon Kendrick Captain replied
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Scott W.
Sunbury, OH
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Early morning with Captain Jon

VERIFIED   4 Hour Trip on June 27, 2023
We are very much novices and captain Jon made us feel comfortable and gave us some good tips.  We caught some fish and made...
Scott W. recommends Chasing Tails Inshore Fishing
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  Jon Kendrick Captain replied
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SHERI L.
Atlanta, GA
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great time!

VERIFIED   Intro to Bay Fishing on July 27, 2023
Perfect way to start the day out in the water on a beautiful day.  Captain Jon is patient and kind and wants only the best...
SHERI L. recommends Chasing Tails Inshore Fishing
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  Jon Kendrick Captain replied
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Neal L.
Milton, Florida
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Jon

VERIFIED   Intro to Bay Fishing on July 20, 2023
Captain Jon was great! He worked really hard to get us on the fish. He definitely went above and beyond. Super nice guy and...
Neal L. recommends Chasing Tails Inshore Fishing
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  Jon Kendrick Captain replied
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