Chasing Tails Inshore Fishing
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Chasing Tails Inshore Fishing

State licensed
Excellent
5.0 / 5
(6 reviews)
20940 U.S. 331
Freeport, FL, United States

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
  • You Keep Catch
  • Catch cleaning & filleting
  • Child Friendly
  • Ice Box
  • Rods, reels & tackle

Select date to see available trips and rates:

  • Private trip
    Kids Fishing Trip
    FREE Cancellation 7 days notice
    2 Hour Trip, starts at 7:30 AM
    Seasonal trip Mar 1 - Dec 1 (Wed, Thu, Fri, Sat, Sun)
    $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.
  • Private trip
    3 Hour Trip – Inshore
    FREE Cancellation 7 days notice
    3 Hour Trip, starts at 6:30 AM
    Seasonal trip Mar 1 - Dec 1 (Wed, Thu, Fri, Sun)
    $500
    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 7 days notice
    3 Hour Trip, starts at 5:00 PM
    Seasonal trip Mar 1 - Dec 1 (Mon, Tue)
    $525
    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 7 days notice
    4 Hour Trip, starts at 6:30 AM
    Seasonal trip Mar 1 - Dec 1 (Mon, Tue)
    $650
    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 7 days notice
    6 Hour Trip, starts at 6:30 AM
    Seasonal trip Mar 1 - Dec 1 (Mon, Tue)
    $750
    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.
  • Private trip
    Half Day Trip PM
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 2:30 PM
    Seasonal trip Mar 1 - Dec 1 (Mon, Tue)
    $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.
There are 7 people looking at this charter.

About the Captain

Jon Kendrick
Freeport, Florida, United States
ID & License verified
6 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
Fishing License

Cancellation policy

Free cancellation up to 7 days prior to trip

You can cancel or modify your booking up to 7 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 agreed upon reservation
Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.
Child Friendly
You Keep Catch
Catch and Release Allowed

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 25% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 25% 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 6 reviews
See details
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (2)
Family trip
Great experience!!
Angler Rating
6
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%
Catch intended fish
100%
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Showing:
5 of 6 reviews
Gil B.
Belmar, New Jersey
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great time!

3 Hour Trip – Inshore on June 1, 2022
Captain Jon was prepared for everything. His friendly help made our day one to remember. With a nice catch, especially for...
Gil B. recommends Chasing Tails Inshore Fishing
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Gil B. recommends Chasing Tails Inshore Fishing
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Kyle B.
Westwego, Louisiana
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Jonathan

VERIFIED   4 Hour Trip on August 1, 2022
Kyle B. recommends Chasing Tails Inshore Fishing
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Kyle B. recommends Chasing Tails Inshore Fishing
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Christopher B.
Frisco, Texas
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

This was such a fun experience!

4 Hour Trip on July 5, 2021
So. Much. Fun! I think I might have caught the biggest fish of my life. I didn’t know what it was because I’m basically...
Christopher B. recommends Chasing Tails Inshore Fishing
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Christopher B. recommends Chasing Tails Inshore Fishing
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Hannah W.
Robertsdale, Alabama
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Best day ever!

4 Hour Trip on October 23, 2021
That’s what my son said! We had a fantastic trip with Capt Jon. He made sure we were taken care of and happy. He shared lots...
Hannah W. recommends Chasing Tails Inshore Fishing
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Hannah W. recommends Chasing Tails Inshore Fishing
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Alejandra R.
McKinney, Texas
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great experience!!

4 Hour Trip on July 5, 2021
I don’t have a lot of experience fishing, but this was great!!! I would 100% recommend it to anybody looking to spend time...
Alejandra R. recommends Chasing Tails Inshore Fishing
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Alejandra R. recommends Chasing Tails Inshore Fishing
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FAQs about Chasing Tails Inshore Fishing

Chasing Tails Inshore Fishing offers the following trips to customers:
  • $375 per group - Kids Fishing Trip (2 hours)
  • $500 per day per group - 3 Hour Trip – Inshore (3 hours)
  • $525 per group - 3 Hour Trip – Sunset Bite (3 hours)
  • $650 per group - 4 Hour Trip (4 hours)
  • $750 per group - Half Day Trip AM (6 hours)
  • $800 per group - Half Day Trip PM (6 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
  • 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