Cheshire Cat Fishing Charters

(23) Going fast!

Cheshire Cat Fishing Charters welcomes you with a smile and invites you to spend the day fishing for great inshore and nearshore species in the warm waters of the Gulf of Mexico. Wrestle with big bull Redfish, hard-fighting Seatrout, delicious Sheepshead, and much more inshore, or head up to nine miles out in search of reef fish like Snapper, Triggerfish, Grouper, and Amberjack.

You will be fishing aboard Captain Kevin’s 23’ Robalo bay boat. This versatile vessel is perfect for navigating the local shallows but can still hold her own in the choppy waters a few miles out. She is equipped with the latest electronics and plenty of equipment to target the area’s many fish species.

When fishing inshore, the boat’s trolling motor will let you sneak stealthily towards the best spots without spooking all the fish. Head out to the reefs, and her fishfinder and radar will sweep the depths in search of structure and big fish, making sure you have as much time fishing as possible. The boat also features a tower, that will make fish spotting much easier.

Wherever you spend your trip, you will be fishing with an experienced guide with over 20 years fishing Destin’s local waters. Captain Kevin loves to work with experienced anglers and complete beginners alike. He will tailor your trip to suit your needs and make sure you get exactly what you want from your time onboard.

All trips come with everything you will need for the fishing itself. Just bring your food, any drinks you want for the day, and plenty of energy for a great day’s fishing!


Select date to see available trips and rates:

  • Private trip
    Extended Full Day Trip
      FREE Cancelation 1 day notice
    10 hours trip, starts at 6:00 AM
    $1,250
    up to 6 persons
  • Private trip
    Full Day Trip – Inshore/Nearshore
      FREE Cancelation 1 day notice
    8 hours trip, starts at 6:00 AM
    $1,000
    up to 6 persons
    Spend the whole day on the water, fishing up to nine miles out for Snapper, Grouper, Amberjack, Kingfish, Cobia, Redfish, Speckled Trout, Sheepshead, and much, much more.
  • Private trip
    3/4 Day Trip – Inshore/Nearshore
      FREE Cancelation 1 day notice
    6 hours trip, starts at 6:00 AM
    $750
    up to 6 persons
    Fish up to 9 miles out for Redfish, Trout, Sheepshead, Spanish and King Mackerel, Cobia, Snapper, Grouper, and more. The extra couple of hours gives you even more chances of landing huge table fare.
  • Private trip
    Half Day Trip – Inshore (AM)
    In demand!
      FREE Cancelation 1 day notice
    4 hours trip, starts at 6:00 AM
    Seasonal trip available 1 May - 1 Oct
    $500
    up to 6 persons
    Fish the local waters for Redfish, Speckled Trout, Speckled Trout, Sheepshead, and much more on this four-hour morning trip.
  • Private trip
    Half Day Trip – Inshore (PM)
    In demand!
      FREE Cancelation 1 day notice
    4 hours trip, starts at 12:00 PM
    Seasonal trip available 1 May - 1 Oct
    $500
    up to 6 persons
    Head out for an afternoon of awesome inshore fishing, targeting Redfish, Speckled Trout, Sheepshead, Spanish Mackerel, and much more.
There are 15 people looking at this charter.

About this listing

Targeted Species

Cobia
Grouper (Gag)
King Mackerel (Kingfish)
Redfish

Sheepshead
Snapper (Red)
Spanish Mackerel
Speckled Trout

Boat Specs

Robalo (Bay boat) originally built in 2015. Powered by a 200HP Yamaha engine, with a maximum cruising speed of 25 knots.

Length
23 ft
Capacity
6 persons

Types of Fishing

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

Fishing Techniques

Light Tackle
Heavy Tackle
Deep Sea Fishing
Bottom Fishing
Trolling
Jigging
Bowfishing
Flounder Gigging

Amenities

Toilet
GPS
Life Jackets
Fishfinder
Live Bait Well
Wireless Trolling Motor
Ice Box
Toilet
GPS
Life Jackets
Fishfinder
Live Bait Well
Wireless Trolling Motor

Trip Includes

Rods, reels & tackle
Lures
Catch cleaning & filleting
Fishing License Included

Policies

FREE Cancelation
You can cancel or change your booking free of charge up to 1 day before the trip date. If the captain cannot run the trip due to unsafe weather conditions, your booking can be moved to another date or canceled free of charge.
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 25% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 25% deposit to guarantee your reservation.
Pay remaining balance to captain
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, there is a 3% fee.

About the Captain

Tyler Brielmayer
Destin, Florida, United States
Member since January 2018
29
9
Fishing has been my passion since I was a very young boy. I was on my first boat at 6 months of age and began fishing in different locations all over the world from the age of 5. I have lived in Destin my whole life and rarely spent a weekend off the water. I even fished when I worked offshore on the oil rigs. The water is where I am the happiest and most relaxed. I got my captain license so I could share my knowledge and passion for fishing with everyone who steps aboard. My goal is to give everyone the fishing trip of a lifetime.
Response time: 1 hour
Response rate: 100%

Destin Fishing Calendar

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Customer Reviews

Rating Summary
Photos by reviewers (15)
4.14
out of 5 stars from 23 reviews
Boat
Crew
Experience
April fishing trip
April fishing trip
April fishing trip
+12
Angler Rating
14
3
3
2
1
Anglers Claimed
Good experience
75%
Friendly captain
86%
Recommend this charter
70%
Appropriate for children
86%
Satisfied with the boat
86%
Catch intended fish
74%
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Showing:
5 of 23 reviews
Gary S.
Fort Walton Beach, FL
 4.67
Experience:
Boat
Crew
Overall

April fishing trip

VERIFIED   NEW  April 29, 2019
I had a great time fishing with Captain Kevin. He is friendly, very knowledgeable about fishing and the area, about species...
Gary S. recommends Cheshire Cat Fishing Charters
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  Tyler Brielmayer Captain replied

Brad K.
Victoria, TX
 5.00
Experience:
Boat
Crew
Overall

Afternoon Trip

VERIFIED   June 15, 2018
I normally don’t leave reviews, but these guys deserve one! My friend and I originally had a half-day morning trip planned....
Brad K. recommends Cheshire Cat Fishing Charters
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Brad K. recommends Cheshire Cat Fishing Charters
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Jackie G.
Parker, Colorado
 5.00
Experience:
Boat
Crew
Overall

Great for a first fishing experience!

August 4, 2018
I had never been fishing before, and must say I was a bit hesitant when my friends suggested it on our recent vacation. But...
Jackie G. recommends Cheshire Cat Fishing Charters
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Jackie G. recommends Cheshire Cat Fishing Charters
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Sean M.
Alvin, TX
 5.00
Experience:
Boat
Crew
Overall

Half day with Captain Bill

VERIFIED   June 19, 2018
Captain Bill was awesome… Took my son (8yo) and his Mom to show the about fishing somewhere other than a pond…...
Sean M. recommends Cheshire Cat Fishing Charters
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Sean M. recommends Cheshire Cat Fishing Charters
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William S.
Denham Springs, LA
 5.00
Experience:
Boat
Crew
Overall

Destin near shore

VERIFIED   March 26, 2019
Great time fishing mingo snapper, sheephead and squirrel.  They did a great job of finding the fish.  Fun time for...
William S. recommends Cheshire Cat Fishing Charters
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You found this helpful
  Tyler Brielmayer Captain replied

Fishing Reports

Ohio family

May 06, 2019

Couldn’t of ask for a better day. Sun was out, little wind, and the bite was great! Limited out on vermillion snappers within the first two hrs. They then wanted to have something pull on their lines a little… Read Full Report →


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