Chasin’ Tail Fishing Charters

64 reviews
Going fast!

Chasin’ Tail Fishing Charters is all about customizing your day on the water of Sarasota, Florida. Whatever fishing experience you are hoping to have, Capt. Tyler is more than happy to accommodate your specific needs.

Fishing with a Sarasota Native who has been in the charter boat business for over a decade is a rewarding experience. Capt. Tyler knows the hottest spots to land the fish of the day. Tyler believes that the most important thing is for you to have memories that will last a lifetime once you come back to shore. Chaisin’ Tail Fishing Charters is his full-time job and he spends almost every day mastering the waters.

Capt. Tyler will greet you aboard a 24’ Sea Pro saltwater fishing boat. Built in 2003, the vessel was fully refurbished in 2017. It can comfortably take up to four anglers to fish in comfort and style.

Tyler’s boat is powered by a 200 HP Yamaha engine and can cruise at a top speed of 35 knots. The boat is fully rigged with electronics and professional accessories. All aboard!

Explore Siesta Key, the number one rated beach in the country. Fish the beautiful inshore waters and chase down trophy Snook, Redfish, Trout, and Pompano. Check the bite in the backwaters or head up to 9 miles out. Get your hands on monster Tarpon, rod-bending Kingfish, huge Cobia, Mangrove Snapper, Permit, Grouper, and Barracuda.

All trips come with Shimano great, licenses, bait, and lures. Capt. Tyler will also clean your catch at the end of the trip. If you want to catch fish with a fly, feel free to bring your own fly fishing equipment.



Select date to see available trips and rates:

  • Private trip
    High Flying Tarpon
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 6:00 AM
    Seasonal trip May 20 - Jul 10
    $750
    up to 3 persons
    + $50
    each additional person
    Fish the beaches from Boca Grande, Siesta Key, and Tampa Bay; searching for the amazing drag-screaming, high-flying Silver King! Fish ranging from 80-200 pounds!
  • Private trip
    3/4 Day Trip - Troll/Bottom fish
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 7:30 AM
    $700
    up to 4 persons
    + $75
    each additional person
    Get ready for Grouper, Snapper, Kingfish, Cobia, Barracuda, Tuna, and Sailfish! The fishing grounds are up to 9 miles out.
  • Private trip
    Half Day Trip - Nearshore (AM)
    In demand! Last booked: 4 days ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 7:30 AM
    $500
    up to 5 persons
    + $50
    each additional person
    Nearshore bottom fishing out front of the #1 beach in the United States! Fishing for Grouper, Snapper, Kingfish, Cobia, Shark, Tuna, Mahi Mahi, Sailfish, and other reef species. Your catch will be handled with care and cleaned for the dinner table!
  • Private trip
    Half Day Trip - Nearshore (PM)
    In demand! Last booked: 6 days ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 12:00 PM
    $500
    up to 5 persons
    + $50
    each additional person
    Enjoy some fine nearshore fishing for Snapper, Kingfish, Grouper, Shark, Sailfish, Tuna, Mahi Mahi, and other reef species.
  • Private trip
    Night Snook Fishing
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 PM
    $450
    up to 3 persons
    + $50
    each additional person
    Searching for a great fight under the dark sky! Fishing the lights around Sarasota Bay and Siesta Key is a great way to watch the sunset and then go to work in the dark!
  • Private trip
    Half Day Trip - Inshore (AM)
    In demand! Last booked: 1 day ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 AM
    $400
    up to 4 persons
    + $35
    each additional person
    Fishing the backwaters and intercoastal waters of the beautiful Siesta Key. You will be looking for Redfish, Snook, Trout, Flounder, Sheepshead, Pompano, Snapper, and Grouper. Your catch will be cleaned and bagged, ready for the dinner table after the trip!
  • Private trip
    Half Day Trip - Inshore (PM)
    In demand! Last booked: 5 days ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 12:30 PM
    $400
    up to 4 persons
    + $35
    each additional person
    This afternoon trip will take you fishing to the back and intercoastal waters of Siesta Key. You will be targeting Flounder, Sheepshead, Pompano, Snapper, Grouper, Trout, Redfish, and Snook.
There are 28 people looking at this charter.

About the Captain

Tyler Chartrand
Sarasota, Florida, United States
Angler's Choice
3 Fishing Reports
ID & License verified
64 Customer Reviews
Response time 1 hour
Member since March 2015
I was born and raised in Sarasota. I have been a USCG licensed captain since 2010 and in the charter boat industry for well over 14. I became a charter boat captain with all my intentions of making my customers smile. There is nothing better than spending a day on the water with your loved ones or just wanting to have a good time with some friends. Fishing to me is all about having a great experience that will bring you back eager for more! Come fish with Chasin' Tail Fishing Charters and it will be something you talk about for the rest of your life.

About this listing

Targeted Species

Barracuda (Great) Barracuda (Great)
Cobia Cobia
Flounder Flounder
King Mackerel (Kingfish) King Mackerel (Kingfish)

Permit Permit
Pompano Pompano
Shark (Blacktip) Shark (Blacktip)
Snapper (Mangrove) Snapper (Mangrove)

Snapper (Red) Snapper (Red)
Snook Snook
Tarpon Tarpon
Triggerfish (Gray) Triggerfish (Gray)

Boat Specs

Sea Pro (Saltwater fishing) originally built in 2003, and restored in 2019. Powered by a 200HP Yamaha engine, with a maximum cruising speed of 35 knots.

Length
24 ft
Capacity
6 persons

Types of Fishing

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

Fishing Techniques

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

Amenities

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

Trip Includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Drinks
First Mate
Fishing License

Policies

FREE Cancellation
You can cancel or reschedule your booking up to 3 days before the trip. 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 included in price
Transfer from hotels or jetties in Sarasota to departure site is available and included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed

Payment

Book with 20% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 20% 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
PayPal

When paying the remaining balance with a credit card, there is a 3.5% fee.

Sarasota Fishing Calendar

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Customer Reviews

Rating Summary
Photos by reviewers (38)
4.69
out of 5 stars from 64 reviews
Boat
Crew
Experience
Thanksgiving Fishing trip
Thanksgiving Fishing trip
Thanksgiving Fishing trip
+35
Angler Rating
50
11
2
1
0
Anglers Claimed
Good experience
96%
Friendly captain
100%
Recommend this charter
97%
Appropriate for children
96%
Satisfied with the boat
100%
Catch intended fish
94%
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Featured  
Showing:
5 of 64 reviews
Charles R.
Richmond, Virginia
 5.00
Experience:
Boat
Crew
Overall

Half day with Captain Tyler.

VERIFIED   September 20, 2019
My buddy and I went out for a half day recently.  I cannot say enough good things about Tyler.  We had an easy pickup...
Charles R. recommends Chasin’ Tail Fishing Charters
Mark as helpful
1 person finds this review helpful
You and 1 other person found this helpful
  Tyler Chartrand Captain replied

Michael T.
San Juan
 5.00
Experience:
Boat
Crew
Overall

Thanksgiving Fishing trip

VERIFIED   November 29, 2019
If you want a real fishing experience with top notch service, book a trip with Tyler! We were so used to the big fishing boats...
Michael T. recommends Chasin’ Tail Fishing Charters
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You found this helpful
  Tyler Chartrand Captain replied

Thomas G.
South Corning, NY
 5.00
Experience:
Boat
Crew
Overall

February fishing trip

VERIFIED   NEW  February 13, 2020
Very very windy day. Captain got us to spot much calmer. Fishing was fun and Tyler was well experienced. We all had a great...
Thomas G. recommends Chasin’ Tail Fishing Charters
Mark as helpful
You found this helpful
  Tyler Chartrand Captain replied

Ted S.
Sarasota, Florida
 5.00
Experience:
Boat
Crew
Overall

Fishing with Tyler

VERIFIED   October 10, 2019
Took a 6 hr trip it was great. Caught a lot of fish Capt Tyler and Johnny were very knowledgeable and knew where the fish were...
Ted S. recommends Chasin’ Tail Fishing Charters
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You found this helpful
  Tyler Chartrand Captain replied

Jamie B.
Peotone, IL
 5.00
Experience:
Boat
Crew
Overall

Fun day

VERIFIED   August 11, 2019
My husband and I had a great day with Tyler. He was very knowledgeable and we did catch a lot of fish. I was surprised that...
Jamie B. recommends Chasin’ Tail Fishing Charters
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Jamie B. recommends Chasin’ Tail Fishing Charters
Mark as helpful
You found this helpful