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
    In demand! Last booked: 5 days ago
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 6:00 AM
    Seasonal trip May 20 - Jul 10
    $750
    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
    In demand! Last booked: 5 days ago
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 7:30 AM
    $700
    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
    $550
    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
    Night Snook Fishing
    Just booked! Last booked: 11 hours ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 PM
    $550
    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: 3 days ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 AM
    $500
    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: 14 hours ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 12:30 PM
    $500
    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.
  • Private trip
    Half Day Trip - Nearshore (PM)
    In demand! Last booked: 1 day ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 12:00 PM
    $500
    Enjoy some fine nearshore fishing for Snapper, Kingfish, Grouper, Shark, Sailfish, Tuna, Mahi Mahi, and other reef species.
There are 39 people looking at this charter.

About the Captain

Tyler Chartrand
Sarasota, Florida, United States
Angler's Choice
2 Fishing Reports
ID & License verified
183 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
Fishfinder
Flybridge
Live Bait Well
Wireless Trolling Motor
Ice Box
GPS
Fishfinder
Flybridge
Live Bait Well
Wireless Trolling Motor
Ice Box

Trip Includes

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

Cancellation Policy

Free cancellation up to 3 days prior to trip

Customers can cancel or modify their booking up to 3 days before the trip date free of charge. If the trip is canceled or modified later, or in the event of a no-show, 100% of the deposit will be charged.

Listing Policies

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 15% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 15% 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

Loading Fish Calendar!
Please Wait...

Customer Reviews

Rating Summary
Photos & videos by reviewers (124)
4.75
Excellent Excellent Excellent Excellent Excellent
out of 5 stars from 183 reviews
Boat
Excellent Excellent Excellent Excellent Excellent
Crew
Excellent Excellent Excellent Excellent Excellent
Experience
Excellent Excellent Excellent Excellent Excellent
We did a half day morning trip with Captain Ryan
We did a half day morning trip with Captain Ryan
Best day EVER! Captain Alex is the BEST!!!!
+121
Angler Rating
150
19
7
1
1
Anglers Claimed
Good experience
96%
Friendly captain
100%
Recommend this charter
95%
Appropriate for children
97%
Satisfied with the boat
100%
Catch intended fish
88%
Sort By:
Featured  
Showing:
5 of 183 reviews
Heidi L.
CUMBERLND CTR, ME
Excellent Excellent Excellent Excellent Excellent  5.00
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Absolutely amazing!

VERIFIED   Half Day Trip - Nearshore (PM) on April 14, 2021
I don’t even know where to begin!! I surprised my husband, kids and dad with the deep sea fishing trip.. My husband and my...
Heidi L. recommends Chasin’ Tail Fishing Charters
Mark as helpful
You found this helpful
Heidi L. recommends Chasin’ Tail Fishing Charters
Mark as helpful
You found this helpful

Adam R.
Oakbrook Terrace, IL
Excellent Excellent Excellent Excellent Excellent  5.00
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

The Perfect Day

VERIFIED   Half Day Trip - Nearshore (AM) on March 24, 2021
We had booked a 4 hr near shore trip with captain Tyler on Chasin Tail Charters. He was very friendly and knowledgable and...
Adam R. recommends Chasin’ Tail Fishing Charters
Mark as helpful
You found this helpful
Adam R. recommends Chasin’ Tail Fishing Charters
Mark as helpful
You found this helpful

Brian L.
United States
Excellent Excellent Excellent Excellent Excellent  5.00
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Great morning on the water

VERIFIED   Half Day Trip - Nearshore (AM) on November 30, 2020
Captain Alex was amazing, he was personable and worked his tail off to get us on the fish and keep the bait on our hooks. ...
Brian L. recommends Chasin’ Tail Fishing Charters
Mark as helpful
You found this helpful
Brian L. recommends Chasin’ Tail Fishing Charters
Mark as helpful
You found this helpful

Carl S.
Dublin, OH
Excellent Excellent Excellent Excellent Excellent  5.00
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Half Day with Captain Alex

VERIFIED   NEW  Half Day Trip - Nearshore (PM) on April 28, 2021
A fantastic 4 hour trip!  First line wasn’t in the water 10 seconds before a Red Grouper was landed.  Alex took us offshore...
Carl S. recommends Chasin’ Tail Fishing Charters
Mark as helpful
You found this helpful
Carl S. recommends Chasin’ Tail Fishing Charters
Mark as helpful
You found this helpful

Cathy C.
Craig, CO
Excellent Excellent Excellent Excellent Excellent  5.00
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

6 hour trip with Captain Alex

VERIFIED   NEW  3/4 Day Trip - Troll/Bottom fish on April 24, 2021
We had the best Captain on record. Can not say enough good about Alex he had his hands full for our trip on April 24th. Small...
Cathy C. recommends Chasin’ Tail Fishing Charters
Mark as helpful
You found this helpful
Cathy C. recommends Chasin’ Tail Fishing Charters
Mark as helpful
You found this helpful

FAQs about Chasin’ Tail Fishing Charters

Chasin’ Tail Fishing Charters offers the following trips to customers:
  • $500 per group, additional $50 per person after 3 guests - Half Day Trip - Inshore (AM) (4 hours)
  • $500 per group, additional $50 per person after 3 guests - Half Day Trip - Inshore (PM) (4 hours)
  • $500 per group, additional $50 per person after 3 guests - Half Day Trip - Nearshore (PM) (4 hours)
  • $550 per group, additional $50 per person after 3 guests - Half Day Trip - Nearshore (AM) (4 hours)
  • $550 per group, additional $50 per person after 3 guests - Night Snook Fishing (4 hours)
  • $700 per group, additional $50 per person after 3 guests - 3/4 Day Trip - Troll/Bottom fish (6 hours)
  • $750 per group, additional $50 per person after 3 guests - High Flying Tarpon (6 hours)

When you book a trip with Chasin’ Tail Fishing Charters, you can expect the following amenities onboard:
  • GPS (garmin)
  • Fishfinder (garmin)
  • Flybridge
  • Live Bait Well
  • Wireless Trolling Motor
  • Ice Box

Trips booked with Chasin’ Tail Fishing Charters include:
  • Rods, reels & tackle (Shiamno)
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Drinks (Water)
  • First Mate (Sometimes)
  • Fishing License

Chasin’ Tail Fishing Charters offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing
  • Offshore Fishing
  • Reef Fishing
  • Wreck Fishing
  • Flats Fishing
  • Backcountry Fishing

Chasin’ Tail Fishing Charters offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Jigging
  • Popping
  • Fly Fishing
  • Drift Fishing
  • Kite Fishing
  • Handline
  • Deep Sea Fishing

Top targeted fish species with Chasin’ Tail Fishing Charters include:
  • Barracuda (Great)
  • Cobia
  • Flounder
  • King Mackerel (Kingfish)
  • Permit
  • Pompano
  • Shark (Blacktip)
  • Snapper (Mangrove)
  • Snapper (Red)
  • Snook
  • Tarpon
  • Triggerfish (Gray)