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 bay 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
    Half Day Trip - Inshore (AM)
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 AM
    US $650
    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)
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 12:05 PM
    US $650
    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 (AM)
    In demand! Last booked: 1 day ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 AM
    US $700
    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: 4 days ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 12:05 PM
    US $700
    Enjoy some fine nearshore fishing for Snapper, Kingfish, Grouper, Shark, Sailfish, Tuna, Mahi Mahi, and other reef species.
  • Private trip
    3/4 Day Trip - Troll/Bottom fish
    In demand! Last booked: 1 day ago
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 7:00 AM
    US $850
    Get ready for Grouper, Snapper, Kingfish, Cobia, Barracuda, Tuna, and Sailfish! The fishing grounds are up to 9 miles out.
  • Private trip
    High Flying Tarpon
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 6:00 AM
    Seasonal trip May 20 - Jul 10
    US $900
    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!
    Targeted fish
    Tarpon
    Tarpon
There are 20 people looking at this charter.

Customer reviews

Rating summary
Excellent
4.7 / 5
out of 5 stars from 416 reviews
Boat
Excellent
4.7 / 5
Crew
Excellent
4.8 / 5
Experience
Excellent
4.7 / 5
Photos & videos by reviewers (297)
A great time was had by ALL!
A great time was had by ALL!
A great time was had by ALL!
+294
Angler rating
340
44
17
5
1
Anglers claimed
Good experience
91%
Friendly captain
100%
Recommend this charter
92%
Appropriate for children
96%
Satisfied with the boat
99%
Caught fish
85%
Sort by:
Featured  
Showing:
5 of 416 reviews
Carol B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

A great time was had by ALL!

VERIFIED   NEW  Half Day Trip - Nearshore (AM) on June 22, 2024
Captain Mike was a lot of fun and very personable!  We knew he was going to be GREAT to hang out with as soon as he pulled...
Carol B. recommends Chasin’ Tail Fishing Charters
Mark review as helpful
You found this review helpful
Carol B. recommends Chasin’ Tail Fishing Charters
Mark review as helpful
You found this review helpful

Jason D.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Aaron was Awesome!

VERIFIED   3/4 Day Trip - Troll/Bottom fish on March 13, 2024
He was super knowledgeable of the area, techniques to use and what spots held which fish. He always had our lines ready to...
Jason D. recommends Chasin’ Tail Fishing Charters
Mark review as helpful
You found this review helpful
  Chasin' Tail Fishing Charters Charter Operator replied

Gregory J.
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   High Flying Tarpon on July 9, 2023
Gregory J. recommends Chasin’ Tail Fishing Charters
Mark review as helpful
You found this review helpful
Gregory J. recommends Chasin’ Tail Fishing Charters
Mark review as helpful
You found this review helpful

Shane D.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

We had a blast

VERIFIED   NEW  Half Day Trip - Nearshore (AM) on June 8, 2024
Aaron did a great job getting me and my son on the fish. My son loved the experience. Definitely booking again with chasin...
Shane D. recommends Chasin’ Tail Fishing Charters
Mark review as helpful
You found this review helpful
Shane D. recommends Chasin’ Tail Fishing Charters
Mark review as helpful
You found this review helpful

Susan B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

April fishing trip

VERIFIED   Half Day Trip - Nearshore (PM) on April 8, 2024
Our family had a fantastic time fishing with Captain Mike!  We caught a lot of fish and enjoyed our time out on the water. ...
Susan B. recommends Chasin’ Tail Fishing Charters
Mark review as helpful
You found this review helpful
Susan B. recommends Chasin’ Tail Fishing Charters
Mark review as helpful
You found this review helpful

FAQs about Chasin’ Tail Fishing Charters

Chasin’ Tail Fishing Charters offers the following trips to customers:
  • US $650 per group, additional US $50 per person after 4 guests - Half Day Trip - Inshore (AM) (4 hours)
  • US $650 per group, additional US $50 per person after 4 guests - Half Day Trip - Inshore (PM) (4 hours)
  • US $700 per group, additional US $50 per person after 4 guests - Half Day Trip - Nearshore (AM) (4 hours)
  • US $700 per group, additional US $50 per person after 4 guests - Half Day Trip - Nearshore (PM) (4 hours)
  • US $850 per group, additional US $50 per person after 4 guests - 3/4 Day Trip - Troll/Bottom fish (6 hours)
  • US $900 per group, additional US $100 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
  • Radio
  • Radar

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)

Meet the Charter Operator

Chasin' Tail Fishing Charters
Sarasota, Florida, United States
2 Fishing Reports
ID & license verified
454 Customer reviews
Response time within an 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) Great Barracuda
Cobia Cobia
Flounder Flounder
King Mackerel (Kingfish) King Mackerel (Kingfish)

Boat specs

Sea Pro (Bay boat) originally built in 2003, and restored in 2021. 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
garmin
Fishfinder
garmin
Flybridge
Live Bait Well
Wireless Trolling Motor
Ice Box

Trip includes

Rods, reels & tackle
Shiamno
Live Bait
Lures
Catch cleaning & filleting
Drinks
Water
First Mate
Sometimes
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 Sarasota to departure site is available and included in trip rates.
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 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
American Express
PayPal
When paying the remaining balance with a credit card, an additional 3% charge will apply.

Sarasota Fishing Calendar

Loading Fish Calendar!
Please Wait...