Chasin’ Tail Fishing Charters

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
    Half Day Trip - Inshore (AM)
    In demand! Last booked: 2 days ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 AM
    $600
    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
    $600
    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)
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 12:05 PM
    $600
    Enjoy some fine nearshore fishing for Snapper, Kingfish, Grouper, Shark, Sailfish, Tuna, Mahi Mahi, and other reef species.
  • Private trip
    Half Day Trip - Nearshore (AM)
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 AM
    $650
    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
    High Flying Tarpon
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 6:00 AM
    Seasonal trip May 20 - Jul 10
    $800
    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 7:00 AM
    $850
    Get ready for Grouper, Snapper, Kingfish, Cobia, Barracuda, Tuna, and Sailfish! The fishing grounds are up to 9 miles out.
There are 21 people looking at this charter.

About the Captain

Tyler Chartrand
Sarasota, Florida, United States
2 Fishing Reports
ID & License verified
338 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) Great Barracuda
Cobia Cobia
Flounder Flounder
King Mackerel (Kingfish) King Mackerel (Kingfish)

Boat specs

Sea Pro (Saltwater fishing) 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

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

Pay online in full

Pay online in full through FishingBooker and avoid unnecessary hassle with carrying extra cash.

No additional fees.
Book with 15% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 15% 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 3.5% charge will apply.

Sarasota Fishing Calendar

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Customer reviews

Rating Summary
Excellent
4.7 / 5
out of 5 stars from 338 reviews
Boat
Excellent
4.7 / 5
Crew
Excellent
4.8 / 5
Experience
Excellent
4.7 / 5
Photos & videos by reviewers (256)
Half day with Captain Mike
Half day with Captain Mike
Half Day Inshore
+253
Angler Rating
278
36
11
4
1
Anglers Claimed
Good experience
93%
Friendly captain
100%
Recommend this charter
93%
Appropriate for children
96%
Satisfied with the boat
99%
Catch intended fish
84%
Sort By:
Featured  
Showing:
5 of 338 reviews
Sam L.
San Jose, California
Excellent
4.7 / 5
Experience:
Very good
4.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half Day Inshore

VERIFIED   NEW  Half Day Trip - Inshore (PM) on July 23, 2022
Captain Mike was awesome.  Me and my 9 year old had a blast.  We caught 15 fish and hooked/lost many more.  It was none...
Sam L. recommends Chasin’ Tail Fishing Charters
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Sam L. recommends Chasin’ Tail Fishing Charters
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Brian W.
Sarasota, FL
Very good
4.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Very good
4.0 / 5
Crew
Good
3.0 / 5
Overall

4 hours of reeling

VERIFIED   NEW  Half Day Trip - Inshore (AM) on August 6, 2022
Super nice captain, boat is clean, and well maintained.  Prices are competitive.  The captain tried to get us fish checking...
Brian W. recommends Chasin’ Tail Fishing Charters
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Brian W. recommends Chasin’ Tail Fishing Charters
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Bill M.
Sarasota, FL
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Captain Mike Delivers

VERIFIED   NEW  Half Day Trip - Inshore (AM) on August 9, 2022
We spent a half day off the Sarasota coast with Captain Mike catching fish around the reefs. His ability to find the fish didn’t...
Bill M. recommends Chasin’ Tail Fishing Charters
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Bill M. recommends Chasin’ Tail Fishing Charters
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Chris J.
United States
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half a day with Captain MIke

VERIFIED   NEW  Half Day Trip - Nearshore (AM) on July 13, 2022
Captain did a good job had a great time.  The best part of this was the meal we had at home of fresh fish that were filleted...
Chris J. recommends Chasin’ Tail Fishing Charters
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Chris J. recommends Chasin’ Tail Fishing Charters
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Amy B.
Elmhurst, IL
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great time

VERIFIED   NEW  Half Day Trip - Nearshore (AM) on July 21, 2022
Had a great time fishing and ended the trip with seeing a manatee, dolphins, and caught multiple fish that we were able to...
Amy B. recommends Chasin’ Tail Fishing Charters
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Amy B. recommends Chasin’ Tail Fishing Charters
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FAQs about Chasin’ Tail Fishing Charters

Chasin’ Tail Fishing Charters offers the following trips to customers:
  • $600 per group, additional $50 per person after 4 guests - Half Day Trip - Inshore (AM) (4 hours)
  • $600 per group, additional $50 per person after 4 guests - Half Day Trip - Inshore (PM) (4 hours)
  • $600 per group, additional $50 per person after 4 guests - Half Day Trip - Nearshore (PM) (4 hours)
  • $650 per group, additional $50 per person after 4 guests - Half Day Trip - Nearshore (AM) (4 hours)
  • $800 per group, additional $50 per person after 3 guests - High Flying Tarpon (6 hours)
  • $850 per group, additional $50 per person after 4 guests - 3/4 Day Trip - Troll/Bottom fish (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
  • Life Jackets

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)