Chasin’ Tail Fishing Charters 

4.7
(506 reviews)
 
State licensed
 Siesta Drive 946, Sarasota, FL 34242, United States

Chasin’ Tail Fishing Charters 

Sarasota, FL, United States
24 ft
6
4.7
(506 reviews)

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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 and his crew are 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 and his crew know the best spots to reel in the fish of the day. They believe 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.

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 and his crew are 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 and his crew know the best spots to reel in the fish of the day. They believe 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.

Chasin' Tail Fishing Charters
Charter Operator
Chasin' Tail Fishing Charters
26 years of experience
ID & credentials verified
responds within an hour

Select date to see availability

Trip availability and prices

Trip date:
Group Size:
September 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
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Half Day Trip – Inshore
FREE Cancellation 3 days notice
4 hour trip multiple starting times (8:00 AM, 12:05 PM)
Permit
Snook
Tarpon
Snapper (Mangrove)
+3
US $700
Entire boat: up to 3 people
Half Day Trip – Nearshore
FREE Cancellation 3 days notice
4 hour trip multiple starting times (8:00 AM, 12:05 PM)
Barracuda (Great)
Cobia
King Mackerel (Kingfish)
Permit
+7
US $750
Entire boat: up to 3 people
3/4 Day Trip - Troll/Bottom fish
FREE Cancellation 3 days notice
6 hour trip starts at 7:00 AM
Barracuda (Great)
Cobia
King Mackerel (Kingfish)
Permit
+7
US $850
Entire boat: up to 4 people
High Flying Tarpon
FREE Cancellation 3 days notice
6 hour trip starts at 6:00 AM
Seasonal trip
May 20 - Jul 10
Tarpon
US $900
Entire boat: up to 3 people
There are 10 people looking at this charter.

Customer reviews

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Rating

4.7
506 reviews
4.7
Boat & equipment
4.8
Captain & crew
4.7
Fishing Experience

Anglers' gallery (378)

What anglers say

92%
Great experience
96%
Family friendly
99%
Friendly captain
99%
Good boat
92%
Recommended
88%
Caught fish

All reviews (506)

Frequently mentioned
Showing 15 of 506 reviews
Ku Ku
Ku Ku
us
New York, US
Member since 2026
5.0
Verified
fun Fishing Trip
Half Day Trip – Nearshore - 12:05 PM on July 28, 20263 adults

Captain Gary was such a great guide. He areived early and was ready for us as soon as we got there. The boat and equipment was nice, they even had drinks for us. Even during a bad season we still managed to catch fish. Captain Gary knew what he was doing and assisted us in every step to catch fish. Captain Gary was hands on during the experience and invested in out experience. i would definately book again, this time for a longer trip.

Reported catch:
Mangrove Snapper
Brent Harrel
Brent Harrel
us
Oklahoma, US
Member since 2026
5.0
Verified
Good Times and Lots of Fish
3/4 Day Trip - Troll/Bottom fish on July 27, 20263 adults

My two sons and I went out with captain Bryce today and had a great trip. He was positive, energetic, and worked hard to keep us catching fish. We were having so much fun that we lost count of how many fish we caught, and managed to pull off an “Inshore Slam” in the process. Mother Nature wasn’t cooperating today but captain Bryce adapted and enabled us to have a fun and memorable trip. Will definitely book again next time.

Reported catch:
Mangrove Snapper
Gag Grouper
Chantel Lay
Chantel Lay
us
Florida, US
Member since 2026
5.0
Verified
New
Great time!
3/4 Day Trip - Troll/Bottom fish on August 15, 20262 adults

Went out with Capt Gary. He was very knowledgeable about the area and the where to go to particular fish. He constantly kept the lines ready with bait. Definitely recommend!

Eric Hunsader
Eric Hunsader
us
Wisconsin, US
Member since 2026
5.0
Verified
Great day on the water!
High Flying Tarpon on May 27, 20262 adults

Captain bryce was an amazing guide, super fown to earth and very knowledgeable. My girlfriend and i went on a half day trip in search of tarpon! We ended up pulling in a hammerhead shark which was absolutely incredible. Memories that will last a lifetime!

Patrick Mauro
Patrick Mauro
Repeat angler
us
Greenville, SC, US
Member since 2017
4 trips
5.0
Verified
Great 3/4 Day!
3/4 Day Trip - Troll/Bottom fish on July 6, 20264 adults1 child

Captain Gary did a great job getting us on some fish. I wanted to catch dinner and maybe get the kids on something memorable. We got mangrove snapper, snook, and barracuda! Outstanding time on the water.

Reported catch:
Great Barracuda
Mangrove Snapper

FAQs about Chasin’ Tail Fishing Charters

Chasin’ Tail Fishing Charters offers the following trips to customers:
  • US $700 per group, additional US $50 per person after 3 guests - Half Day Trip – Inshore (4 hours)
  • US $700 per group, additional US $50 per person after 3 guests - Half Day Trip – Inshore - 12:05 PM (4 hours)
  • US $750 per group, additional US $50 per person after 3 guests - Half Day Trip – Nearshore (4 hours)
  • US $750 per group, additional US $50 per person after 3 guests - Half Day Trip – Nearshore - 12:05 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 (We occasionally will catch some live bait on our trips depending on what we are fishing for all included In our rates! )
  • Lures
  • Catch cleaning & filleting (At the end of the day we clean d-bone and back your catch ready for the dinner table! )
  • Drinks (Water)
  • First mate (Sometimes)
  • Fishing license (Our trips include a fishing license for up to 6 passengers on board! Bring whatever you would like to eat or drink and let's go make memories! )
Chasin’ Tail Fishing Charters offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing (We fish up to 9 miles in the gulf!)
  • 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)

Your operator

Chasin' Tail Fishing Charters
Chasin' Tail Fishing Charters

Sarasota, Florida, United States

2 Fishing Reports
ID & license verified
589 Customer reviews
Typical response 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.

Chasin' Tail Fishing Charters
Chasin' Tail Fishing Charters
Fully verified
2
reports
589
reviews
2015
member since
~1h
response
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.

The fish you can target

Great Barracuda
Great Barracuda
Cobia
Cobia
Flounder
Flounder
King Mackerel (Kingfish)
King Mackerel (Kingfish)
Permit
Permit
Pompano
Pompano
Blacktip Shark
Blacktip Shark
Mangrove Snapper
Mangrove Snapper
Red Snapper
Red Snapper
Snook
Snook
Tarpon
Tarpon
Gray Triggerfish
Gray Triggerfish
Great Barracuda
Great Barracuda
Cobia
Cobia
Flounder
Flounder
King Mackerel (Kingfish)
King Mackerel (Kingfish)
Permit
Permit

Real catches by this captain

  • Great time!
    Chantel L.
    Chantel L.
  • August fishing trip
    Chris S.
    Chris S.
  • Great trip
    Jordon K.
    Jordon K.
  • Sons best life
    Thomas B.
    Thomas B.
  • Great day on the water!
    Eric H.
    Eric H.
  • Get captain Bryce
    Dennis H.
    Dennis H.
  • professionally run outfit
    Anthony M.
    Anthony M.
  • Great trip
    Duane M.
    Duane M.

What is the boat like?

Boat image
Boat category
Center console boats
Capacity
6 persons
Boat length
24 ft
Year built
2003
Restored in
2021
Boat manufacturer
Sea Pro
Boat type
Bay boat
Engine model
Yamaha
Powered by
1 x 200HP
Max cruising speed
35 knots

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing
Offshore Fishing
We fish up to 9 miles in the gulf!
Reef Fishing
Wreck Fishing
Flats Fishing
Backcountry Fishing

Which fishing techniques you can try

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

Which amenities are available onboard

GPS
garmin
Fishfinder
garmin
Flybridge
Live bait well
Wireless trolling motor
Ice box
Radio
Radar
What's included in the trip price
Rods, reels & tackle
Shiamno
Live bait
We occasionally will catch some live bait on our trips depending on what we are fishing for all included In our rates!
Lures
Catch cleaning & filleting
At the end of the day we clean d-bone and back your catch ready for the dinner table!
Drinks
Water
First mate
Sometimes
Fishing license
Our trips include a fishing license for up to 6 passengers on board! Bring whatever you would like to eat or drink and let's go make memories!

How cancellations work

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.

More details

What the listing policies are

Pickup included in price
Transfer from hotels or jetties in Sarasota to departure site is available and included in trip rates.
Child friendly
Everyone is welcome to experience a trip of a life time for all ages!
You keep catch
Catch and release allowed

How you can pay

Pay online in full

Pay online in full through FishingBooker and save on credit card fees at the dock.

No additional fees.

Book with 25% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 25% 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.

What’s biting in Sarasota right now

Barracuda (Great)Barracuda (Great)
CobiaCobia
King Mackerel (Kingfish)King Mackerel (Kingfish)
PermitPermit
Snapper (Red)Snapper (Red)
SnookSnook
TarponTarpon

Compare similar fishing charters

Current
Chasin’ Tail Fishing Charters
Chasin’ Tail Fishing Charters
State licensed
4.7
(506)
24 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+10
4 hour trip • 3 persons
US $700