Chasin’ Tail Fishing Charters 

4.7/5 (458 reviews)
 
State licensed
 Siesta Drive 946, Sarasota, FL 34242, United States
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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

Charter Operator

Chasin' Tail Fishing Charters

25 years of experience
 ID & credentials verified
 responds within an hour

Most popular features:

 Fishing License
 Live Bait
 Pickup Included
 You Keep Catch
 Catch cleaning & filleting
 Drinks
 Child Friendly
 Ice Box
 Rods, reels & tackle

Trip availability and prices

Trip Date:
Days:
Group Size:
Almost there...
Half Day Trip - Inshore (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
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+2
US $650 
Entire boat: up to 6 people
Half Day Trip - Inshore (PM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 12:05 PM
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+2
US $650 
Entire boat: up to 6 people
Half Day Trip - Nearshore (AM)

 Just booked! Last booked: 8 hours ago

FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
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+6
US $700 
Entire boat: up to 6 people
Half Day Trip - Nearshore (PM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 12:05 PM
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+6
US $700 
Entire boat: up to 6 people
3/4 Day Trip - Troll/Bottom fish
FREE Cancellation 3 days notice
6 Hour Trip, starts at 7:00 AM
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+7
US $850 
Entire boat: up to 6 people
High Flying Tarpon
FREE Cancellation 3 days notice
6 Hour Trip, starts at 6:00 AM
Seasonal trip May 20 - Jul 10
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US $900 
Entire boat: up to 6 people
There are 3 people looking at this charter.

Customer reviews

Rating summary

4.7/5
out of 5 stars from 458 reviews
Boat
4.7/5
Crew
4.8/5
Experience
4.7/5

Photos & videos by reviewers (331)

Family Trip
Family Trip
Family Trip
+328

Angler rating

374
47
20
6
1

Anglers claimed

Good experience

91%

Appropriate for children

96%

Friendly captain

99%

Satisfied with the boat

99%

Recommend this charter

92%

Caught fish

86%

Powered by Ai
 
Review summary
These summary reviews were generated by AI based on recent reviews
Chasin’ Tail Fishing Charters stands out for its captain's deep local expertise, hands-on instruction, and ability to deliver memorable, trophy-worthy catches.
Guests should be aware of occasional communication delays and that some vessels focus on maximizing fishing space over comfort.
What Guests loved
Keep in mind
  • Captain demonstrates advanced local knowledge and provides hands-on instruction, including specific fishing techniques and encouragement for guests.
  • Guests have landed trophy-sized fish, such as a 60 pound, and consistently take home substantial catches.
  • Charter provides well-maintained, ready-to-use fishing gear and ensures lines are always prepared for action.
Showing 1 - 5 of 458 reviews
Michael B.
Michael B.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

The Ultimate Fishing Charter Experience with Aaron in Sarasota

VERIFIED

Half Day Trip - Nearshore (AM) on January 2, 2025

The Ultimate Fishing Charter Experience with Aaron in Sarasota If you're looking for an unforgettable fishing adventure in Sarasota, look no further than Aaron's Fishing Charters. Coming from Canada, we didn't know what to expect, but Aaron exceeded every expectation and then some. From the ease of booking to the final moments on shore, our experience was nothing short of spectacular. Booking with Aaron was a breeze. His website is intuitive, and the mobile app made confirming our trip seamless. Aaron was incredibly responsive, ensuring that all our questions were answered promptly, making us feel comfortable and well-prepared even before we set foot on his boat. Now, let me paint you a picture of our day: Aaron took four rookie fishermen from Canada—complete novices—and turned us into fish-catching machines! Under his expert guidance, we caught over 75 fish in just a few hours. His professionalism and passion for fishing shone through every step of the way. Aaron's attention to detail was remarkable. He baited the hooks for us, taught us the intricacies of casting and reeling, and patiently explained the techniques we needed to improve our catch. Every time we reeled in a fish, Aaron was right there, removing it from the hook and placing it in a cooler. It felt like a well-oiled machine, but with the warmth of someone who genuinely enjoys what they do. The equipment provided was top-notch, which made a significant difference for us as inexperienced anglers. We never had to worry about a thing; Aaron had it all covered, ensuring that we could focus solely on enjoying the thrill of the catch. The four hours we spent on the water flew by because we were having the time of our lives. Aaron's knowledge of the fishing spots and his keen eye for where the fish were biting made the trip productive and exciting. He didn't watch the clock and was more interested in ensuring we had an incredible experience. In fact, we stayed out longer than scheduled because everyone, including Aaron, was having so much fun. When we finally returned to shore, Aaron's service didn't stop there. He expertly cleaned all the fish for us and packed them into baggies, ready for us to take home. That evening, we enjoyed the freshest, most delicious fish we had ever tasted, a perfect end to an extraordinary day. Aaron is not just a great guide; he is a fantastic person who clearly loves sharing his knowledge and enthusiasm for fishing. His professionalism, kindness, and expertise made this trip one we'll never forget. If you're considering a fishing charter in Sarasota, do yourself a favor and book with Aaron. Whether you're a seasoned angler or a complete rookie like us, Aaron will ensure you have an amazing time. This was, without a doubt, the highlight of our trip to Florida, and we can't wait to do it again! Thank you, Aaron, for giving us memories that will last a lifetime! Best regards, Michael

The Ultimate Fishing Charter Experience with Aaron in Sarasota If you're looking for an unforgettable fishing adventure in Sarasota, look no further than Aaron's Fishing Charters. Coming from Canada, we didn't know what to expect, but Aaron exceeded every expectation and then some. From the ease of booking to the final moments on shore, our experience was nothing short of spectacular. Booking with Aaron was a breeze. His website is intuitive, and the mobile app made confirming our trip seamless....  

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 Michael B. recommends Chasin’ Tail Fishing Charters

Susan B.
Susan B.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Fishing with Captain Mike

VERIFIED

Half Day Trip - Nearshore (PM) on April 3, 2025

Captin Mike did a great job finding fish for us to catch. He was friendly and up front about about the fish not bitting well today. But we did catch fish. Caught a shark and a trout. We caught other fish as well just not keepers. He was funny and made us feel comfortable. We even got to see dolphins. We can not wait to fish with him again next year! Thanks Captain Mike! From Minnesota

Captin Mike did a great job finding fish for us to catch. He was friendly and up front about about the fish not bitting well today. But we did catch fish. Caught a shark and a trout. We caught other fish as well just not keepers. He was funny and made us feel comfortable. We even got to see dolphins. We can not wait to fish with him again next year! Thanks Captain Mike! From Minnesota  

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 Susan B. recommends Chasin’ Tail Fishing Charters

Joe T.
Joe T.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Capt Mike and crew get you on the fish!

VERIFIED

Half Day Trip - Nearshore (AM) on March 27, 2025

Best fishing charter I’ve been on yet! Capt Mike put us in the fish immediately and helped out my 7 yo son when needed. He even hooked some fish for him to reel in and get a feel! We bounced around fishing different species and moved on when things went cold. Couldn’t have asked for more, I highly recommend Chasing Tail Fishing Charters!!

Best fishing charter I’ve been on yet! Capt Mike put us in the fish immediately and helped out my 7 yo son when needed. He even hooked some fish for him to reel in and get a feel! We bounced around fishing different species and moved on when things went cold. Couldn’t have asked for more, I highly recommend Chasing Tail Fishing Charters!!  

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 Joe T. recommends Chasin’ Tail Fishing Charters

Benjamin S.
Benjamin S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great day on the Gulf

VERIFIED

Half Day Trip - Inshore (AM) on June 23, 2025

We had a blast fishing with Captain Aaron. He got us on top of fish fast put 16 snapper in the cooler in a very short time. Then he put us on top of some grouper that were catch and release but tons of fun to bring in the boat. Would absolutely recommend fishing with Chasin' Tail again!

We had a blast fishing with Captain Aaron. He got us on top of fish fast put 16 snapper in the cooler in a very short time. Then he put us on top of some grouper that were catch and release but tons of fun to bring in the boat. Would absolutely recommend fishing with Chasin' Tail again!  

 Benjamin S. recommends Chasin’ Tail Fishing Charters

Matt H.
Matt H.
4.7/5

Experience:

4.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great time when the fishing was slow

VERIFIED

Half Day Trip - Inshore (AM) on July 2, 2025

Captain Mike is great! Great personality and a lot of knowledge. Makes sure you do as much or as little as you want. We couldn’t find bait at the shops so he just caught it for us. We caught quite a few just no keepers that day. That’s fishing on any day. Highly recommend them and will go back. Family of four and the 4hours flew by.

Captain Mike is great! Great personality and a lot of knowledge. Makes sure you do as much or as little as you want. We couldn’t find bait at the shops so he just caught it for us. We caught quite a few just no keepers that day. That’s fishing on any day. Highly recommend them and will go back. Family of four and the 4hours flew by.  

 Matt H. recommends Chasin’ Tail Fishing Charters

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FAQs about Chasin’ Tail Fishing Charters

What are the trip rates for 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)
Which amenities are available onboard with Chasin’ Tail Fishing Charters?

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
What's included in the trip price with Chasin’ Tail Fishing Charters?

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! )
What types of fishing does Chasin’ Tail Fishing Charters offer?

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
What fishing techniques does Chasin’ Tail Fishing Charters offer?

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
Which fish species can I catch with Chasin’ Tail Fishing Charters?

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

Sarasota, Florida, United States

2 Fishing Reports
ID & license verified
508 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.

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

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.

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 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.

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
3 people are looking at this charter.
Half Day Trip - Nearshore (AM) booked 8 hours ago