Chasin’ Tail Fishing Charters 

4.7/5 (459 reviews)
 
State licensed
 Siesta Drive 946, Sarasota, FL 34242, United States

Chasin’ Tail Fishing Charters 

 
State licensed
4.7/5 (459 reviews)
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Siesta Drive 946
Sarasota, FL, United States
You may qualify for a Loyalty Program discount with Chasin’ Tail Fishing Charters. To check if you can use a Loyalty Program discount for your selected dates, please sign in.

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.

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Customer reviews

Rating summary

4.7/5
out of 5 stars from 459 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

375
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%

Showing 1 - 5 of 459 reviews
Showing: 5 of 459 reviews
Michael B.
Michael B.
5.0/5

Jan 2, 2025

Half Day Trip - Nearshore (AM)

The Ultimate Fishing Charter Experience with Aaron in Sarasota

VERIFIED

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,...  

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 Michael B. recommends Chasin’ Tail Fishing Charters

Mark review as helpful

 Michael B. recommends Chasin’ Tail Fishing Charters

Mark review as helpful


Susan B.
Susan B.
5.0/5

Apr 3, 2025

Half Day Trip - Nearshore (PM)

Fishing with Captain Mike

VERIFIED

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...  

Review media 0
 Susan B. recommends Chasin’ Tail Fishing Charters

Mark review as helpful

 Susan B. recommends Chasin’ Tail Fishing Charters

Mark review as helpful


Joe T.
Joe T.
5.0/5

Mar 27, 2025

Half Day Trip - Nearshore (AM)

Capt Mike and crew get you on the fish!

VERIFIED

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...  

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 Joe T. recommends Chasin’ Tail Fishing Charters

Mark review as helpful

 Joe T. recommends Chasin’ Tail Fishing Charters

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Benjamin S.
Benjamin S.
5.0/5

Jun 23, 2025

Half Day Trip - Inshore (AM)

Great day on the Gulf

VERIFIED

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...  

 Benjamin S. recommends Chasin’ Tail Fishing Charters

Mark review as helpful

 Benjamin S. recommends Chasin’ Tail Fishing Charters

Mark review as helpful


Matt H.
Matt H.
4.7/5

Jul 2, 2025

Half Day Trip - Inshore (AM)

Great time when the fishing was slow

VERIFIED

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...  

 Matt H. recommends Chasin’ Tail Fishing Charters

Mark review as helpful

 Matt H. recommends Chasin’ Tail Fishing Charters

Mark review as helpful


Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
September 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Half Day Trip - Inshore (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
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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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US $650 
Entire boat: up to 6 people
Half Day Trip - Nearshore (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
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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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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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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 5 people looking at this charter.

Customer reviews

Rating summary

4.7/5
out of 5 stars from 459 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

375
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%

Showing 1 - 5 of 459 reviews
Showing: 5 of 459 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....  

Review media 0
Review media 1
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 Michael B. recommends Chasin’ Tail Fishing Charters

Mark review as helpful


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  

Review media 0
 Susan B. recommends Chasin’ Tail Fishing Charters

Mark review as helpful


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!!  

Review media 0
Review media 1
 Joe T. recommends Chasin’ Tail Fishing Charters

Mark review as helpful


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

Mark review as helpful


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

Mark review as helpful


FAQs about Chasin’ Tail Fishing Charters

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The fish you can target

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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
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