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.
Charter Operator
Chasin' Tail Fishing Charters
Highlights
In demand! Last booked: 20 hours ago
In demand! Last booked: 2 days ago
In demand! Last booked: 3 days ago
Rating summary
Photos & videos by reviewers (331)
Angler rating
Anglers claimed
Good experience
91%
Appropriate for children
96%
Friendly captain
99%
Satisfied with the boat
99%
Recommend this charter
92%
Caught fish
86%
Experience:
Boat
Crew
Overall
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!
Experience:
Boat
Crew
Overall
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....
Experience:
Boat
Crew
Overall
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.
Experience:
Boat
Crew
Overall
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
Experience:
Boat
Crew
Overall
High Flying Tarpon on June 21, 2025
We had an awesome time, Aron was very polite and informative, put us on fish all day and fulfilled my youngest daughter’s wish of her first snook! We will be back soon
We had an awesome time, Aron was very polite and informative, put us on fish all day and fulfilled my youngest daughter’s wish of her first snook! We will be back soon
Chasin’ Tail Fishing Charters offers the following trips to customers:
When you book a trip with Chasin’ Tail Fishing Charters, you can expect the following amenities onboard:
Trips booked with Chasin’ Tail Fishing Charters include:
Chasin’ Tail Fishing Charters offers the following types of fishing:
Chasin’ Tail Fishing Charters offers the following fishing techniques:
Top targeted fish species with Chasin’ Tail Fishing Charters include:
Sarasota, Florida, United States
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.
Inshore Fishing
Nearshore Fishing
Offshore Fishing
We fish up to 9 miles in the gulf!
Reef Fishing
Wreck Fishing
Flats Fishing
Backcountry Fishing
Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Popping
Fly Fishing
Drift Fishing
Kite Fishing
Handline
Deep Sea Fishing
GPS
garmin
Fishfinder
garmin
Flybridge
Live Bait Well
Wireless Trolling Motor
Ice Box
Radio
Radar
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!
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.
Pickup included in price
Child Friendly
Everyone is welcome to experience a trip of a life time for all ages!
You Keep Catch
Catch and Release Allowed
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.
Chasin’ Tail Fishing Charters - Updated 2025 Prices