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Chasin’ Tail Fishing Charters

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Siesta Drive Sarasota, FL

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 b...

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.

Popular Features:

  • Fishing License Included
  • Fish Cleaning Included
  • Children Welcome
  • Fishing Tackle Included
  • First Mate

  • Fishing Trips with Chasin’ Tail Fishing Charters start at: $650.00

    View Trips

  • Your Captain will provide:

    • Catch Cleaning & Filleting
    • Fishing License
    • Fresh or Live Bait
    • Lures
    • Rods Reels Terminal Tackle

    You’ll need to bring drinks (no glass bottles), snacks, weather appropriate clothing, sunglasses, sunscreen, etc.

  • Weather cancellations are at your Captain’s discretion, your safety is their number one priority! You will receive a refund for any weather cancellation, or you can choose to reschedule your trip for a different date.

  • Siesta Drive Sarasota, FL

    • Barracuda
    • Cobia
    • Flounder
    • King Mackerel
    • Permit
    • Pompano
    • Sharks
    • Mangrove Snapper
    • Red Snapper
    • Snook
    • Tarpon
    • Triggerfish
    Your Captain will have you targeting the species biting most frequently on the days leading up to your trip!

Trips:

You will have the opportunity to select backup dates in checkout (if applicable)

Half Day Trip - Inshore (PM)

$650.00

Price includes up to 4 guests

+$50.00 per additional guest, max 6 guests

12:00pm - 4:00pm EST (4 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

We'll go fishing inshore for Trout, Snook, Snappers, Black Drum, Sheepshead, Sharks, Redfish, Tarpon, and other fish roaming the back waters!

Half Day Trip - Nearshore (PM)

$700.00

Price includes up to 4 guests

+$50.00 per additional guest, max 6 guests

12:00pm - 4:00pm EST (4 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

Bottom fishing for Groupers, Snappers and other reef species. We'll also troll for for Tuna, Kingfish, Spanish Mackerel, Sailfish, Bonita, and other pelagic species.

Half Day Trip - Inshore (AM)

$650.00

Price includes up to 4 guests

+$50.00 per additional guest, max 6 guests

7:30am - 11:30am EST (4 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

We'll go fishing inshore for Trout, Snook, Snappers, Black Drum, Sheepshead, Sharks, Redfish, Tarpon, and other fish roaming the back waters!

Half Day Trip - Nearshore (AM)

$700.00

Price includes up to 4 guests

+$50.00 per additional guest, max 6 guests

7:30am - 11:30am EST (4 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

Nearshore bottom fishing out front of the #1 beach in the United States! Fishing for Grouper, Snapper, Kingfish, Cobia, Shark, Tuna, Mahi Mahi, and other reef species. Your catch will be handled with care and cleaned for the dinner table!

3/4 Day Trip - Troll/Bottom Fish

$850.00

Price includes up to 4 guests

+$50.00 per additional guest, max 6 guests

7:00am - 1:00pm EST (6 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

Get ready for Grouper, Snapper, Kingfish, Cobia, Barracuda, Tuna, and Sailfish! The fishing grounds are up to 9 miles out.

High Flying Tarpon

$900.00

Offered 05/20/25 - 07/10/25

Price includes up to 3 guests

+$50.00 per additional guest, max 6 guests

6:00am - 12:00pm EST (6 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

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!
Customer Reviews
Average Review
4.89
(17)
(2)
(0)
(0)
(0)
Half Day Trip - Inshore (AM)
Took my 82 yr old Dad a long time fisherman that hadn’t been on the water in years and my 13 yr old grandson first time on the water they both had a great day and Captain Mike helped them both to have a great experience. I enjoyed it watching them both, we all left with some wonderful memories and enough fish for a nice fry with family and friends!
Took my 82 yr old Dad a long time fisherman that hadn’t been on the water in years and my 13 yr old grandson first time on the water they both had a great day and Captain Mike helped them both to have a great experience. I enjoyed it watching them both, we all left with some wonderful memories and enough fish for a nice fry with family and friends!
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Half Day Trip - Inshore (AM)
My husband and I had a blast! Captain Tyler and Nate made the experience so much fun. They got us on some snook, trout, & jack right away. We could barely keep our lines in the water before we were reeling back in with another fish. My husband even caught a redfish as well, which was cool as we are not from the area and have never seen one. Overall, awesome experience and we will definitely be booking when we come back to the area! Highly recommend.
My husband and I had a blast! Captain Tyler and Nate made the experience so much fun. They got us on some snook, trout, & jack right away. We could barely keep our lines in the water before we were reeling back in with another fish. My husband even caught a redfish as well, which was cool as we are not from the area and have never seen one. Overall, awesome experience and we will definitely be booking when we come back to the area! Highly recommend.
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Half Day Trip - Nearshore (PM)
I don’t even know where to begin!! I surprised my husband, kids and dad with the deep sea fishing trip.. My husband and my dad both worked as deckhands so I knew their expectations were going to be high. Captain Alex met us and right off he was well loved! So personable, so excited. The entire trip I was getting texts from everyone telling me how amazing it was and how much fun they were having. Both my husband and my dad had great compliments regarding Captain Alex. If you are debating a fishing trip.. I will strongly encourage you to contact Chasin’ Tail fishing Charter and please do yourself a favor and request Captain Alex! You will not be disappointed! Such an amazing experience, even 4 hours later I’m still hearing stories of what they did and what they caught! The kids are asking to do it again tomorrow!!
I don’t even know where to begin!! I surprised my husband, kids and dad with the deep sea fishing trip.. My husband and my dad both worked as deckhands so I knew their expectations were going to be high. Captain Alex met us and right off he was well loved! So personable, so excited. The entire trip I was getting texts from everyone telling me how amazing it was and how much fun they were having. Both my husband and my dad had great compliments regarding Captain Alex. If you are debating a fishing trip.. I will strongly encourage you to contact Chasin’ Tail fishing Charter and please do yourself a favor and request Captain Alex! You will not be disappointed! Such an amazing experience, even 4 hours later I’m still hearing stories of what they did and what they caught! The kids are asking to do it again tomorrow!!
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Additional Features:

  • Saftey Equipment

  • Life Jackets
  • Life Raft
  • Fire Extinguishers
  • First-aid Equipment
  • Cpr-trained Crew
  • Epirb
  • Flares
  • Vhf Radio

  • Navigation

  • Gps
  • Fish Finder
  • Radar

  • Price Includes

  • Catch Cleaning & Filleting
  • Fishing License
  • Fresh Or Live Bait
  • Lures
  • Rods Reels Terminal Tackle
  • First Mate

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Florida | Sarasota