Chasin’ Tail Fishing Charters 

4.7/5 (469 reviews)
 
State licensed
 Siesta Drive 946, Sarasota, FL 34242, United States

Chasin’ Tail Fishing Charters 

 
State licensed
4.7/5 (469 reviews)
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Siesta Drive 946
Sarasota, FL, 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.

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Rating

4.7
469 reviews
5
385
4
47
3
20
2
6
1
1
4.8
Boat & equipment
4.7
Captain & crew
4.7
Fishing Experience

Anglers' gallery (347)

professionally run outfit
professionally run outfit
professionally run outfit
professionally run outfit
Great trip
awesome fishing charter
+341

What anglers say

91%
Great experience
96%
Family friendly
99%
Friendly captain
99%
Good boat
92%
Recommended
87%
Caught fish

All reviews (469)

Filter
Showing 15 of 469 reviews
Susan Benjamin
Susan Benjamin
5.0
Verified
Fishing with Captain Mike
Half Day Trip - Nearshore (PM) on April 3, 20255 adults
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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0
Melissa Alden
Melissa Alden
5.0
Verified
EPIC fushing!!
3/4 Day Trip - Troll/Bottom fish on September 19, 20254 adults
the Captain put us on fish in a few lications! Snappers, Cobia, Little Tunny, Blue runners, Gag Grouper, Flounder, Jack Cravale, and even some Lemon Sharks. I wanted to catch different species and boy did we!
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Reported catch:
Cobia
Mangrove Snapper
Gag Grouper
Flounder
0
Joe Tebben
Joe Tebben
5.0
Verified
Capt Mike and crew get you on the fish!
Half Day Trip - Nearshore (AM) on March 27, 20253 adults1 child
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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0
Andrea Lochhead
Andrea Lochhead
5.0
Verified
New
Fishing with Tyler
Half Day Trip - Nearshore (PM) on December 30, 20256 adults
Reported catch:
Mangrove Snapper
Red Grouper
Flounder
0
Marc Orlando
Marc Orlando
5.0
Verified
New
December fishing trip
Half Day Trip - Inshore (AM) on December 30, 20254 adults
0

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
January 2026
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 4 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 4 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 4 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 4 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 4 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 3 people
There are 6 people looking at this charter.

Rating

4.7
469 reviews
5
385
4
47
3
20
2
6
1
1
4.8
Boat & equipment
4.7
Captain & crew
4.7
Fishing Experience

Anglers' gallery (347)

professionally run outfit
professionally run outfit
professionally run outfit
professionally run outfit
Great trip
awesome fishing charter
+341

What anglers say

91%
Great experience
96%
Family friendly
99%
Friendly captain
99%
Good boat
92%
Recommended
87%
Caught fish

All reviews (469)

Filter
Showing 15 of 469 reviews
Susan Benjamin
Susan Benjamin
5.0
Verified
Fishing with Captain Mike
Half Day Trip - Nearshore (PM) on April 3, 20255 adults
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
0
Melissa Alden
Melissa Alden
5.0
Verified
EPIC fushing!!
3/4 Day Trip - Troll/Bottom fish on September 19, 20254 adults
the Captain put us on fish in a few lications! Snappers, Cobia, Little Tunny, Blue runners, Gag Grouper, Flounder, Jack Cravale, and even some Lemon Sharks. I wanted to catch different species and boy did we!
Review media 0
Review media 0
Review media 1
Review media 2
Review media 3
Review media 4
Review media 4
Review media 4
Reported catch:
Cobia
Mangrove Snapper
Gag Grouper
Flounder
0
Joe Tebben
Joe Tebben
5.0
Verified
Capt Mike and crew get you on the fish!
Half Day Trip - Nearshore (AM) on March 27, 20253 adults1 child
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
0
Andrea Lochhead
Andrea Lochhead
5.0
Verified
New
Fishing with Tyler
Half Day Trip - Nearshore (PM) on December 30, 20256 adults
Reported catch:
Mangrove Snapper
Red Grouper
Flounder
0
Marc Orlando
Marc Orlando
5.0
Verified
New
December fishing trip
Half Day Trip - Inshore (AM) on December 30, 20254 adults
0

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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