Chasin' Tail Fishing Charters 2 

4.6/5 (50 reviews)
 Siesta Drive 946, Sarasota, FL 34242, United States
4.6/5 (50 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 2. To check if you can use a Loyalty Program discount for your selected dates, please sign in.

Spend the day with Chasin’ Tail Fishing Charters and let them show you what makes the fishing in Sarasota so memorable! Having logged many hours on these tides, Captain Tyler can tell you all about the local fishery.

These waters are known for King Mackerel, Goliath Grouper, Gag Grouper, Mangrove Snapper, Hogfish, Scamp Grouper, Flounder, Grunt, Black Drum, Cobia, Red Grouper, Great Barracuda, and more – with any luck, you’ll have tight lines in no time.

Depending on the species you’re after, you may find yourself spinning, popping, trolling, drifting, jigging, bottom fishing, or maybe something more specialized in this area. You’re welcome to bring home some of the fish you catch, so long as it’s legal. Plus, you can have your catch cleaned. Now that’s dinner!

Planning a family adventure? Kids are absolutely welcome! Be sure to ask if child-sized life vests are available, otherwise, you should bring your own. And, you can’t go wrong with snacks so that nobody gets cranky on an empty stomach!

You’ll be welcome aboard a 24’ C-Hawk center console that can carry up to 6 passengers. It comes with everything you need for a productive day on the water. Rods, reels, and tackle are ready for you, along with lures. Live bait is available, but it’s good to ask about this so you know if you’ll be catching it yourself.

The charter boat covers your fishing license, just show up ready for some fishing! Be mindful that some species may have special rules or limited seasons. Your captain will help you follow regulations while you fish.

Don’t leave home without sunglasses, sunscreen (non-spray), and a hat. There will be bottled water on board for you, but feel free to bring your own refreshments if you wish.

Now, come aboard with Chasin’ Tail Fishing Charters 2 and get hooked!

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Customer reviews

Rating summary

4.6/5
out of 5 stars from 50 reviews
Boat
4.4/5
Crew
4.8/5
Experience
4.6/5

Photos & videos by reviewers (36)

Aaron was cool!
Aaron was cool!
Aaron was cool!
+33

Angler rating

38
4
5
1
0

Anglers claimed

Good experience

88%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

88%

Recommend this charter

86%

Caught fish

89%

Showing 1 - 5 of 50 reviews
Showing: 5 of 50 reviews
Jim O.
Jim O.
5.0/5

Jun 12, 2025

4 Hour Trip – Nearshore (AM)

Great day on Sarasota Bay!

VERIFIED

Our captain Aaron was a knowledgeable and skilled guide. He had both live bait and lures on the boat and moved first to grass flats in the bay . We immediately hooked 3 nice sized trout and then moved to some rock structures along New Pass where snapper were plentiful. The Yamaha 250hp moved us around the bay effortlessly and the trolling motor helped us hold position in the inlet current … Aaron, born and raised local knew where to go and where to toss our bait. Overall Chasing Tail provided a great day on Sarasota Bay!

Our captain Aaron was a knowledgeable and skilled guide. He had both live bait and lures on the boat and moved first to grass...  

Review media 0
Review media 0
 Jim O. recommends Chasin' Tail Fishing Charters 2
 Jim O. recommends Chasin' Tail Fishing Charters 2

Daphne H.
Daphne H.
5.0/5

Jun 26, 2025

4 Hour Trip – Inshore (AM)

Great day of fishing!

VERIFIED

Our family of 6 teens and young adults had an incredible day of fishing and fun on the boat with Aaron! Memories made and lots of fish caught! We will be back!

Our family of 6 teens and young adults had an incredible day of fishing and fun on the boat with Aaron! Memories made and lots...  

 Daphne H. recommends Chasin' Tail Fishing Charters 2
 Daphne H. recommends Chasin' Tail Fishing Charters 2

William S.
William S.
5.0/5

Jul 21, 2025

4 Hour Trip – Nearshore (PM)

Aaron was cool!

VERIFIED

My family of 6 caught fish and were entertained the entire 4 hours despite inclement weather at the beginning of the trip. Awesome!

My family of 6 caught fish and were entertained the entire 4 hours despite inclement weather at the beginning of the trip. Awesome!  

Review media 0
Review media 1
Review media 2
 William S. recommends Chasin' Tail Fishing Charters 2
 William S. recommends Chasin' Tail Fishing Charters 2

Merri M.
Merri M.
5.0/5

Dec 26, 2024

Special 4 hour trip for Merri Milke

Such a FUN afternoon!!!!

VERIFIED

Captain Mike was worry every penny!!! He has great knowledge & a great spirit. We can’t wait to come back to FL & book another adventure. Highly recommended!! Thanks, Captain Mike

Captain Mike was worry every penny!!! He has great knowledge & a great spirit. We can’t wait to come back to FL & book another...  

 Merri M. recommends Chasin' Tail Fishing Charters 2
 Merri M. recommends Chasin' Tail Fishing Charters 2

Robert W.
Robert W.
5.0/5

Jun 1, 2025

8 Hour Trip – High Flying Tarpon

June fishing trip

VERIFIED

 

 Robert W. recommends Chasin' Tail Fishing Charters 2
 Robert W. recommends Chasin' Tail Fishing Charters 2

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
August 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
4 Hour Trip – Inshore (AM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 8:00 AM
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US $650 
Entire boat: up to 6 people
4 Hour Trip – Inshore (PM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 12:00 PM
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US $650 
Entire boat: up to 6 people
4 Hour Trip – Nearshore (AM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 8:00 AM
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US $700 
Entire boat: up to 6 people
4 Hour Trip – Nearshore (PM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 12:00 PM
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US $700 
Entire boat: up to 6 people
6 Hour Trip – Nearshore
FREE Cancellation 1 day notice
6 Hour Trip, starts at 7:00 AM
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US $850 
Entire boat: up to 6 people
8 Hour Trip – High Flying Tarpon
FREE Cancellation 1 day notice
8 Hour Trip, starts at 6:00 AM
Seasonal trip May 15 - Jul 10
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US $1,000 
Entire boat: up to 6 people

Customer reviews

Rating summary

4.6/5
out of 5 stars from 50 reviews
Boat
4.4/5
Crew
4.8/5
Experience
4.6/5

Photos & videos by reviewers (36)

Aaron was cool!
Aaron was cool!
Aaron was cool!
+33

Angler rating

38
4
5
1
0

Anglers claimed

Good experience

88%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

88%

Recommend this charter

86%

Caught fish

89%

Showing 1 - 5 of 50 reviews
Showing: 5 of 50 reviews
Jim O.
Jim O.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great day on Sarasota Bay!

VERIFIED

4 Hour Trip – Nearshore (AM) on June 12, 2025

Our captain Aaron was a knowledgeable and skilled guide. He had both live bait and lures on the boat and moved first to grass flats in the bay . We immediately hooked 3 nice sized trout and then moved to some rock structures along New Pass where snapper were plentiful. The Yamaha 250hp moved us around the bay effortlessly and the trolling motor helped us hold position in the inlet current … Aaron, born and raised local knew where to go and where to toss our bait. Overall Chasing Tail provided a great day on Sarasota Bay!

Our captain Aaron was a knowledgeable and skilled guide. He had both live bait and lures on the boat and moved first to grass flats in the bay . We immediately hooked 3 nice sized trout and then moved to some rock structures along New Pass where snapper were plentiful. The Yamaha 250hp moved us around the bay effortlessly and the trolling motor helped us hold position in the inlet current … Aaron, born and raised local knew where to go and where to toss our bait. Overall Chasing Tail provided...  

Review media 0
Review media 0
 Jim O. recommends Chasin' Tail Fishing Charters 2

Daphne H.
Daphne H.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great day of fishing!

VERIFIED

4 Hour Trip – Inshore (AM) on June 26, 2025

Our family of 6 teens and young adults had an incredible day of fishing and fun on the boat with Aaron! Memories made and lots of fish caught! We will be back!

Our family of 6 teens and young adults had an incredible day of fishing and fun on the boat with Aaron! Memories made and lots of fish caught! We will be back!  

 Daphne H. recommends Chasin' Tail Fishing Charters 2

William S.
William S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Aaron was cool!

VERIFIED

4 Hour Trip – Nearshore (PM) on July 21, 2025

My family of 6 caught fish and were entertained the entire 4 hours despite inclement weather at the beginning of the trip. Awesome!

My family of 6 caught fish and were entertained the entire 4 hours despite inclement weather at the beginning of the trip. Awesome!  

Review media 0
Review media 1
Review media 2
 William S. recommends Chasin' Tail Fishing Charters 2

Merri M.
Merri M.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Such a FUN afternoon!!!!

VERIFIED

Special 4 hour trip for Merri Milke on December 26, 2024

Captain Mike was worry every penny!!! He has great knowledge & a great spirit. We can’t wait to come back to FL & book another adventure. Highly recommended!! Thanks, Captain Mike

Captain Mike was worry every penny!!! He has great knowledge & a great spirit. We can’t wait to come back to FL & book another adventure. Highly recommended!! Thanks, Captain Mike  

 Merri M. recommends Chasin' Tail Fishing Charters 2

Robert W.
Robert W.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

June fishing trip

VERIFIED

8 Hour Trip – High Flying Tarpon on June 1, 2025

 

 Robert W. recommends Chasin' Tail Fishing Charters 2

FAQs about Chasin' Tail Fishing Charters 2

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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
2000
Restored in
2023
Boat manufacturer
C-Hawk
Boat type
Center console

Engine model
Yamaha
Powered by
1 x 200HP
Max cruising speed
35 knots
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What’s biting in Sarasota right now

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