Chasin' Tail Fishing Charters 2 

4.6/5 (58 reviews)
 Siesta Drive 946, Sarasota, FL 34242, United States

Chasin' Tail Fishing Charters 2 

4.6/5 (58 reviews)
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Siesta Drive 946
Sarasota, FL, United States
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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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Rating

4.6
58 reviews
5
45
4
4
3
5
2
2
1
0
4.8
Boat & equipment
4.4
Captain & crew
4.6
Fishing Experience

Anglers' gallery (59)

Fishing Fun
Fishing Fun
Capt’n Aaron is the best
Capt’n Aaron is the best
Capt’n Aaron is the best
Capt’n Aaron is the best
+53

What anglers say

97%
Family friendly
86%
Recommended
90%
Caught fish

All reviews (58)

Filter
Showing 15 of 58 reviews
Jonathan Francis
Jonathan Francis
5.0
Verified
New
Capt’n Aaron is the best
4 Hour Trip – Nearshore on December 23, 20256 adults
Cap’t Aaron’s, Chasin’ Tail fishing charters 2 was the best fishing I’ve done in 20+ years of fishing in Siesta Key Sarasota FL. the dolphins surfin wake was an added bonus. If you’re ever in Siesta Key treat yo’self to making some core memories with your family. Didn’t get my dream Cobia this time but I will next time God willing🙏🏾. Happy Birthday sweet baby Jesus. Merry Christmas. Luke 5:6 (NRSCE) When they had done this, they caught so many fish that their nets were beginning to break. John 21:6 (NRSCE) He said to them, “Cast the net to the right side of the boat, and you will find some.” So they cast it, and now they were not able to haul it in because there were so many fish.
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+2
Reported catch:
Grunt
Gag Grouper
0
Jim Orlando
Jim Orlando
5.0
Verified
Great day on Sarasota Bay!
4 Hour Trip – Nearshore on June 12, 20252 adults
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!
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0
Steve Houk
Steve Houk
5.0
Verified
New
Amazing
4 Hour Trip – Nearshore - 12:00 PM on January 3, 20262 adults3 children
Had an amazing trip and Captain Bryce was so knowledgeable and upbeat. He made the experience incredible.
0
Aurelia Wallenda-zoppe'
Aurelia Wallenda-zoppe'
5.0
Verified
New
Fishing Fun
4 Hour Trip – Nearshore on December 26, 20255 adults1 child
Captain was knoweldgable and informative. Everyon in my party(6) caught several fish each. Had a great time.
Review media 0
Review media 0
Reported catch:
Cobia
0
William Schaefer
William Schaefer
4.7
Verified
New
December fishing trip
6 Hour Trip – Nearshore on December 18, 20252 adults
I enjoyed my trip with Aaron. We caught many sheephead and mangro samples. Aaron's personality made the trip even more enjoyable.
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...
4 Hour Trip – Inshore
FREE Cancellation 1 day notice
4 Hour Trip
starts at 8:00 AM
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US $650
Entire boat: up to 4 people
4 Hour Trip – Inshore - 12:00 PM
FREE Cancellation 1 day notice
4 Hour Trip
starts at 12:00 PM
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US $650
Entire boat: up to 4 people
4 Hour Trip – Nearshore
FREE Cancellation 1 day notice
4 Hour Trip
starts at 8:00 AM
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US $700
Entire boat: up to 4 people
4 Hour Trip – Nearshore - 12:00 PM
FREE Cancellation 1 day notice
4 Hour Trip
starts at 12:00 PM
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US $700
Entire boat: up to 4 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 4 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
There are 8 people looking at this charter.

Rating

4.6
58 reviews
5
45
4
4
3
5
2
2
1
0
4.8
Boat & equipment
4.4
Captain & crew
4.6
Fishing Experience

Anglers' gallery (59)

Fishing Fun
Fishing Fun
Capt’n Aaron is the best
Capt’n Aaron is the best
Capt’n Aaron is the best
Capt’n Aaron is the best
+53

What anglers say

97%
Family friendly
86%
Recommended
90%
Caught fish

All reviews (58)

Filter
Showing 15 of 58 reviews
Jonathan Francis
Jonathan Francis
5.0
Verified
New
Capt’n Aaron is the best
4 Hour Trip – Nearshore on December 23, 20256 adults
Cap’t Aaron’s, Chasin’ Tail fishing charters 2 was the best fishing I’ve done in 20+ years of fishing in Siesta Key Sarasota FL. the dolphins surfin wake was an added bonus. If you’re ever in Siesta Key treat yo’self to making some core memories with your family. Didn’t get my dream Cobia this time but I will next time God willing🙏🏾. Happy Birthday sweet baby Jesus. Merry Christmas. Luke 5:6 (NRSCE) When they had done this, they caught so many fish that their nets were beginning to break. John 21:6 (NRSCE) He said to them, “Cast the net to the right side of the boat, and you will find some.” So they cast it, and now they were not able to haul it in because there were so many fish.
Review media 0
Review media 1
Review media 2
Review media 3
Review media 4
Review media 5
Review media 6
Review media 7
Review media 8
Review media 0
+2
Reported catch:
Grunt
Gag Grouper
0
Jim Orlando
Jim Orlando
5.0
Verified
Great day on Sarasota Bay!
4 Hour Trip – Nearshore on June 12, 20252 adults
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!
Review media 0
Review media 0
0
Steve Houk
Steve Houk
5.0
Verified
New
Amazing
4 Hour Trip – Nearshore - 12:00 PM on January 3, 20262 adults3 children
Had an amazing trip and Captain Bryce was so knowledgeable and upbeat. He made the experience incredible.
0
Aurelia Wallenda-zoppe'
Aurelia Wallenda-zoppe'
5.0
Verified
New
Fishing Fun
4 Hour Trip – Nearshore on December 26, 20255 adults1 child
Captain was knoweldgable and informative. Everyon in my party(6) caught several fish each. Had a great time.
Review media 0
Review media 0
Reported catch:
Cobia
0
William Schaefer
William Schaefer
4.7
Verified
New
December fishing trip
6 Hour Trip – Nearshore on December 18, 20252 adults
I enjoyed my trip with Aaron. We caught many sheephead and mangro samples. Aaron's personality made the trip even more enjoyable.
0

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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