Chasin' Tail Fishing Charters 2 

4.5/5 (80 reviews)
 
State licensed
 Siesta Drive 946, Sarasota, FL 34242, United States

Chasin' Tail Fishing Charters 2 

Up to 9 miles
Sarasota, FL, United States
24 ft
6
4.5/5 (80 reviews)

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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!

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!

Chasin' Tail Fishing Charters
Charter Operator
Chasin' Tail Fishing Charters
26 years of experience
ID & credentials verified
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
July 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
4 Hour Trip – Inshore
In high demand Last booked: 5 days ago
FREE Cancellation 1 day notice
4 hour trip multiple starting times (8:00 AM, 12:00 PM)
Snook
Snapper (Mangrove)
Black Drum
Sheepshead
US $650
Entire boat: up to 3 people
4 Hour Trip – inshore PM
FREE Cancellation 1 day notice
4 hour trip multiple starting times (8:00 AM, 12:00 PM)
Snook
Snapper (Mangrove)
Black Drum
Sheepshead
US $650
Entire boat: up to 3 people
4 Hour Trip – Nearshore
FREE Cancellation 1 day notice
4 hour trip multiple starting times (8:00 AM, 12:00 PM)
Cobia
Grouper (Goliath)
King Mackerel (Kingfish)
Grouper (Gag)
+2
US $700
Entire boat: up to 3 people
4hr nearshore PM
FREE Cancellation 1 day notice
4 hour trip starts at 12:05 PM
Barracuda (Great)
Cobia
Grouper (Goliath)
King Mackerel (Kingfish)
+8
US $700
Entire boat: up to 3 people
6 Hour Trip – Nearshore
In high demand Last booked: 4 days ago
FREE Cancellation 1 day notice
6 hour trip starts at 7:00 AM
Barracuda (Great)
Cobia
Grouper (Goliath)
King Mackerel (Kingfish)
+7
US $850
Entire boat: up to 3 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
Tarpon
US $1,000
Entire boat: up to 6 people
There are 14 people looking at this charter.

Customer reviews

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Rating

4.5
80 reviews
4.4
Boat & equipment
4.7
Captain & crew
4.5
Fishing Experience

Anglers' gallery (76)

What anglers say

80%
Great experience
95%
Family friendly
98%
Friendly captain
80%
Good boat
88%
Recommended
92%
Caught fish

All reviews (80)

Frequently mentioned
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Showing 15 of 80 reviews
Brandon Coster
Brandon Coster
us
Durango, CO, US
Member since 2026
5.0
Verified
New
Amazing day on the water
6 Hour Trip – Nearshore on June 22, 20262 adults

Capt Bryce was amazing! To me, when you go out fishing it can be a really great day or a why did I do this kind of day. After going on trips in Destin, Port A, Hawaii, and Mexico, I would do this trip all over again because of Capt Bryce. He put us on fish right away and every spot he took us to, we had fish! He was an amazing captain and knew the spots and this sport like no other. Thank you again Capt Bryce and if you booked this charter I would highly recommed him.

Reported catch:
Goliath Grouper
Mangrove Snapper
Jonathan Francis
Jonathan Francis
us
Maryland, US
Member since 2025
5.0
Verified
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.

Reported catch:
Grunt
Gag Grouper
Joshua Wilson
Joshua Wilson
us
Tampa, FL, US
Member since 2026
5.0
Verified
wonderful
4 Hour Trip – Nearshore - 12:00 PM on March 3, 20266 adults

my family and i had a wonderful time on our trip. we would highly recommend them to take anyone out to have a great time and catch fish. As a freshwater guide the goal is to catch fish and that we did….. Bryce was on top of his A game today and did a great job.

Jeff Christ
Jeff Christ
us
Ohio, US
Member since 2026
5.0
Verified
New
great trip
4 Hour Trip – Nearshore on July 9, 20262 adults3 children

bryce was a great captain. especially with the youngans

Mark Engel
Mark Engel
us
Minnesota, US
Member since 2026
4.7
Verified
New
Really fun and
4 Hour Trip – Inshore on July 5, 20262 adults

we caught snook, and trout which we had for lunch we we got home. Also a couple of catfish and a skipjack. Capt Brice was awesome! and he got us on fish!

FAQs about Chasin' Tail Fishing Charters 2

Chasin' Tail Fishing Charters 2 offers the following trips to customers:
  • US $650 per group, additional US $50 per person after 3 guests - 4 Hour Trip – Inshore (4 hours)
  • US $650 per group, additional US $50 per person after 3 guests - 4 Hour Trip – Inshore - 12:00 PM (4 hours)
  • US $650 per group, additional US $50 per person after 3 guests - 4 Hour Trip – inshore PM (4 hours)
  • US $650 per group, additional US $50 per person after 3 guests - 4 Hour Trip – inshore PM - 12:00 PM (4 hours)
  • US $700 per group, additional US $50 per person after 3 guests - 4 Hour Trip – Nearshore (4 hours)
  • US $700 per group, additional US $50 per person after 3 guests - 4 Hour Trip – Nearshore - 12:00 PM (4 hours)
  • US $700 per group, additional US $50 per person after 3 guests - 4hr nearshore PM (4 hours)
  • US $850 per group, additional US $50 per person after 3 guests - 6 Hour Trip – Nearshore (6 hours)
  • US $1,000 per group - 8 Hour Trip – High Flying Tarpon (8 hours)
When you book a trip with Chasin' Tail Fishing Charters 2, you can expect the following amenities onboard:
  • GPS
  • Fishfinder
  • Flybridge
  • Live bait well
Trips booked with Chasin' Tail Fishing Charters 2 include:
  • Rods, reels & tackle
  • Live bait (We occasionally will catch bait depending on what we are fishing for all included! )
  • Lures
  • Catch cleaning & filleting (We clean d-bone and bag your catch ready for the dinner table!)
  • Drinks (Water )
  • Fishing license (We provide all licenses necessary for a party of 6!)
Chasin' Tail Fishing Charters 2 offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing (We will fish up to 9 miles )
  • Reef fishing
  • Wreck fishing
  • Flats fishing
  • Backcountry fishing
Chasin' Tail Fishing Charters 2 offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Bottom fishing
  • Trolling
  • Spinning
  • Jigging
  • Popping
  • Drift fishing
  • Handline
  • Deep sea fishing
Top targeted fish species with Chasin' Tail Fishing Charters 2 include:
  • Barracuda (Great)
  • Black Drum
  • Cobia
  • Flounder
  • Grouper (Gag)
  • Grouper (Goliath)
  • Grouper (Red)
  • Grouper (Scamp)
  • Grunt
  • Hogfish
  • King Mackerel (Kingfish)
  • Snapper (Mangrove)

Your operator

Chasin' Tail Fishing Charters
Chasin' Tail Fishing Charters
Chasin' Tail Fishing Charters

Sarasota, Florida, United States

2 Fishing Reports
ID & license verified
577 Customer reviews
Typical response within an hour
Member since March 2015

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.

2 Fishing Reports
ID & license verified
577 Customer reviews
Typical response within an hour
Member since March 2015

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.

The fish you can target

Great Barracuda
Great Barracuda
Black Drum
Black Drum
Cobia
Cobia
Flounder
Flounder
Gag Grouper
Gag Grouper
Goliath Grouper
Goliath Grouper
Red Grouper
Red Grouper
Scamp Grouper
Scamp Grouper
Grunt
Grunt
Hogfish
Hogfish
King Mackerel (Kingfish)
King Mackerel (Kingfish)
Mangrove Snapper
Mangrove Snapper
Great Barracuda
Great Barracuda
Black Drum
Black Drum
Cobia
Cobia
Flounder
Flounder
Gag Grouper
Gag Grouper

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

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing
Offshore Fishing
We will fish up to 9 miles
Reef Fishing
Wreck Fishing
Flats Fishing
Backcountry Fishing

Which fishing techniques you can try

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Popping
Drift Fishing
Handline
Deep Sea Fishing

Which amenities are available onboard

GPS
Fishfinder
Flybridge
Live bait well

What’s included in the trip price

Rods, reels & tackle
Live bait
We occasionally will catch bait depending on what we are fishing for all included!
Lures
Catch cleaning & filleting
We clean d-bone and bag your catch ready for the dinner table!
Drinks
Water
Fishing license
We provide all licenses necessary for a party of 6!

How cancellations work

Free cancellation up to 1 day prior to trip

You can cancel or modify your booking up to 1 day 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.

More details

What the listing policies are

Pickup included in price

Transfer from hotels or jetties in Sarasota to departure site is available and included in trip rates.
Child friendly
All ages welcome aboard to make memories!
You keep catch
Catch and release allowed

How you can pay

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

When paying the remaining balance with a credit card, an additional 3.5% charge will apply.

What’s biting in Sarasota right now

Barracuda (Great)Barracuda (Great)
Black DrumBlack Drum
CobiaCobia
Grouper (Gag)Grouper (Gag)
Grouper (Red)Grouper (Red)
HogfishHogfish
King Mackerel (Kingfish)King Mackerel (Kingfish)

Compare similar fishing charters

Current
Chasin' Tail Fishing Charters 2
Chasin' Tail Fishing Charters 2
State licensed
4.5
(80)
24 ft
Group size 1 - 6
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Fish 1
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+10
4 hour trip • 3 persons
US $650