Siesta Key Sport Fishing Charters 

4.9/5 (429 reviews)
 
State licensed
 7650 South Tamiami Trail, Sarasota, FL 34231, United States

Siesta Key Sport Fishing Charters 

Up to 9 miles
Sarasota, FL, United States
30 ft
6
4.9/5 (429 reviews)

If you're gunning for some sweet offshore action, Florida is one of the best places in the world to do so. Siesta Key Sport Fishing Charters capitalizes on Florida's excellent location to take you to the hottest offshore fishing spots in the minimum time required.

The boat is a 30' Carolina Classic, restored recently in 2017, so you know you're up-to-date with the technology. It's powered by twin Volvo engines, running 230 HP each, that allows her to cruise at a comfortable 19 knots. She can hold 6 anglers simultaneously. She's fully decked out for offshore sportfishing, with a great flybridge to help you spot that game. A toilet and a live bait well are also available on board.

The species targeted are very varied, meaning you won't get bored of the same thing on this charter. Go after the Blackfin Tuna, King Mackerel, Spanish Mackerel, Cobia, Groupers, Snappers, Triggerfish, Hogfish, Tripletail, and anything else that crosses your path. The techniques used will be light tackle, trolling, spinning, and bottom fishing. All the required equipment is provided to the customers by the charter operators.

The charter is child friendly, and Captain Damian invites young anglers to come on board and get hooked on offshore sportfishing! A fishing license is included in the trip price. Live bait is also available on the trips. Catch cleaning and filleting is free of charge. The vessel is disabled accessible and Siesta Key Sport Fishing Charters invite all anglers to join them.

If you're gunning for some sweet offshore action, Florida is one of the best places in the world to do so. Siesta Key Sport Fishing Charters capitalizes on Florida's excellent location to take you to the hottest offshore fishing spots in the minimum time required.

The boat is a 30' Carolina Classic, restored recently in 2017, so you know you're up-to-date with the technology. It's powered by twin Volvo engines, running 230 HP each, that allows her to cruise at a comfortable 19 knots. She can hold 6 anglers simultaneously. She's fully decked out for offshore sportfishing, with a great flybridge to help you spot that game. A toilet and a live bait well are also available on board.

The species targeted are very varied, meaning you won't get bored of the same thing on this charter. Go after the Blackfin Tuna, King Mackerel, Spanish Mackerel, Cobia, Groupers, Snappers, Triggerfish, Hogfish, Tripletail, and anything else that crosses your path. The techniques used will be light tackle, trolling, spinning, and bottom fishing. All the required equipment is provided to the customers by the charter operators.

The charter is child friendly, and Captain Damian invites young anglers to come on board and get hooked on offshore sportfishing! A fishing license is included in the trip price. Live bait is also available on the trips. Catch cleaning and filleting is free of charge. The vessel is disabled accessible and Siesta Key Sport Fishing Charters invite all anglers to join them.

Damian Picciano
Captain
Damian Picciano
26 years of experience
ID & credentials verified
responds within an hour

Select date to see availability

Trip availability and prices

Trip Date:
Group Size:
August 2026
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Group Size
2 adults • 0 children
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Half Day Trip – Offshore
FREE Cancellation 3 days notice
4 hour trip multiple starting times (8:00 AM, 2:00 PM)
US $850
Entire boat: up to 4 people
3/4 Day Trip - Offshore
In high demand Last booked: 1 day ago
FREE Cancellation 3 days notice
6 hour trip starts at 8:00 AM
US $1,150
Entire boat: up to 4 people
There are 4 people looking at this charter.

Customer reviews

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Rating

4.9
429 reviews
4.9
Boat & equipment
4.9
Captain & crew
4.9
Fishing Experience

Anglers' gallery (500)

What anglers say

97%
Great experience
97%
Family friendly
99%
Friendly captain
100%
Good boat
97%
Recommended
94%
Caught fish

All reviews (429)

Frequently mentioned
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Showing 15 of 429 reviews
Tabatha Hill
Tabatha Hill
us
Michigan, US
Member since 2021
5.0
Verified
BEST TRIP EVER!!
Half Day Trip – Offshore on March 31, 20264 adults

🎣☀️ What an amazing family fishing trip! We had the best experience with Captain Damian and deckhand Josh—truly top-notch from start to finish. Communication was excellent, with the captain reaching out the day before to lock in timing and even coordinate a closer, more convenient pickup location 👏 The boat was spotless, the music kept the vibe fun, and having a toilet on board made it super family-friendly and comfortable for everyone. And the fishing… incredible! We caught a ton, including a 25 lb king mackerel, lots of Spanish mackerel, and even a few blue runners. 🐟🔥 Perfect weather, great company, and an unforgettable day on the water—highly recommend this crew if you’re looking for a fun, family-friendly fishing adventure! #FamilyTrip #FishingLife #MakingMemories

Reported catch:
Spanish Mackerel
King Mackerel (Kingfish)
Trevor Golup
Trevor Golup
us
Missouri, US
Member since 2026
5.0
Verified
Great experience!
3/4 Day Trip - Offshore on March 21, 20264 adults

Our family had the best time ever on this 6 hour fishing trip! Capt Damien and mate Josh were both very knowledgeable, friendly and helpful. They definitely provided a good experience for all the skill levels. The boat was extremely clean and comfortable. We lost count on the amount of fish we caught: different types and sizes of grouper, red grouper, trigger fish, snapper, and a crazy tuna that had the reel screaming! We even saw sea turtles:) They gave us a super fun suggestion of bringing our fresh fish to a local restaurant to cook it up for us, which was the perfect ending to such a fun day!

Reported catch:
Red Grouper
Gag Grouper
Mangrove Snapper
Gray Triggerfish
Paul Gurtner
Paul Gurtner
us
Pennsylvania, US
Member since 2026
5.0
Verified
Great time and trip
3/4 Day Trip - Offshore on April 28, 20264 adults

Charter was outstanding. There two couples. My wife had never been fishing and enjoyed her first experience! I cannot say enough about our Captain and the First Mate, Joshua. Very knowledgeable and attentive! Ended up with 21 keepers including a Flounder and many Snappers. My highlight was reeling in a Lemon Shark and Grouper’s. We could not keep them but it was fun.

Reported catch:
Spanish Mackerel
Vermilion Snapper
Gag Grouper
John Fette
John Fette
us
New Jersey, US
Member since 2026
5.0
Verified
Great Trip with Friends
Half Day Trip – Offshore on March 26, 20264 adults

Captain Damien and Josh were both great. Everything was taken care of - fishing poles were plentiful and ready to roll. Bait was there and even had some immediate fun catching live bait on the way out to the fishing hole. Boat was clean and comfortable. A perfect size for 3-4 anglers. Would highly recommend this team and vessel for Gulf Fishing in Sarasota!

Reported catch:
Gag Grouper
Red Grouper
Vermilion Snapper
James Enyart
James Enyart
us
Florida, US
Member since 2025
5.0
Verified
Incredible Trip!!!
3/4 Day Trip - Offshore on October 20, 20251 adult

The captain and first mate were awesome. They worked closely with me making sure I was safe while fishing with a disability that causes difficulty with balance. The boat was wide and extremely comfortable with padded places to sit and knee rub rails which was key for me to be able to stand and fight fish, with their assistance. Booked a 6 hour charter where the bite was on all day. I was worn out from battling fish all day. I look forward to rebooking. Thanks guys. Tight lines and good fishing!!!!!

Reported catch:
Spanish Mackerel
Red Grouper
Gag Grouper

FAQs about Siesta Key Sport Fishing Charters

Siesta Key Sport Fishing Charters offers the following trips to customers:
  • US $850 per group, additional US $100 per person after 4 guests - Half Day Trip – Offshore (4 hours)
  • US $850 per group, additional US $100 per person after 4 guests - Half Day Trip – Offshore - 2:00 PM (4 hours)
  • US $1,150 per group, additional US $100 per person after 4 guests - 3/4 Day Trip - Offshore (6 hours)
When you book a trip with Siesta Key Sport Fishing Charters, you can expect the following amenities onboard:
  • Toilet
  • GPS
  • Fishfinder
  • Bed
  • Flybridge
  • Live bait well
  • Ice box
  • Radar
Trips booked with Siesta Key Sport Fishing Charters include:
  • Rods, reels & tackle
  • Live bait
  • Lures
  • Catch cleaning & filleting
  • First mate (15%-20% tip is customary)
  • Fishing license
Siesta Key Sport Fishing Charters offers the following type of fishing:
  • Offshore fishing
Siesta Key Sport Fishing Charters offers the following fishing techniques:
  • Light tackle
  • Bottom fishing
  • Trolling
  • Spinning
  • Deep sea fishing
Top targeted fish species with Siesta Key Sport Fishing Charters include:
  • Cobia
  • Grouper (Gag)
  • Grouper (Red)
  • Hogfish
  • King Mackerel (Kingfish)
  • Snapper (Lane)
  • Snapper (Mangrove)
  • Snapper (Vermilion)
  • Spanish Mackerel
  • Triggerfish (Gray)
  • Tripletail
  • Tuna (Blackfin)

Your captain

Damian Picciano
Damian Picciano
Damian Picciano

Sarasota, Florida, United States

ID & license verified
429 Customer reviews
Typical response within an hour
Member since September 2017
Angler's Choice

The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.

Captain Damien Picciano has fished the local waters for over 20 years, guaranteeing that you have all the information you need to get that catch. He's a true expert when it comes to catching species such as Sharks, Redfish, Snook, Trouts or Kingfish. A family man, he knows that the customer's experience is the most important thing, so he works very hard to make sure your trip will be both memorable and enjoyable.

ID & license verified
429 Customer reviews
Typical response within an hour
Member since September 2017
Angler's Choice

The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.

Captain Damien Picciano has fished the local waters for over 20 years, guaranteeing that you have all the information you need to get that catch. He's a true expert when it comes to catching species such as Sharks, Redfish, Snook, Trouts or Kingfish. A family man, he knows that the customer's experience is the most important thing, so he works very hard to make sure your trip will be both memorable and enjoyable.

The fish you can target

Cobia
Cobia
Gag Grouper
Gag Grouper
Red Grouper
Red Grouper
Hogfish
Hogfish
King Mackerel (Kingfish)
King Mackerel (Kingfish)
Lane Snapper
Lane Snapper
Mangrove Snapper
Mangrove Snapper
Vermilion Snapper
Vermilion Snapper
Spanish Mackerel
Spanish Mackerel
Gray Triggerfish
Gray Triggerfish
Tripletail
Tripletail
Blackfin Tuna
Blackfin Tuna
Cobia
Cobia
Gag Grouper
Gag Grouper
Red Grouper
Red Grouper
Hogfish
Hogfish
King Mackerel (Kingfish)
King Mackerel (Kingfish)

Real catches by this captain

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What is the boat like?

Boat image
Boat category
Yachts
Capacity
6 persons
Boat length
30 ft
Year built
1997
Restored in
2017
Boat manufacturer
Carolina Classic
Boat type
Cruiser
Engine model
Volvo
Powered by
2 x 230HP
Max cruising speed
19 knots

What kind of fishing will you do?

Offshore Fishing

Which fishing techniques you can try

Light Tackle
Bottom Fishing
Trolling
Spinning
Deep Sea Fishing

Which amenities are available onboard

Toilet
GPS
Fishfinder
Bed
Flybridge
Live bait well
Ice box
Radar
What's included in the trip price
Rods, reels & tackle
Live bait
Lures
Catch cleaning & filleting
First mate
15%-20% tip is customary
Fishing license

How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days 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 not included

Transfer to/from departure site is not included in trip rates.

Child friendly
You keep catch
Catch and release allowed

How you can pay

Book with 15% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 15% 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% charge will apply.

What’s biting in Sarasota right now

CobiaCobia
Grouper (Gag)Grouper (Gag)
Grouper (Red)Grouper (Red)
HogfishHogfish
King Mackerel (Kingfish)King Mackerel (Kingfish)
Spanish MackerelSpanish Mackerel
TripletailTripletail
Tuna (Blackfin)Tuna (Blackfin)

Compare similar fishing charters

Current
Siesta Key Sport Fishing Charters
Siesta Key Sport Fishing Charters
State licensed
4.9
(429)
30 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+10
4 hour trip • 4 persons
US $850