Siesta Key Sport Fishing ChartersΒ 

4.9/5Β (387 reviews)
Β 
State licensed
Β 7650 South Tamiami Trail, Sarasota, FL 34231, United States–
Β 
State licensed
4.9/5Β (387 reviews)
β€’Β angler's choice
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7650 South Tamiami Trail
Sarasota, FL, United States

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.

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Customer reviews

Rating summary

4.9/5
out of 5 stars from 387 reviews
Boat
4.9/5
Crew
4.9/5
Experience
4.9/5

Photos & videos by reviewers (422)

Awesome experience!
Awesome experience!
Awesome experience!
+419

Angler rating

364
17
1
1
0

Anglers claimed

Good experience

97%

Appropriate for children

97%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

98%

Caught fish

94%

ShowingΒ 1 - 5Β ofΒ 387Β reviews
Showing:Β 5Β ofΒ 387Β reviews
Kris L.
Kris L.
5.0/5

Aug 2, 2025

3/4 Day Trip - Offshore

Best fishing experience!

VERIFIED
NEW

Captain Damian and mate Josh made this fishing experience top notch. The captain called the night prior to touch base and give us directions and answer any questions we had. Upon arrival we were greeted by Josh and escorted to to the boat. It was clean and well equipped. We drove out a little ways and caught some bait for our big haul! The boat has a cute upper deck for 2 ppl to sit and enjoy the ride out to the deep sea for the fishing spot. It was beautiful and relaxing. The fishing was amazing. We caught barracuda, snapper, grouper and even a shark (that was released! ) Josh constantly worked cleaning the boat, baiting hooks and removing the fish after our catch. The capt made sure to move the boat to where the fish were to ensure we had a steady stream of catches! Both the captain and the mate had exceptional personalities and made the experience fun and memorable. I highly recommend booking with captain Damian! You won't be disappointed!

Captain Damian and mate Josh made this fishing experience top notch. The captain called the night prior to touch base and give... Β 

Β Kris L. recommends Siesta Key Sport Fishing Charters
Β Kris L. recommends Siesta Key Sport Fishing Charters

Stephanie C.
Stephanie C.
5.0/5

Sep 24, 2024

Half Day Trip (AM) - Offshore

Amazing Experience 5β­οΈπŸ‡ΊπŸ‡Έ

VERIFIED

Captian Damian was the best Captian & I would recommend him to anyone! My Husband and I had the BEST time and caught a lot of fish. 🎣🐠🐟 Good conversations on the Boat and he has lots of knowledge of the area for the wildlife around too. We saw dolphins riding the wake (in and out), sea turtles in the open ocean as well. However, β€œFlipsy”, β€œFloppy” & β€œFred” they are the local birds that know (where Captian Damian docks), THEY know… they will be feed well, they will great you as you go out & will usually be there when you return πŸ˜ŠπŸ‘πŸ‘πŸ‘πŸ‘πŸ‘ Thank You Captian Damian for an Amazing Adventure βš“οΈβ™₯οΈβš“οΈ

Captian Damian was the best Captian & I would recommend him to anyone! My Husband and I had the BEST time and caught a lot of... Β 

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Β Stephanie C. recommends Siesta Key Sport Fishing Charters
Β Stephanie C. recommends Siesta Key Sport Fishing Charters

Amy H.
Amy H.
5.0/5

Sep 17, 2024

Half Day Trip (AM) - Offshore

A great time!

VERIFIED

I booked this charter after a previous one canceled on me with less than a week's notice, and I was booking on behalf of other people with a tight schedule. Captain Damian was so accommodating in bringing the boat up the coast a bit to make it easier for my group to walk from our hotel. He also accommodated a timing change to make it easier for our packed schedule. The group came back raving about the experience, the crew, and the fish they caught! Thank you for showing them an awesome morning out on the water! They had a great time and you put my mind at ease!

I booked this charter after a previous one canceled on me with less than a week's notice, and I was booking on behalf of other... Β 

Review media 0
Review media 0
Β Amy H. recommends Siesta Key Sport Fishing Charters
Β Amy H. recommends Siesta Key Sport Fishing Charters

David T.
David T.
5.0/5

Jul 30, 2025

3/4 Day Trip - Offshore

Highly recommend

VERIFIED
NEW

Great captain and crew ,very clean boat,although the fishing wasn't great we did have a great time,planning on booking a trip later and try again

Great captain and crew ,very clean boat,although the fishing wasn't great we did have a great time,planning on booking a trip... Β 

Β David T. recommends Siesta Key Sport Fishing Charters
Β David T. recommends Siesta Key Sport Fishing Charters

Ashley S.
Ashley S.
5.0/5

Jun 15, 2025

Half Day Trip (AM) - Offshore

Awesome experience!

VERIFIED

Captain Damian and first mate Nick were very hospitable! The boat was great, their knowledge and help was great. We caught lots of fish, my son even caught a little shark! Overall the experience was awesome, definitely would recommend Captain Damian to anyone looking for a fishing excursion.

Captain Damian and first mate Nick were very hospitable! The boat was great, their knowledge and help was great. We caught lots... Β 

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Β Ashley S. recommends Siesta Key Sport Fishing Charters
Β Ashley S. recommends Siesta Key Sport Fishing Charters

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 β€’ 0 children
Change
Almost there...
Half Day Trip (AM) - Offshore
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
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US $850Β 
Entire boat:Β up to 4 people
Half Day Trip (PM) - Offshore
FREE Cancellation 3 days notice
4 Hour Trip, starts at 2:00 PM
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US $850Β 
Entire boat:Β up to 4 people
3/4 Day Trip - Offshore
FREE Cancellation 3 days notice
6 Hour Trip, starts at 8:00 AM
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US $1,150Β 
Entire boat:Β up to 4 people
There are 6 people looking at this charter.

Customer reviews

Rating summary

4.9/5
out of 5 stars from 387 reviews
Boat
4.9/5
Crew
4.9/5
Experience
4.9/5

Photos & videos by reviewers (422)

Awesome experience!
Awesome experience!
Awesome experience!
+419

Angler rating

364
17
1
1
0

Anglers claimed

Good experience

97%

Appropriate for children

97%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

98%

Caught fish

94%

ShowingΒ 1 - 5Β ofΒ 387Β reviews
Showing:Β 5Β ofΒ 387Β reviews
Kris L.
Kris L.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Best fishing experience!

VERIFIED
NEW

3/4 Day Trip - Offshore on August 2, 2025

Captain Damian and mate Josh made this fishing experience top notch. The captain called the night prior to touch base and give us directions and answer any questions we had. Upon arrival we were greeted by Josh and escorted to to the boat. It was clean and well equipped. We drove out a little ways and caught some bait for our big haul! The boat has a cute upper deck for 2 ppl to sit and enjoy the ride out to the deep sea for the fishing spot. It was beautiful and relaxing. The fishing was amazing. We caught barracuda, snapper, grouper and even a shark (that was released! ) Josh constantly worked cleaning the boat, baiting hooks and removing the fish after our catch. The capt made sure to move the boat to where the fish were to ensure we had a steady stream of catches! Both the captain and the mate had exceptional personalities and made the experience fun and memorable. I highly recommend booking with captain Damian! You won't be disappointed!

Captain Damian and mate Josh made this fishing experience top notch. The captain called the night prior to touch base and give us directions and answer any questions we had. Upon arrival we were greeted by Josh and escorted to to the boat. It was clean and well equipped. We drove out a little ways and caught some bait for our big haul! The boat has a cute upper deck for 2 ppl to sit and enjoy the ride out to the deep sea for the fishing spot. It was beautiful and relaxing. The fishing... Β 

Β Kris L. recommends Siesta Key Sport Fishing Charters

Stephanie C.
Stephanie C.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Amazing Experience 5β­οΈπŸ‡ΊπŸ‡Έ

VERIFIED

Half Day Trip (AM) - Offshore on September 24, 2024

Captian Damian was the best Captian & I would recommend him to anyone! My Husband and I had the BEST time and caught a lot of fish. 🎣🐠🐟 Good conversations on the Boat and he has lots of knowledge of the area for the wildlife around too. We saw dolphins riding the wake (in and out), sea turtles in the open ocean as well. However, β€œFlipsy”, β€œFloppy” & β€œFred” they are the local birds that know (where Captian Damian docks), THEY know… they will be feed well, they will great you as you go out & will usually be there when you return πŸ˜ŠπŸ‘πŸ‘πŸ‘πŸ‘πŸ‘ Thank You Captian Damian for an Amazing Adventure βš“οΈβ™₯οΈβš“οΈ

Captian Damian was the best Captian & I would recommend him to anyone! My Husband and I had the BEST time and caught a lot of fish. 🎣🐠🐟 Good conversations on the Boat and he has lots of knowledge of the area for the wildlife around too. We saw dolphins riding the wake (in and out), sea turtles in the open ocean as well. However, β€œFlipsy”, β€œFloppy” & β€œFred” they are the local birds that know (where Captian Damian docks), THEY know… they will be feed well, they will great you as you go out... Β 

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Β Stephanie C. recommends Siesta Key Sport Fishing Charters

Amy H.
Amy H.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

A great time!

VERIFIED

Half Day Trip (AM) - Offshore on September 17, 2024

I booked this charter after a previous one canceled on me with less than a week's notice, and I was booking on behalf of other people with a tight schedule. Captain Damian was so accommodating in bringing the boat up the coast a bit to make it easier for my group to walk from our hotel. He also accommodated a timing change to make it easier for our packed schedule. The group came back raving about the experience, the crew, and the fish they caught! Thank you for showing them an awesome morning out on the water! They had a great time and you put my mind at ease!

I booked this charter after a previous one canceled on me with less than a week's notice, and I was booking on behalf of other people with a tight schedule. Captain Damian was so accommodating in bringing the boat up the coast a bit to make it easier for my group to walk from our hotel. He also accommodated a timing change to make it easier for our packed schedule. The group came back raving about the experience, the crew, and the fish they caught! Thank you for showing them an awesome morning... Β 

Review media 0
Review media 0
Β Amy H. recommends Siesta Key Sport Fishing Charters

David T.
David T.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Highly recommend

VERIFIED
NEW

3/4 Day Trip - Offshore on July 30, 2025

Great captain and crew ,very clean boat,although the fishing wasn't great we did have a great time,planning on booking a trip later and try again

Great captain and crew ,very clean boat,although the fishing wasn't great we did have a great time,planning on booking a trip later and try again Β 

Β David T. recommends Siesta Key Sport Fishing Charters

Ashley S.
Ashley S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Awesome experience!

VERIFIED

Half Day Trip (AM) - Offshore on June 15, 2025

Captain Damian and first mate Nick were very hospitable! The boat was great, their knowledge and help was great. We caught lots of fish, my son even caught a little shark! Overall the experience was awesome, definitely would recommend Captain Damian to anyone looking for a fishing excursion.

Captain Damian and first mate Nick were very hospitable! The boat was great, their knowledge and help was great. We caught lots of fish, my son even caught a little shark! Overall the experience was awesome, definitely would recommend Captain Damian to anyone looking for a fishing excursion. Β 

Review media 0
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Β Ashley S. recommends Siesta Key Sport Fishing Charters

FAQs about Siesta Key Sport Fishing Charters

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The fish you can target

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What is the boat like?

Boat Image
Boat category
Yachts
Capacity
4 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
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