Captain Hilton Head

Hilton Head Island, South Carolina
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Offshore Fishing

About Your Guide

Profile photo of Captain Experiences guide Jackson Tomaszewski

Jackson Tomaszewski

Independent Guide
My name is Jackson, and I am a lifelong resident of Hilton Head Island. As a passionate navigator of the seas and a dedicated Captain committed to delivering exceptional experiences on the water, I am always eager to embrace new opportunities, build meaningful connections, and embark on extraordinary adventures that create lasting memories.

About Your Guide

Profile photo of Captain Experiences guide Jackson Tomaszewski

Jackson Tomaszewski

Independent Guide
My name is Jackson, and I am a lifelong resident of Hilton Head Island. As a passionate navigator of the seas and a dedicated Captain committed to delivering exceptional experiences on the water, I am always eager to embrace new opportunities, build meaningful connections, and embark on extraordinary adventures that create lasting memories.
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Captain Hilton Head Trips

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Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Hilton Head Island

Inshore Fishing

100% (13) Guided by Jackson
26 ft 1 - 6 People From $375
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Hilton Head Island

Offshore Fishing

100% (13) Guided by Jackson
26 ft 1 - 12 People From $600

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Recent Reviews of Captain Hilton Head

5.0
based on 3 reviews

Jim

Verified Review

Jackson worked hard to put us on some fish. He was accommodating and encouraging. We had a fun day with him and would recommend using him.

Jim

Verified Review

Jackson worked hard to put us on some fish. He was accommodating and encouraging. We had a fun day with him and would recommend using him.
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John

Verified Review

Capt Jackson was excellent, combining his knowledge of fishing with his love for the water making our charter a memorable experience. I would highly recommend his charter for a small family outing!!

John

Verified Review

Capt Jackson was excellent, combining his knowledge of fishing with his love for the water making our charter a memorable experience. I would highly recommend his charter for a small family outing!!
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Joseph

Verified Review

My 9yr old son and I had a blast. We caught some fish, seen lots of dolphins, and enjoyed the ride on a beautiful boat. Would definitely recommend!

Joseph

Verified Review

My 9yr old son and I had a blast. We caught some fish, seen lots of dolphins, and enjoyed the ride on a beautiful boat. Would definitely recommend!
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Potential Target Species

Color-coded seasonality below is based on .
View Full Species Seasonality Chart » View Recent Hilton Head Island Fishing Reports »
  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

Techniques

Artificial Lure Fishing
Bottom Fishing
Cut Bait Fishing
Drift Fishing
Heavy Tackle Fishing
Jigging
Light Tackle Fishing
Live Bait Fishing
Sight Casting
Trolling

Types of Fishing

Deep Sea
Inshore

Recent Fishing Reports

Early June 2026
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Captain Hilton Head Photo Gallery

Inshore Fishing
Inshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Offshore Fishing
Offshore Fishing
September 9th, 2026
Hilton Head Island, South Carolina
Offshore Fishing
Offshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Inshore Fishing
Inshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Inshore Fishing
Inshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Offshore Fishing
Offshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Offshore Fishing
Offshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Inshore Fishing
Inshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Inshore Fishing
Inshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Offshore Fishing
Offshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Offshore Fishing
Offshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Inshore Fishing
Inshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Inshore Fishing
Inshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Offshore Fishing
Offshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Offshore Fishing
Offshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
Inshore Fishing
Inshore Fishing
October 15th, 2025
Hilton Head Island, South Carolina
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