Island Head Fishing Charter 

5.0/5 (7 reviews)
 18 Simmons Road, Hilton Head Island, SC 29926, United States
5.0/5 (7 reviews)
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18 Simmons Road
Hilton Head Island, SC, United States
You may qualify for a Loyalty Program discount with Island Head Fishing Charter. To check if you can use a Loyalty Program discount for your selected dates, please sign in.

Whether you’re a beginner or an experienced angler, our trips are tailored for fun, excitement, and reeling in the best of the Lowcountry waters.

We offer flexible trip options to fit your schedule!

Depending on conditions, you might hook into Speckled Trout, Sheepshead, Blacktip Shark, Bull Shark, Cobia, Tarpon, Black Drum, Flounder, Jack Crevalle, Spanish Mackerel, King Mackerel (Kingfish), Amberjack, and who knows what else!

On the day of your trip you're likely to troll and bottom fish using light or heavy tackle. We also offer Flounder gigging. For the more adventurous among you, there's spearfishing and bowfishing.

Families who love fishing together will be glad to know that kids are welcome aboard! If you don't have a child-sized life vest of your own, be sure to ask if there's one on board. You're welcome to bring snacks to ward off any mid-trip fatigue!

Your adventure begins aboard a 21' Parker center console with capacity for 6 passengers. It comes with downriggers, and all the essentials no fishing machine can run without. Rods, reels, and tackle are included, along with lures. Live bait is on offer, but you should ask the captain whether you'll be catching it yourself.

The charter boat covers your fishing license, just show up ready for some fishing! Keep in mind that some fish may have harvest limits or closed seasons. Simply ask and your captain can tell you more.

It's always wise to bring sunglasses, a hat, sunscreen (non-spray), and bottled water. If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, but try to avoid hard liquor as well as glass bottles.

Island Head will make it easy for you to go fishing in Hilton Head Island. So, how about booking that trip?

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Customer reviews

Rating summary

5.0/5
out of 5 stars from 7 reviews
Boat
4.8/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (8)

Amazing morning with Captain Jackson
Amazing morning with Captain Jackson
Amazing morning with Captain Jackson
+5

Angler rating

7
0
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Caught fish

100%

Showing 1 - 5 of 7 reviews
Showing: 5 of 7 reviews
Tamara V. M.
Tamara V. M.
4.7/5

Jul 30, 2025

3 Hour Trip (AM)

Amazing morning with Captain Jackson

VERIFIED
NEW

Captain Jackson is top notch! We had a mixture of skill levels and ages from grandparents to teenagers and he adjusted perfectly to make sure everyone had a good time. He caught a net full of live bait on his first throw and within 5 minutes of fishing my 84 year old Dad snagged a 5’ black tip shark, he put up a good fight but ended up snapping the line. The rest of our time was active, all 6 of us caught multiple times catching 5 sting ray and 5 sharks. The last blacktip was caught by my 84 year old Mom! Captain Jackson cleaned the bonnethead sharks which we had for dinner. He is skilled, knowledgeable, and had great southern hospitality. Highly recommend booking with Island Head and request Captain Jackson! We will see you again next summer.

Captain Jackson is top notch! We had a mixture of skill levels and ages from grandparents to teenagers and he adjusted perfectly...  

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 Tamara V. M. recommends Island Head Fishing Charter
 Tamara V. M. recommends Island Head Fishing Charter

Brian L.
Brian L.
5.0/5

Jul 2, 2025

4 Hour Trip (AM)

4 hour morning trip

VERIFIED

From the first minute we met captain Jackson, we knew we were going to have a good trip. While heading out to our first spot fishing, he caught all the baitfish we needed in one throw of the cast net. When we dropped the first line in the water, we had a nice sea trout in the boat before the third pole could even get bait hooked on. The rest of the trip was just as enjoyable. We had some big fighters hooked that snapped the lines right beside the boat before we could pick them up. Even so it was great getting to meet captain Jackson, and him sharing some of his knowledge with us. This was a memorable trip and we plan to get some more adventurous trips with him in the future.

From the first minute we met captain Jackson, we knew we were going to have a good trip. While heading out to our first spot fishing,...  

Captain replied
 Brian L. recommends Island Head Fishing Charter
1 person finds this review helpful
 Brian L. recommends Island Head Fishing Charter
1 person finds this review helpful
undefined (The Captain)
Replied on July 7, 2025
Thank you so so much for the amazing review, really means the world to me - Captain Jackson

Michael H.
Michael H.
5.0/5

Jul 26, 2025

4 Hour Trip (AM)

Captain Jackson is a great guide

VERIFIED
NEW

The trip was great. We caught fish. Captain Jackson was very knowledgeable and engaging. He was great with all of the varied levels of skill in the party. He was very genuine and so enthusiastic about fishing. I would book very highly booking with him!!!

The trip was great. We caught fish. Captain Jackson was very knowledgeable and engaging. He was great with all of the varied levels...  

 Michael H. recommends Island Head Fishing Charter
 Michael H. recommends Island Head Fishing Charter

Liliia L.
Liliia L.
5.0/5

Jul 4, 2025

4 Hour Trip (AM)

Thanks

VERIFIED
NEW

Captain tried his best to catch fish.. I would use him for next vacation.. He is very nice guy.

Captain tried his best to catch fish.. I would use him for next vacation.. He is very nice guy.  

Review media 0
Captain replied
 Liliia L. recommends Island Head Fishing Charter
1 person finds this review helpful
 Liliia L. recommends Island Head Fishing Charter
1 person finds this review helpful
undefined (The Captain)
Replied on July 7, 2025
Thank you so much, your family was extremely nice and pleasant I hope we can do another trip! - Captain Jackson

Travis A.
Travis A.
5.0/5

Jul 19, 2025

4 Hour Trip (AM)

Awesome trip!

VERIFIED
NEW

 

 Travis A. recommends Island Head Fishing Charter
 Travis A. recommends Island Head Fishing Charter

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 • 0 children
Change
Almost there...
3 Hour Trip (AM)
FREE Cancellation 3 days notice
3 Hour Trip, starts at 8:00 AM
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US $530 
Entire boat: up to 6 people
4 Hour Trip (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
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US $637 
Entire boat: up to 6 people
5 Hour Trip (AM)
FREE Cancellation 3 days notice
5 Hour Trip, starts at 8:00 AM
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US $776 
Entire boat: up to 6 people
6 Hour Trip (AM)
FREE Cancellation 3 days notice
6 Hour Trip, starts at 8:00 AM
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US $910 
Entire boat: up to 6 people
8 Hour Trip (AM)
FREE Cancellation 3 days notice
8 Hour Trip, starts at 8:00 AM
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US $1,204 
Entire boat: up to 6 people
There are 4 people looking at this charter.

Customer reviews

Rating summary

5.0/5
out of 5 stars from 7 reviews
Boat
4.8/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (8)

Amazing morning with Captain Jackson
Amazing morning with Captain Jackson
Amazing morning with Captain Jackson
+5

Angler rating

7
0
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Caught fish

100%

Showing 1 - 5 of 7 reviews
Showing: 5 of 7 reviews
Tamara V. M.
Tamara V. M.
4.7/5

Experience:

4.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Amazing morning with Captain Jackson

VERIFIED
NEW

3 Hour Trip (AM) on July 30, 2025

Captain Jackson is top notch! We had a mixture of skill levels and ages from grandparents to teenagers and he adjusted perfectly to make sure everyone had a good time. He caught a net full of live bait on his first throw and within 5 minutes of fishing my 84 year old Dad snagged a 5’ black tip shark, he put up a good fight but ended up snapping the line. The rest of our time was active, all 6 of us caught multiple times catching 5 sting ray and 5 sharks. The last blacktip was caught by my 84 year old Mom! Captain Jackson cleaned the bonnethead sharks which we had for dinner. He is skilled, knowledgeable, and had great southern hospitality. Highly recommend booking with Island Head and request Captain Jackson! We will see you again next summer.

Captain Jackson is top notch! We had a mixture of skill levels and ages from grandparents to teenagers and he adjusted perfectly to make sure everyone had a good time. He caught a net full of live bait on his first throw and within 5 minutes of fishing my 84 year old Dad snagged a 5’ black tip shark, he put up a good fight but ended up snapping the line. The rest of our time was active, all 6 of us caught multiple times catching 5 sting ray and 5 sharks. The last blacktip was caught by my...  

Review media 0
Review media 0
Review media 1
Review media 2
Review media 3
Review media 4
Review media 5
 Tamara V. M. recommends Island Head Fishing Charter

Brian L.
Brian L.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

4 hour morning trip

VERIFIED

4 Hour Trip (AM) on July 2, 2025

From the first minute we met captain Jackson, we knew we were going to have a good trip. While heading out to our first spot fishing, he caught all the baitfish we needed in one throw of the cast net. When we dropped the first line in the water, we had a nice sea trout in the boat before the third pole could even get bait hooked on. The rest of the trip was just as enjoyable. We had some big fighters hooked that snapped the lines right beside the boat before we could pick them up. Even so it was great getting to meet captain Jackson, and him sharing some of his knowledge with us. This was a memorable trip and we plan to get some more adventurous trips with him in the future.

From the first minute we met captain Jackson, we knew we were going to have a good trip. While heading out to our first spot fishing, he caught all the baitfish we needed in one throw of the cast net. When we dropped the first line in the water, we had a nice sea trout in the boat before the third pole could even get bait hooked on. The rest of the trip was just as enjoyable. We had some big fighters hooked that snapped the lines right beside the boat before we could pick them up. Even so it...  

 Brian L. recommends Island Head Fishing Charter
1 person finds this review helpful
undefined (The Captain)
Replied on July 7, 2025
Thank you so so much for the amazing review, really means the world to me - Captain Jackson

Michael H.
Michael H.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Captain Jackson is a great guide

VERIFIED
NEW

4 Hour Trip (AM) on July 26, 2025

The trip was great. We caught fish. Captain Jackson was very knowledgeable and engaging. He was great with all of the varied levels of skill in the party. He was very genuine and so enthusiastic about fishing. I would book very highly booking with him!!!

The trip was great. We caught fish. Captain Jackson was very knowledgeable and engaging. He was great with all of the varied levels of skill in the party. He was very genuine and so enthusiastic about fishing. I would book very highly booking with him!!!  

 Michael H. recommends Island Head Fishing Charter

Liliia L.
Liliia L.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Thanks

VERIFIED
NEW

4 Hour Trip (AM) on July 4, 2025

Captain tried his best to catch fish.. I would use him for next vacation.. He is very nice guy.

Captain tried his best to catch fish.. I would use him for next vacation.. He is very nice guy.  

Review media 0
 Liliia L. recommends Island Head Fishing Charter
1 person finds this review helpful
undefined (The Captain)
Replied on July 7, 2025
Thank you so much, your family was extremely nice and pleasant I hope we can do another trip! - Captain Jackson

Travis A.
Travis A.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Awesome trip!

VERIFIED
NEW

4 Hour Trip (AM) on July 19, 2025

 

 Travis A. recommends Island Head Fishing Charter

FAQs about Island Head Fishing Charter

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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
21 ft
Year built
2017
Boat manufacturer
Parker
Boat type
Center console

Engine model
Yamaha
Powered by
1 x 200HP
Max cruising speed
27 knots
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What’s biting in Hilton Head Island right now

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