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?
Rating summary
Photos & videos by reviewers (8)
Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Caught fish
100%
Jul 30, 2025
3 Hour Trip (AM)
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...
Jul 2, 2025
4 Hour Trip (AM)
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,...
Jul 26, 2025
4 Hour Trip (AM)
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...
Jul 4, 2025
4 Hour Trip (AM)
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.
Jul 19, 2025
4 Hour Trip (AM)
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Rating summary
Photos & videos by reviewers (8)
Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Caught fish
100%
Experience:
Boat
Crew
Overall
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...
Experience:
Boat
Crew
Overall
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...
Experience:
Boat
Crew
Overall
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!!!
Experience:
Boat
Crew
Overall
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.
Experience:
Boat
Crew
Overall
4 Hour Trip (AM) on July 19, 2025