Headshaker Charters 

4.9
(38 reviews)
 50 41st Avenue, Isle Of Palms, SC 29451, United States–

Headshaker Charters 

Isle Of Palms, SC, United States
–
24 ft
6
4.9
(38 reviews)

If you're in the market for a day to remember, look no further than Headshaker Charters. With Captain Robert, you're in knowledgeable and experienced hands.

You'll fish for Redfish, Speckled Trout, Flounder, and more, depending on the time of year. During the trip you will be using spinning rod set ups, or maybe something more specialized in this area. Capt. Robert also offers fly fishing, but you may need to bring your own fly gear.

Young ones are welcome, so the whole family can come and unplug for the day! Child-sized life vests are available! Also remember to bring snacks or purchase them from the marina store.

Your vessel for the day is a 24' Yellowfin center console with space for 6 passengers or an 18' Hells Bay flats boat for smaller groups (up to 3 people). It comes with all the essentials. You'll find rods, reels, and tackle waiting for you, as well as lures. Live and dead bait is included!

The charter boat covers your fishing license, so you can drive right over and come aboard without any hassle! Some fish have special regulations, including when you can keep them. Simply ask and your captain can tell you more.

It's never a bad idea to bring sunscreen (non-spray), a hat, and sunglasses. Water's and ice are included, free of charge. Alcohol is allowed in moderation, but you should avoid hard liquor as well as glass bottles.

Now, time to hit the water with Headshaker Charters!

If you're in the market for a day to remember, look no further than Headshaker Charters. With Captain Robert, you're in knowledgeable and experienced hands.

You'll fish for Redfish, Speckled Trout, Flounder, and more, depending on the time of year. During the trip you will be using spinning rod set ups, or maybe something more specialized in this area. Capt. Robert also offers fly fishing, but you may need to bring your own fly gear.

Young ones are welcome, so the whole family can come and unplug for the day! Child-sized life vests are available! Also remember to bring snacks or purchase them from the marina store.

Your vessel for the day is a 24' Yellowfin center console with space for 6 passengers or an 18' Hells Bay flats boat for smaller groups (up to 3 people). It comes with all the essentials. You'll find rods, reels, and tackle waiting for you, as well as lures. Live and dead bait is included!

The charter boat covers your fishing license, so you can drive right over and come aboard without any hassle! Some fish have special regulations, including when you can keep them. Simply ask and your captain can tell you more.

It's never a bad idea to bring sunscreen (non-spray), a hat, and sunglasses. Water's and ice are included, free of charge. Alcohol is allowed in moderation, but you should avoid hard liquor as well as glass bottles.

Now, time to hit the water with Headshaker Charters!

Robert Leland
Captain
Robert Leland
ID & credentials verified
responds within an hour

Select date to see availability

Trip date:
Group Size:
November 2026
SuMoTuWeThFrSa
Group Size
2 adults • 0 children
Change
2 Hour Trip
Just booked! Last booked: 11 hours ago
FREE Cancellation 1 day notice
2 hour trip starts at 12:00 PM
Redfish
Shark (Blacktip)
Flounder
Speckled Trout
+3
US $275
Entire boat: 2 people
4 Hour Trip (AM)
FREE Cancellation 1 day notice
4 hour trip starts at 7:00 AM
Tarpon
Black Drum
Redfish
Shark (Blacktip)
+2
US $550
Entire boat: 2 people
4 Hour Trip (PM)
FREE Cancellation 1 day notice
4 hour trip starts at 12:00 PM
Tarpon
Black Drum
Redfish
Shark (Blacktip)
+2
US $550
Entire boat: 2 people
6 Hour Trip
FREE Cancellation 1 day notice
6 hour trip starts at 7:00 AM
Tarpon
Redfish
Shark (Blacktip)
Flounder
+2
US $750
Entire boat: 2 people

Customer reviews

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Rating

4.9
38 reviews
4.9
Boat & equipment
4.9
Captain & crew
4.8
Fishing Experience

Anglers' gallery (51)

What anglers say

97%
Recommended
100%
Caught fish

Reviews (38)

  • William Tepper
    William Tepper
    us
    Tennessee, US
    Member since 2026
    5.0
    Verified

    Great day on the water!

    2 Hour Trip on July 22, 2026 • 2 adults

    Captain Robert gave my 12-year-old son and me an unforgettable day on the water. He had us on fish almost immediately and kept us catching throughout the trip. His knowledge, patience, and ability to read the conditions were impressive. The highlight of the day was watching him trust his instincts and move us to a spot where the redfish were actively tailing. Captain Robert was great with my son, making the trip fun, educational, and exciting from start to finish. If you’re looking for a knowledgeable guide who works hard to put you on fish I can’t recommend Captain Robert enough. We’ll definitely be back!

  • Laura Hyde
    Laura Hyde
    Repeat angler
    us
    Florida, US
    Member since 2026
    2 trips
    5.0
    Verified

    Best trip ever!

    4 Hour Trip (AM) on June 20, 2026 • 5 adults • 3 children

    We booked a Father/Son fishing trip for fathers day weekend and Robert with Headshaker charters did a phenominal job! He was especially great with our 3 boys. They caught over 9 redfish in just a few hours along with other fish. We highly recommend him and will definitely use him again next time were back in the area.

  • Patrick Mcfall
    Patrick Mcfall
    us
    North Carolina, US
    Member since 2026
    5.0
    Verified

    Great Fish Outing!

    4 Hour Trip (AM) on August 11, 2026 • 4 adults • 1 child

    Captain Robert was awesome! He was on time, professional, and extremely knowledgeable. We caught around 7 fish during our 4-hour trip, which made for a really fun day. It was my 8-year-old son’s first fishing trip, and he absolutely loved it. Great experience all around, highly recommend Captain Robert!

  • Alison Cook
    Alison Cook
    us
    Oklahoma, US
    Member since 2026
    5.0
    Verified

    Good time!

    4 Hour Trip (PM) on July 11, 2026 • 4 adults • 1 child

    We enjoyed our afternoon! Our boys each got to reel in a shark, plus some red fish and flounders. Robert was very patient with our son’s questions and chitchat. It was also fun to cruise around and even saw some dolphins too!

  • Kimberly Carroll
    Kimberly Carroll
    us
    Washington D.C., US
    Member since 2026
    5.0
    Verified

    Teen approved

    4 Hour Trip (AM) on July 20, 2026 • 4 adults • 2 children

    We took two 13 year olds out for a morning session and the boys had a great time. Capt was super kind and patient with them and helped them learn the ropes. Solid choice if you also have young teens.

  • John Mautone
    John Mautone
    Repeat angler
    us
    New York, US
    Member since 2026
    2 trips
    5.0
    Verified

    fantastic trip

    4 Hour Trip (AM) on July 10, 2026 • 5 adults

    Captain Leland was amazing. Helped us catch some fish even with tough conditions going on. I highly recommend if you have a group of teens who wwnt to catch fish as well as have fun that he’s the right man fir the jobe!

  • Robert Schuyler
    Robert Schuyler
    us
    Georgia, US
    Member since 2026
    5.0
    Verified

    A Reel Good Time

    4 Hour Trip (AM) on April 7, 2026 • 2 adults

    Robert took us to a few spots and we got bites at each of them. Due to the weather, we only caught two spot tail bass, and missed an unknown monster. He was tentative and had extensive knowledge of the waterways. I will definitely book again next time I am in town. If you want someone local that will put you on some fish, look no further! Thank you for the good time.

  • Joseph Kaputa
    Joseph Kaputa
    us
    Pennsylvania, US
    Member since 2026
    5.0
    Verified

    good fishing

    4 Hour Trip (AM) on August 4, 2026 • 2 adults

    captain was great very friendly and respectful put us on fish for the trip hooked quite a few fish boated several and lost a few all in all great day.

  • Mark Hutson
    Mark Hutson
    Repeat angler
    us
    Tennessee, US
    Member since 2026
    2 trips
    5.0
    Verified

    Fishing

    4 Hour Trip (AM) on October 3, 2026 • 2 adults

    Amazing day of fishing!! Captain put us on the fish spot on!! 4 hr trip was definitely awesome fishing trip, Highly recommend!

  • Casey Gaudioso
    Casey Gaudioso
    us
    North Carolina, US
    Member since 2026
    5.0
    Verified

    amazing experience

    4 Hour Trip (AM) on August 12, 2026 • 1 adult

    amazing trip amazing crew caught lots of fish would highly recommend. Will be back next year to do it again. 

FAQs about Headshaker Charters

Headshaker Charters offers the following trips to customers:
  • US $275 per group, additional US $75 per person after 2 guests - 2 Hour Trip (2 hours)
  • US $550 per group, additional US $75 per person after 2 guests - 4 Hour Trip (AM) (4 hours)
  • US $550 per group, additional US $75 per person after 2 guests - 4 Hour Trip (PM) (4 hours)
  • US $750 per group, additional US $75 per person after 2 guests - 6 Hour Trip (6 hours)
When you book a trip with Headshaker Charters, you can expect the following amenities onboard:
  • GPS
  • Live bait well
  • Wireless trolling motor
  • Ice box
Trips booked with Headshaker Charters include:
  • Rods, reels & tackle
  • Live bait (Bait, live or dead, will always be provided in the trip price.)
  • Lures
  • Drinks (Waters)
  • Fishing license (All required licenses for guest are covered by the captain)
Headshaker Charters offers the following types of fishing:
  • Inshore fishing
  • Flats fishing
Headshaker Charters offers the following fishing techniques:
  • Light tackle
  • Spinning
  • Fly fishing
Top targeted fish species with Headshaker Charters include:
  • Flounder
  • Redfish
  • Shark (Blacktip)
  • Shark (Bonnethead)
  • Speckled Trout

Your captain

Robert Leland
Robert Leland
Isle Of Palms, South Carolina, United States
ID & license verified
38 Customer reviews
Typical response within an hour
Member since July 2025
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.
Operating a 24' Yellowfin Center console, Capt. Robert ensures a comfortable fishing experience in the waters of Isle Of Palms, South Carolina. The crew will demonstrate techniques such as spinning, fly fishing, or something unique to the area. The only way to learn is to join them on the water.
Robert Leland
Robert Leland
Fully verified
Angler's Choice
38
reviews
2025
member since
~1h
response
Operating a 24' Yellowfin Center console, Capt. Robert ensures a comfortable fishing experience in the waters of Isle Of Palms, South Carolina. The crew will demonstrate techniques such as spinning, fly fishing, or something unique to the area. The only way to learn is to join them on the water.

The fish you can target

Flounder
Flounder
Redfish
Redfish
Blacktip Shark
Blacktip Shark
Bonnethead Shark
Bonnethead Shark
Speckled Trout
Speckled Trout
Flounder
Flounder
Redfish
Redfish
Blacktip Shark
Blacktip Shark
Bonnethead Shark
Bonnethead Shark
Speckled Trout
Speckled Trout

Real catches by this captain

  • Two anglers proudly display a pair of redfish aboard a center-console fishing boat in calm coastal waters.
    Fish 1
    Fish 2
    +1
    Redfish
    Mark H.
    Mark H.
    Amazing day of fishing!! Captain put us on the fish spot on!! 4 hr trip was definitely awesome fishing trip, Highly recommend!
  • Angler proudly displaying a large Redfish while standing on the deck of a boat in a scenic fishing environment.
    Fish 1
    Redfish
    Scott R.
    Scott R.
  • Angler displaying a caught stingray while fishing in a scenic waterway, showcasing the excitement of the catch.
    Fish 1
    Skate
    Hallie W.
    Hallie W.
    Captain was great! He had a lot of experience and made it a fun trip.
  • Adult angler displaying a spotted seatrout aboard a center-console fishing boat on calm coastal waters.
    Fish 1
    Speckled Trout
    Casey G.
    Casey G.
    amazing trip amazing crew caught lots of fish would highly recommend. Will be back next year to do it again. 
  • An angler proudly displaying a large Redfish while fishing on a boat in a scenic waterway.
    Fish 1
    Redfish
    Patrick M.
    Patrick M.
    Captain Robert was awesome! He was on time, professional, and extremely knowledgeable. We caught around 7 fish during our 4-hour trip, which made for a really fun day. It was my 8-year-old son’s first fishing trip, and he absolutely loved it. Great experience all around, highly recommend Captain Robert!
  • Adult angler holding a large redfish on the bow of an inshore fishing boat in a calm marsh environment.
    Fish 1
    Redfish
    Joseph K.
    Joseph K.
    captain was great very friendly and respectful put us on fish for the trip hooked quite a few fish boated several and lost a few all in all great day.
  • A young angler and an adult proudly displaying their Redfish catch while enjoying a day on the water.
    Fish 1
    Redfish
    William T.
    William T.
    Captain Robert gave my 12-year-old son and me an unforgettable day on the water. He had us on fish almost immediately and kept us catching throughout the trip. His knowledge, patience, and ability to read the conditions were impressive. The highlight of the day was watching him trust his instincts and move us to a spot where the redfish were actively tailing. Captain Robert was great with my son, making the trip fun, educational, and exciting from start to finish. If you’re looking for a knowledgeable guide who works hard to put you on fish I can’t recommend Captain Robert enough. We’ll definitely be back!
  • Angler proudly displaying a Redfish while standing on the bow of a boat in a coastal fishing environment.
    Fish 1
    Redfish
    Rob D.
    Rob D.
    This was my first fishing trip and Robert did a great job
  • A young angler proudly displaying a Redfish on the deck of a boat during a fishing trip.
    Fish 1
    Redfish
    Kimberly C.
    Kimberly C.
    We took two 13 year olds out for a morning session and the boys had a great time. Capt was super kind and patient with them and helped them learn the ropes. Solid choice if you also have young teens.
  • A young angler and an adult proudly displaying a large Redfish while enjoying a sunny day on the water.
    Fish 1
    Redfish
    James H.
    James H.
    Caught 3 red fish and a bonnethead shark. Robert was a great captain.

What is the boat like?

Boat image
Boat category
Center console boats
Capacity
6 persons
Boat length
24 ft
Year built
2008
Boat manufacturer
Yellowfin
Boat type
Center console
Engine model
Yamaha
Powered by
1 x 250HP
Max cruising speed
47 knots

What kind of fishing will you do?

Inshore Fishing
Flats Fishing

Which fishing techniques you can try

Light Tackle
Spinning
Fly Fishing

Which amenities are available onboard

GPS
Live bait well
Wireless trolling motor
Ice box
What's included in the trip price
Rods, reels & tackle
Live bait
Bait, live or dead, will always be provided in the trip price.
Lures
Drinks
Waters
Fishing license
All required licenses for guest are covered by the captain

How cancellations work

Free cancellation up to 1 day prior to trip
You can cancel or modify your booking up to 1 day 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
Children are welcomed
You keep catch
Trout or Flounder
Catch and release mandatory
I practice catch and release with redfish to help protect the population and ensure great fishing for years to come. However, I'm happy to let clients keep a few trout or flounder if they'd like to take something home for dinner.

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 Isle Of Palms right now

FlounderFlounder
RedfishRedfish
Speckled TroutSpeckled Trout

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