Embark on a journey with Simon Says Charters and spend a few hours of great fishing action. A perfect match for serious fishermen and also perfect for families and children! Captain Matt and his crew will put you on the fish. Dont settle for a cheaper trip and only fish the overfished artificial reefs with these inexperienced captains around here! Book with us and fish some secret live bottom spots offshore. Or some great spots inshore!

You’ll be fishing on a 30’ Contender Center Console. Guaranteed to get you to the fishing grounds fast if the ocean allows. New for 2023 is a GPS Spot Lock Minn Kota trolling motor, guaranteed to hold you directly over some of the best fishing spots around. This center console has been upgraded with new navigational electronics and two 300hp Yamaha engines. There’s enough room for 6 anglers to join, so bring your friends and family along. The boat also features a bluetooth multimedia system and a portable toilet.

If you’re looking for something during the day, go offshore fishing. A short offshore trip will take you approximately 30 miles off the coast, while a full day trip goes up to 50 miles. Depending on how far you go, you can target Snapper, Kingfish, Wahoo, Tuna, Sailfish, and more.

If you desire more inland fishing, take a trip on either the 30’ Contender or a 20’ Bay Boat to get to the shallower waters. You will target fish such as red drum, flounder, sea trout, sheepshead, black drum, and more.

Your fishing license and all equipment you’ll need for the day are covered by the crew. You only need to pack some food, drinks, and sun protection.

Simon Says Charters makes every day on the water something to be remembered. Take one of those days for you!



Select date to see available trips and rates:

  • Private trip
    3 Hour Trip – Inshore(Big Boat) PM
    FREE Cancellation 7 days notice
    3 Hour Trip, starts at 3:00 PM
    Seasonal trip Apr 1 - Sep 15
    US $500
    Don't want to be crammed on a small boat? Book us and have room to fish! Perfect for families and anyone wanting a big fight! Fish around the harbor and jetties and prepare for a big fight! Species of sharks such as Sharpnose, Sandbar, Bonnethead, and more. Big Red Drum is also possible.
    Targeted fish
    Black Drum
    Black Drum
    Redfish
    Redfish
    Spotted Seatrout
    Spotted Seatrout
    Sheepshead
    Sheepshead
  • Private trip
    3 Hour Trip – Inshore(Big Boat)(AM)
    FREE Cancellation 7 days notice
    3 Hour Trip, starts at 9:00 AM
    Seasonal trip Apr 1 - Sep 15
    US $500
    Don't want to be crammed on a small boat? Book us and have room to fish on our 30’ Contender. Perfect for families and children! Head out in the harbor or jetties and catch species of sharks such as Atlantic Sharpnose, Sandbar, Blacktip, and more. Bull Red Drum and other species are also targeted.
    Targeted fish
    Shark (Blacktip)
    Blacktip Shark
    Shark (Bonnethead)
    Bonnethead Shark
    Shark (Lemon)
    Lemon Shark
  • Private trip
    4 Hour Inshore (Big Boat) PM
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 3:00 PM
    US $550
    Head out into the Charleston Harbor in the afternoon and watch as the sun starts to lower behind the backdrop of Downtown Charleston. All while catching fish in the warm salty air. Perfect for those that dont like mornings, or those that just want to sleep in on their vacation.
    Targeted fish
    Seabass (Black)
    Black Seabass
    Black Drum
    Black Drum
    Redfish
    Redfish
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Sheepshead
    Sheepshead
  • Private trip
    4 Hour Trip – Inshore(Big Boat)(AM)
    In demand! Last booked: 5 days ago
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 8:00 AM
    Seasonal trip Mar 29 - Sep 15
    US $550
    Don't want to be crammed on a small boat? Book us and have room to fish! Perfect for families and anyone wanting a big fight! Fish around the harbor and jetties and prepare for a big fight! Species of sharks such as Sharpnose, Sandbar, Bonnethead, and more. Big Red Drum is also possible.
    Targeted fish
    Redfish
    Redfish
    Spanish Mackerel
    Spanish Mackerel
    Shark (Blacktip)
    Blacktip Shark
    Sheepshead
    Sheepshead
    Shark (Bonnethead)
    Bonnethead Shark
    Shark (Bull)
    Bull Shark
    Whiting
    Whiting
  • Private trip
    6 Hour Inshore
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 8:00 AM
    US $750
    For this trip you will target a variety of inshore species depending on the tome of year. You will be fishing in the harbor for bull red drum and sharks. And then head out to the inlet where the charleston jetties are and fish for trout, sheepshead, and red drum. If time allows we will also try shallower areas like creeks and rivers around tye harbor.
    Types of fishing
    Inshore Fishing
    Targeted fish
    Seabass (Black)
    Black Seabass
    Black Drum
    Black Drum
    Redfish
    Redfish
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Flounder
    Flounder
    Sheepshead
    Sheepshead
    Speckled Trout
    Speckled Trout
    Shark (Bonnethead)
    Bonnethead Shark
    Shark (Bull)
    Bull Shark
    Shark (Lemon)
    Lemon Shark
  • Private trip
    5 Hour Nearshore Reef
    FREE Cancellation 7 days notice
    5 Hour Trip, starts at 8:00 AM
    US $900
    *5 People Max*This trip will head out about 10 miles in the ocean to the fishing grounds. We will stop at different wrecks and reefs closer in where pand is still usually visible. This trip has quite a bit of action and is perfect for those that dont eant to venture way offshore, but still get a taste of what fishing in the middle of the ocean is all about!
    Types of fishing
    Nearshore Fishing
    Wreck Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Targeted fish
    King Mackerel (Kingfish)
    King Mackerel (Kingfish)
    Little Tunny (False Albacore)
    Little Tunny (False Albacore)
    Seabass (Black)
    Black Seabass
    Spanish Mackerel
    Spanish Mackerel
    Shark (Bonnethead)
    Bonnethead Shark
  • Private trip
    Half Day Reef Bottom Fishing
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 7:00 AM
    US $1,200
    Guaranteed catch. Head 20-30 miles offshore in search of the fish of a lifetime. Mainly bottom fishing and live baiting. Brand new Yamaha 300HP engines to get you to the fishing grounds safe and fast. This trip is for anyone from a serious fisherman to those that have always wanted to go out in the open ocean. This trip is guaranteed catch and a great way to go home with some fresh fish in the cooler. FOUR PEOPLE MAX.
    Types of fishing
    Nearshore Fishing
    Offshore Fishing
    Fishing techniques
    Bottom Fishing
    Jigging
    Spinning
    Targeted fish
    Amberjack
    Amberjack
    Cobia
    Cobia
    King Mackerel (Kingfish)
    King Mackerel (Kingfish)
    Snapper (Red)
    Red Snapper
    Seabass (Black)
    Black Seabass
    Grouper (Gag)
    Gag Grouper
    Snapper (Vermilion)
    Vermilion Snapper
  • Private trip
    Full Day Reef Bottom Fishing
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 8:00 AM
    US $1,400
    *4 People Max*. Head 20-40 miles to the fishing grounds on a 30’ Contender with two brand new Yamaha 300’s. Dont let some other charters fool you and take you to overfished public spots. Come fish with us and rarely see many boats at our fishing grounds. This trip is perfect for those wishing to load the cooler up and have sore arms upon arriving back at the dock. Approximately $100 fuel surcharge.
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Spinning
    Targeted fish
    Cobia
    Cobia
    King Mackerel (Kingfish)
    King Mackerel (Kingfish)
    Snapper (Red)
    Red Snapper
    Seabass (Black)
    Black Seabass
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spadefish
    Spadefish
    Snapper (Vermilion)
    Vermilion Snapper
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FAQs about Simon Says Charters

Simon Says Charters offers the following trips to customers:
  • US $500 per group, additional US $50 per person after 2 guests - 3 Hour Trip – Inshore(Big Boat) PM (3 hours)
  • US $500 per group, additional US $50 per person after 2 guests - 3 Hour Trip – Inshore(Big Boat)(AM) (3 hours)
  • US $550 per group, additional US $50 per person after 2 guests - 4 Hour Inshore (Big Boat) PM (4 hours)
  • US $550 per group, additional US $50 per person after 2 guests - 4 Hour Trip – Inshore(Big Boat)(AM) (4 hours)
  • US $750 per group, additional US $50 per person after 2 guests - 6 Hour Inshore (6 hours)
  • US $900 per group, additional US $50 per person after 2 guests - 5 Hour Nearshore Reef (5 hours)
  • US $1,200 per group - Half Day Reef Bottom Fishing (6 hours)
  • US $1,400 per group - Full Day Reef Bottom Fishing (8 hours)

When you book a trip with Simon Says Charters, you can expect the following amenities onboard:
  • Toilet Small porta-toilet in cuddy cabin on offshoretrips
  • GPS Two Simrad’s
  • Fishfinder
  • Live Bait Well
  • Multimedia System
  • Wireless Trolling Motor Spot Lock Minn Kota
  • Outriggers
  • Ice Box fish boxes plus coolers
  • Radar Simrad

Trips booked with Simon Says Charters include:
  • Rods, reels & tackle
  • Live Bait (Live bait is included and is usually caught before the trip, if not then the time it takes to catch bait is not included in the overall time of the trip! )
  • Lures
  • Catch cleaning & filleting (No charge for fish cleaning and filleting. Bags and ice are provided. )
  • Drinks (Water)
  • First Mate (Paid by tips )
  • Fishing License (Yes all licenses and permits needed to fish are included. )

Simon Says Charters offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing
  • Offshore Fishing (The fishing grounds are anywhere from 5-60 miles offshore depending on the type of trip. )
  • Reef Fishing
  • Wreck Fishing

Simon Says Charters offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Jigging
  • Drift Fishing
  • Kite Fishing
  • Deep Sea Fishing

Top targeted fish species with Simon Says Charters include:
  • Amberjack
  • Cobia
  • Dolphin (Mahi Mahi)
  • Grouper (Gag)
  • Grouper (Scamp)
  • King Mackerel (Kingfish)
  • Sailfish
  • Snapper (Mutton)
  • Snapper (Vermilion)
  • Tuna (Blackfin)
  • Wahoo

Meet the Captain

Matt Simon
Mount Pleasant, South Carolina, United States
53 Fishing Reports
ID & license verified
80 Customer reviews
Response time within an hour
Member since July 2020
Captain Matt has been fishing in the area for years and there's no type of fish he has not caught yet. His favorite types of fishing are offshore bottom fishing/jigging for Grouper and Snapper and live baiting for Blackfin Tuna and other pelagics.
Our Team
Aidan B.
First mate

About this listing

Targeted species

Amberjack Amberjack
Cobia Cobia
Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)
Grouper (Gag) Gag Grouper

Boat specs

Contender (Center console) originally built in 2019. Powered by 2 300HP Yamaha engines, with a maximum cruising speed of 51 knots.

Length
30 ft
Capacity
6 persons

Types of fishing

Inshore Fishing
Nearshore Fishing
Offshore Fishing
The fishing grounds are anywhere from 5-60 miles offshore depending on the type of trip.
Reef Fishing
Wreck Fishing

Fishing techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Drift Fishing
Kite Fishing
Deep Sea Fishing

Amenities

Toilet
Small porta-toilet in cuddy cabin on offshoretrips
GPS
Two Simrad’s
Fishfinder
Live Bait Well
Multimedia System
Wireless Trolling Motor
Spot Lock Minn Kota

Trip includes

Rods, reels & tackle
Live Bait
Live bait is included and is usually caught before the trip, if not then the time it takes to catch bait is not included in the overall time of the trip!
Lures
Catch cleaning & filleting
No charge for fish cleaning and filleting. Bags and ice are provided.
Drinks
Water
First Mate
Paid by tips
Fishing License
Yes all licenses and permits needed to fish are included.

Cancellation policy

Free cancellation up to 7 days prior to trip

You can cancel or modify your booking up to 7 days 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.

Listing policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
Kids are more than welcome. It is recommended to bring your own child life jacket, but if not we have extras.
You Keep Catch
No charge fileting
Catch and Release Allowed
Billfish will be released

Payment

Book with 10% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% 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
PayPal
Checks
When paying the remaining balance with a credit card, an additional 3% charge will apply.

Mount Pleasant Fishing Calendar

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Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 79 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (119)
Would book with SimonSays Charters again!
Would book with SimonSays Charters again!
Would book with SimonSays Charters again!
+116
Angler rating
75
2
0
0
0
Anglers claimed
Good experience
97%
Friendly captain
100%
Recommend this charter
97%
Appropriate for children
97%
Satisfied with the boat
100%
Caught fish
86%
Sort by:
Featured  
Showing:
5 of 79 reviews
Renata D.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

April 20th Charleston Harbor fishing

VERIFIED   NEW  4 Hour Inshore (Big Boat) PM on April 20, 2024
I can’t say enough good things about our fishing experience! Captain Matt was fantastic and tried to get us on fish the entire...
Renata D. recommends Simon Says Charters
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Renata D. recommends Simon Says Charters
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Mike D.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Captain Matt Was Great

VERIFIED   4 Hour Inshore (Big Boat) PM on March 20, 2024
It was a cold day but Matt took care of us and brought us to the fish!  There were 3 of us including my 13 year old son and...
Mike D. recommends Simon Says Charters
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Mike D. recommends Simon Says Charters
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Amanda W.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Would book with SimonSays Charters again!

VERIFIED   NEW  4 Hour Trip – Inshore(Big Boat)(AM) on April 27, 2024
This was one of the most memorable fishing trips I’ve had in Charleston and I’ve gone out quite a bit. Captain Matt was...
Amanda W. recommends Simon Says Charters
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Amanda W. recommends Simon Says Charters
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Toby S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Inshore Trip

VERIFIED   3 Hour Inshore Fishing on March 5, 2024
Matt is great. He brought us to several spots to find different species. I had a fish in the boat in less than 5 minutes. We...
Toby S. recommends Simon Says Charters
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Toby S. recommends Simon Says Charters
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Brayden L.
Powell Butte, OR
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Honeymoon fishing trip

VERIFIED   4 Hour Trip – Shark/Bull Red (PM) on July 18, 2023
We caught such a variety of fish! My wife was nervous about the bigger fish but with the help of Matt she was able to land...
Brayden L. recommends Simon Says Charters
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Brayden L. recommends Simon Says Charters
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You found this review helpful