Simon Says Charters
Simon Says Charters
Fish with someone who built his business from the ground up and has the passion for fishing some can only dream of! New this year is our 2025 Twin Vee 260 power catamaran! Able to comfortably fit up to 6 clients. One of the best riding boats on the water. We also have a bay boat, up to 4 people, that is a lower price point if the size of boat doesn't matter to your needs for those shallow water excursions as well! That listing is under Simon Says Charters-Inshore. We are a perfect match for serious fishermen and also perfect for families and children! Captain Matt and his crew will put you on the fish. Don't settle for a cheaper trip with new inexperienced captains and only fish the overfished artificial reefs and busy inshore spots! Book with us and fish some secret live bottom spots offshore. Or some great honey holes inshore!
You’ll be fishing on a 26’ Twin Vee 260STX Center Console. Guaranteed to get you to the fishing grounds dry and comfortable. New for 2025 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 the latest electronics of 2025. 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 26’ Twin Vee 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.
Customer reviews
Rating summary
Photos & videos by reviewers (144)
+141Angler rating
Anglers claimed
Good experience
98%
Appropriate for children
98%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
97%
Caught fish
90%
Oct 9, 2025
3 Hour Trip – Inshore Fishing (PM)
Great trip
Captain Matt was awesome, it was a rainy week leading up to our trip. Matt was very communicative the whole week after we booked giving is updates on the weather and the trip. Even with the high tides and the cold front pushing through Matt was able to put us on fish, I would highly recommend Matt to anyone looking to go fishing with a first class Captain who takes pride in what he does.
Captain Matt was awesome, it was a rainy week leading up to our trip. Matt was very communicative the whole week after we booked...
Nov 4, 2025
4 Hour Trip – Inshore(AM)
Great trip!
Terrific Captain! Caught a lot of fish in the family had a blast. Very knowledgeable very helpful and a great boat.
Terrific Captain! Caught a lot of fish in the family had a blast. Very knowledgeable very helpful and a great boat.
Oct 9, 2025
4 Hour Trip – Inshore(AM)
Haveing fun hanging with the grandkids
Captain Matt did a great job of trying to put us on the fish. We didn’t catch many fish because the current was strong and size regulation but Matt made it great! We got to catch some shrimp. We would definitely go back out with Captain Matt again My grandkids were thrilled.
Captain Matt did a great job of trying to put us on the fish. We didn’t catch many fish because the current was strong and size...
Captain replied
Sep 6, 2025
Half Day Deep Sea Reef
Awesome and fun experience
Capt Matt and his boat were absolutely awesome. He made the experience great. We plan on making this an annual event and will definitely use him again!! Thank you for an amazing experience and for getting us on the fish.
Capt Matt and his boat were absolutely awesome. He made the experience great. We plan on making this an annual event and will...
Captain replied
Jun 6, 2025
4 Hour Trip – Inshore(AM)
Highly recommended!
On a day when the fish just weren't cooperating, (all the other charter boats we spoke with agreed the fish just weren't biting), Matt went above and beyond to put us on some fish!
On a day when the fish just weren't cooperating, (all the other charter boats we spoke with agreed the fish just weren't biting),...
Trip availability and prices
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Customer reviews
Rating summary
Photos & videos by reviewers (144)
+141Angler rating
Anglers claimed
Good experience
98%
Appropriate for children
98%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
97%
Caught fish
90%
Experience:
Boat
Crew
Overall
Great trip
3 Hour Trip – Inshore Fishing (PM) on October 9, 2025
Captain Matt was awesome, it was a rainy week leading up to our trip. Matt was very communicative the whole week after we booked giving is updates on the weather and the trip. Even with the high tides and the cold front pushing through Matt was able to put us on fish, I would highly recommend Matt to anyone looking to go fishing with a first class Captain who takes pride in what he does.
Captain Matt was awesome, it was a rainy week leading up to our trip. Matt was very communicative the whole week after we booked giving is updates on the weather and the trip. Even with the high tides and the cold front pushing through Matt was able to put us on fish, I would highly recommend Matt to anyone looking to go fishing with a first class Captain who takes pride in what he does.
Experience:
Boat
Crew
Overall
Great trip!
4 Hour Trip – Inshore(AM) on November 4, 2025
Terrific Captain! Caught a lot of fish in the family had a blast. Very knowledgeable very helpful and a great boat.
Terrific Captain! Caught a lot of fish in the family had a blast. Very knowledgeable very helpful and a great boat.
Experience:
Boat
Crew
Overall
Haveing fun hanging with the grandkids
4 Hour Trip – Inshore(AM) on October 9, 2025
Captain Matt did a great job of trying to put us on the fish. We didn’t catch many fish because the current was strong and size regulation but Matt made it great! We got to catch some shrimp. We would definitely go back out with Captain Matt again My grandkids were thrilled.
Captain Matt did a great job of trying to put us on the fish. We didn’t catch many fish because the current was strong and size regulation but Matt made it great! We got to catch some shrimp. We would definitely go back out with Captain Matt again My grandkids were thrilled.
Experience:
Boat
Crew
Overall
Awesome and fun experience
Half Day Deep Sea Reef on September 6, 2025
Capt Matt and his boat were absolutely awesome. He made the experience great. We plan on making this an annual event and will definitely use him again!! Thank you for an amazing experience and for getting us on the fish.
Capt Matt and his boat were absolutely awesome. He made the experience great. We plan on making this an annual event and will definitely use him again!! Thank you for an amazing experience and for getting us on the fish.
Experience:
Boat
Crew
Overall
Highly recommended!
4 Hour Trip – Inshore(AM) on June 6, 2025
On a day when the fish just weren't cooperating, (all the other charter boats we spoke with agreed the fish just weren't biting), Matt went above and beyond to put us on some fish!
On a day when the fish just weren't cooperating, (all the other charter boats we spoke with agreed the fish just weren't biting), Matt went above and beyond to put us on some fish!
FAQs about Simon Says Charters
The fish you can target
What is the boat like?
