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.
Rating summary
Photos & videos by reviewers (141)
Angler rating
Anglers claimed
Good experience
98%
Appropriate for children
97%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
97%
Caught fish
89%
Sep 6, 2025
Half Day Deep Sea Reef
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...
Mark review as helpful
Mark review as helpful
Apr 6, 2025
4 Hour Trip – Inshore(AM)
Conditions were less than ideal, but Captain Matt Simon worked hard to find the bite. We landed redfish, trout and whiting on a windy spring day. “Simon Says”(the 26’ See Vee) tamed the chop that filled the harbor. We will be back for more on Simon Says!
Conditions were less than ideal, but Captain Matt Simon worked hard to find the bite. We landed redfish, trout and whiting on...
Mark review as helpful
Mark review as helpful
May 2, 2025
4 Hour Trip – Inshore(AM)
Great day of fishing!!!!, myself and my son. Just know you are in good hands. Matt knows his way around all the hot spots. He put us on fish, was helpful and was fun to be on the water with. I’m looking forward to our next trip.
Great day of fishing!!!!, myself and my son. Just know you are in good hands. Matt knows his way around all the hot spots. He...
Mark review as helpful
Mark review as helpful
Jun 6, 2025
4 Hour Trip – Inshore(AM)
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),...
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Mark review as helpful
May 28, 2025
3 Hour Trip – Shark Fishing
Capt Matt put us on the fish right away! Redfish, bluefish, shark, and flounder. Our party of 6 was very comfortable on the brand the new 26’ Twin Vee and look forward to booking again.
Capt Matt put us on the fish right away! Redfish, bluefish, shark, and flounder. Our party of 6 was very comfortable on the...
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Mark review as helpful
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Rating summary
Photos & videos by reviewers (141)
Angler rating
Anglers claimed
Good experience
98%
Appropriate for children
97%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
97%
Caught fish
89%
Experience:
Boat
Crew
Overall
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.
Mark review as helpful
Experience:
Boat
Crew
Overall
4 Hour Trip – Inshore(AM) on April 6, 2025
Conditions were less than ideal, but Captain Matt Simon worked hard to find the bite. We landed redfish, trout and whiting on a windy spring day. “Simon Says”(the 26’ See Vee) tamed the chop that filled the harbor. We will be back for more on Simon Says!
Conditions were less than ideal, but Captain Matt Simon worked hard to find the bite. We landed redfish, trout and whiting on a windy spring day. “Simon Says”(the 26’ See Vee) tamed the chop that filled the harbor. We will be back for more on Simon Says!
Mark review as helpful
Experience:
Boat
Crew
Overall
4 Hour Trip – Inshore(AM) on May 2, 2025
Great day of fishing!!!!, myself and my son. Just know you are in good hands. Matt knows his way around all the hot spots. He put us on fish, was helpful and was fun to be on the water with. I’m looking forward to our next trip.
Great day of fishing!!!!, myself and my son. Just know you are in good hands. Matt knows his way around all the hot spots. He put us on fish, was helpful and was fun to be on the water with. I’m looking forward to our next trip.
Mark review as helpful
Experience:
Boat
Crew
Overall
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!
Mark review as helpful
Experience:
Boat
Crew
Overall
3 Hour Trip – Shark Fishing on May 28, 2025
Capt Matt put us on the fish right away! Redfish, bluefish, shark, and flounder. Our party of 6 was very comfortable on the brand the new 26’ Twin Vee and look forward to booking again.
Capt Matt put us on the fish right away! Redfish, bluefish, shark, and flounder. Our party of 6 was very comfortable on the brand the new 26’ Twin Vee and look forward to booking again.
Mark review as helpful