
There's a fish with your name on it in Chincoteague and Ashlyn Jewel Charters will help you catch it!
You're likely to fish for Blacktip Shark, Black Seabass, Whiting, Weakfish, Flounder, Skate, Bull Shark, Hammerhead Shark, and more, depending on conditions. On these trips, you can expect to drift and bottom fish using light tackle.
Ashlyn Jewel Charters welcomes kids aboard, so feel free to make a family day out of it! If you don't have a child-sized life vest of your own, be sure to ask if there's one on board. And, you can't go wrong with snacks to keep their stamina going!
You'll be dropping lines from a 24' Carolina Skiff that holds up to 6 passengers. It has all the essentials no fishing machine can run without. Capt. Todd has rods and reels for you. Live bait and frozen bait is included.
The charter boat covers your fishing license, so all you have to do is look forward to your trip! Keep in mind that some fish may have harvest limits or closed seasons. Your captain will help you follow regulations while you fish.
Don't forget to bring sunblock (non-spray), sunglasses, and bottled water. Alcohol is allowed in moderation, but try to avoid hard liquor as well as glass bottles.
Give yourself something to look forward to and book a trip with Ashlyn Jewel Charters!
Rating summary
Photos & videos by reviewers (34)
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
92%
Sep 12, 2025
4 Hour Trip (AM)
I 100% recommend Ashlyn Jewel Charters. Captain Todd was amazing. He knew all the best fishing spots and was extremely knowledgable. I booked this trip primarily for my boyfriendâs birthday, but my mom and grandmother were also with us. He was incredible with my grandmother and she ended up catching the biggest fish out of all of us! My boyfriend had been trying to learn how to fish these waters and Captain Todd took the time to give him a lot of great tips / pointers. He has been catching fish here since that day. We also greatly appreciated the fact that he took the time to fillet the fish that we had caught for us. 10/10 Thank you for the amazing experience, Captan Todd!
I 100% recommend Ashlyn Jewel Charters. Captain Todd was amazing. He knew all the best fishing spots and was extremely knowledgable.... Â
Jul 8, 2025
4 Hour Trip (AM)
We had an incredible time aboard the Ashlyn Jewel with Captain Todd! From the moment we left the dock, he had us on fish almost immediately. Any time the action slowed down, he was quick to move us to a better spot, keeping the excitement going. Captain Todd was especially great with the kidsâpatient, encouraging, and made sure they were having just as much fun as the adults. He was even able to squeeze in an hour of shark fishing at the end of the trip, both kids landed sharks and spent time fishing for bait while we waited to hear the zing of the reel. If you're looking for a fun, action-packed day on the water with a captain who knows his stuff and makes sure everyone has a blast, look no further than Captain Todd and the Ashlyn Jewel.
We had an incredible time aboard the Ashlyn Jewel with Captain Todd! From the moment we left the dock, he had us on fish almost... Â
Jun 6, 2025
2 Hour Trip â Inshore (PM)
We had an amazing time on the water with Captain Todd, who managed three kids and two adults (one pretty inept) with patience and ease. Rain that day made fishing tricky, but our Captain guided us to the best spots, and we caught a bunch of different types of fish (including two skates, which were fun for the kids to reel in). Captain Todd was patient, fun, and really knowledgeable, making the trip a great fit both for the inexperienced and the seasoned fishers alike. Book with him -- you won't be disappointed!!!
We had an amazing time on the water with Captain Todd, who managed three kids and two adults (one pretty inept) with patience... Â
Aug 12, 2025
2 Hour Trip â Inshore (AM)
We had a great morning trip with Captain Todd. The current was strong and the fish weren't biting much, and he really tried to find us a good spot to send us home with some dinner -- even kept us out a little extra time. Captain Todd is really knowledgeable about the fish and good spots to get them and also great at taking care of everyone on the boat. We'll definitely go again!
We had a great morning trip with Captain Todd. The current was strong and the fish weren't biting much, and he really tried to... Â
Jun 22, 2025
2 Hour Trip â Inshore (AM)
Captain Todd is great! He took us out to a spot for some flounder first and then to a second spot for my son to try and catch a shark. We were successful at both spots, catching tons of flounder and then about a 50 pound red drum (which got a citation) and a 40 pound bull shark! I highly recommend this trip to anyone, and great for kids!
Captain Todd is great! He took us out to a spot for some flounder first and then to a second spot for my son to try and catch... Â
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Rating summary
Photos & videos by reviewers (34)
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
92%

Experience:
Boat
Crew
Overall
4 Hour Trip (AM) on September 12, 2025
I 100% recommend Ashlyn Jewel Charters. Captain Todd was amazing. He knew all the best fishing spots and was extremely knowledgable. I booked this trip primarily for my boyfriendâs birthday, but my mom and grandmother were also with us. He was incredible with my grandmother and she ended up catching the biggest fish out of all of us! My boyfriend had been trying to learn how to fish these waters and Captain Todd took the time to give him a lot of great tips / pointers. He has been catching fish here since that day. We also greatly appreciated the fact that he took the time to fillet the fish that we had caught for us. 10/10 Thank you for the amazing experience, Captan Todd!
I 100% recommend Ashlyn Jewel Charters. Captain Todd was amazing. He knew all the best fishing spots and was extremely knowledgable. I booked this trip primarily for my boyfriendâs birthday, but my mom and grandmother were also with us. He was incredible with my grandmother and she ended up catching the biggest fish out of all of us! My boyfriend had been trying to learn how to fish these waters and Captain Todd took the time to give him a lot of great tips / pointers. He has been catching fish... Â

Experience:
Boat
Crew
Overall
4 Hour Trip (AM) on July 8, 2025
We had an incredible time aboard the Ashlyn Jewel with Captain Todd! From the moment we left the dock, he had us on fish almost immediately. Any time the action slowed down, he was quick to move us to a better spot, keeping the excitement going. Captain Todd was especially great with the kidsâpatient, encouraging, and made sure they were having just as much fun as the adults. He was even able to squeeze in an hour of shark fishing at the end of the trip, both kids landed sharks and spent time fishing for bait while we waited to hear the zing of the reel. If you're looking for a fun, action-packed day on the water with a captain who knows his stuff and makes sure everyone has a blast, look no further than Captain Todd and the Ashlyn Jewel.
We had an incredible time aboard the Ashlyn Jewel with Captain Todd! From the moment we left the dock, he had us on fish almost immediately. Any time the action slowed down, he was quick to move us to a better spot, keeping the excitement going. Captain Todd was especially great with the kidsâpatient, encouraging, and made sure they were having just as much fun as the adults. He was even able to squeeze in an hour of shark fishing at the end of the trip, both kids landed sharks and spent time... Â
Experience:
Boat
Crew
Overall
2 Hour Trip â Inshore (PM) on June 6, 2025
We had an amazing time on the water with Captain Todd, who managed three kids and two adults (one pretty inept) with patience and ease. Rain that day made fishing tricky, but our Captain guided us to the best spots, and we caught a bunch of different types of fish (including two skates, which were fun for the kids to reel in). Captain Todd was patient, fun, and really knowledgeable, making the trip a great fit both for the inexperienced and the seasoned fishers alike. Book with him -- you won't be disappointed!!!
We had an amazing time on the water with Captain Todd, who managed three kids and two adults (one pretty inept) with patience and ease. Rain that day made fishing tricky, but our Captain guided us to the best spots, and we caught a bunch of different types of fish (including two skates, which were fun for the kids to reel in). Captain Todd was patient, fun, and really knowledgeable, making the trip a great fit both for the inexperienced and the seasoned fishers alike. Book with him -- you won't... Â
Experience:
Boat
Crew
Overall
2 Hour Trip â Inshore (AM) on August 12, 2025
We had a great morning trip with Captain Todd. The current was strong and the fish weren't biting much, and he really tried to find us a good spot to send us home with some dinner -- even kept us out a little extra time. Captain Todd is really knowledgeable about the fish and good spots to get them and also great at taking care of everyone on the boat. We'll definitely go again!
We had a great morning trip with Captain Todd. The current was strong and the fish weren't biting much, and he really tried to find us a good spot to send us home with some dinner -- even kept us out a little extra time. Captain Todd is really knowledgeable about the fish and good spots to get them and also great at taking care of everyone on the boat. We'll definitely go again! Â
Experience:
Boat
Crew
Overall
2 Hour Trip â Inshore (AM) on June 22, 2025
Captain Todd is great! He took us out to a spot for some flounder first and then to a second spot for my son to try and catch a shark. We were successful at both spots, catching tons of flounder and then about a 50 pound red drum (which got a citation) and a 40 pound bull shark! I highly recommend this trip to anyone, and great for kids!
Captain Todd is great! He took us out to a spot for some flounder first and then to a second spot for my son to try and catch a shark. We were successful at both spots, catching tons of flounder and then about a 50 pound red drum (which got a citation) and a 40 pound bull shark! I highly recommend this trip to anyone, and great for kids! Â
