Tailwrapped Sportfishing Charters
Tailwrapped Sportfishing Charters
Booking with TailWrapped Sportfishing ensures you’ll have a fantastic fishing adventure. Captain James "Sean" McSwigin has over 35 years of fishing experience specializing in inshore, offshore, and tournament fishing. He has won and placed in many of Long Island’s prestigious tournaments and has also been featured on the cover of the Long Island Fisherman magazine.
TailWrapped is a 32’ Topaz sportfisherman with twin Caterpillar engines boasting 640 HP, providing a cruise speed of 22-24 knots, getting you to the fishing grounds fast. We can assure you a safe and rewarding experience that your entire party will enjoy.
The clients are a number one priority! From beginner to the most experienced angler, the crew specializes in creating a customized fishing trip for you. Capt. Sean provides everything you’ll need. Brand new top of the line equipment and tackle including Penn and Avet reels, Shimano and custom built rods are provided, as well as bait and ice. Fishing Licenses are also included.
The first mate will clean and fillet your catch for you to take home or you can bring it to the restaurant at Star Island Yacht Club and have a delicious meal after your trip. All you need to bring is a pair of sunglasses, seasonal clothing, drinks, and snacks.
Montauk is a Mecca for sport fishing and truly is "The Fishing Capital of the World." There is nowhere on earth that you can catch such a diversity of fish and Capt. Sean knows how and where to find them. Inshore you can target Striped Bass, Bluefish, Black Seabass, Fluke, Cod, Black Fish, and numerous other species. Offshore, go after Bluefin, Yellowfin and Bigeye Tuna, Blue Marlin, White Marlin, Swordfish, Mahi Mahi, and Golden Tilefish.
Tailwrapped Sportfishing looks forward to hearing from you and is available to answer any further questions you may have. For a GREAT fishing experience, book with TailWrapped Sportfishing!
Customer reviews
Rating summary
Photos & videos by reviewers (60)
+57Angler rating
Anglers claimed
Good experience
97%
Appropriate for children
91%
Friendly captain
100%
Satisfied with the boat
97%
Recommend this charter
87%
Caught fish
92%
Jul 4, 2025
3 hour trip – Twilight Striped Bass
The best fishing tour!
That was our 4th tour with Captain James and his dream crew! Everything was just perfect, like always - the captains, the boat, the equipment and absolute friendliness See you all next year!
That was our 4th tour with Captain James and his dream crew! Everything was just perfect, like always - the captains, the boat,...
Captain replied
Jun 15, 2025
3 hour trip – Twilight Striped Bass
Great Fishing Trip
Captain James and his crew are excellent in all respects. Boat is very well equipped and comfortable.
Captain James and his crew are excellent in all respects. Boat is very well equipped and comfortable.
Captain replied
May 25, 2024
5 Hour Trip (AM)
A day to remember for ages
My 8 year old son and I went for a half day trip in the morning and it was just stunning. Captain Jim and his wife Caroline made it a hack of an experience for my son and also myself. My son caught multiple fish under guidance of the two and pulled stripe bass on board himself. Even through the barrier of English language for my son from Germany he felt so comfortable and warm onboard that he doesn’t stop talking about this fishing trip Best regards Gunnar and Elias
My 8 year old son and I went for a half day trip in the morning and it was just stunning. Captain Jim and his wife Caroline made...
Captain replied
Brooklyn, New York
Sep 3, 2022
14 HOUR TUNA TRIP
Full day tuna trip with tailwrapped and James McSwigin
Fantastic day with my kids. They have been asking about going tuna fishing out of New York for nearly a decade based on stories I have told them from my years growing up I. The area. Being in Georgia makes the trip difficult to time and coordinate based o. Their busy schedule at home. This year, stars aligned and I was finally able to fill my promise. My sons had a fantastic time and are already asking about next year. Captain James and Mike have helped me to establish what I hope will be many years of tradition with my sons, well into their adult years. They showed my sons a great time and we came home with a large amount of tuna and great memories of the best father son weekend I have had with my children. I highly recommend captain James to anyone considering a trip with him. He and his crew are knowledgeable, hard working and great guides. Thanks to them for making this the best time I could have hoped for with my sons!
Fantastic day with my kids. They have been asking about going tuna fishing out of New York for nearly a decade based on stories...
Captain replied
New York, NY
Aug 11, 2022
5 HOUR TRIP (PM)
Amazing half day trip with Captain Jim
We had the most amazing fishing experience with captain Jim and his mate Mark. The boat was clean, spacious, and fully equipped, and both Jim and Mark were so knowledgeable and eager to help us reel in the biggest catch. We began by trawling for striped bass and caught at least half a dozen huge striped bass that were more than 50 lb each! It was an unforgettable experience. We then went fishing for fluke and sea bass and that was equally fruitful. This was one of our best fishing charter experiences and we can’t recommend it enough for anyone looking for a fun day out at sea!
We had the most amazing fishing experience with captain Jim and his mate Mark. The boat was clean, spacious, and fully equipped,...
Captain repliedTrip availability and prices
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Customer reviews
Rating summary
Photos & videos by reviewers (60)
+57Angler rating
Anglers claimed
Good experience
97%
Appropriate for children
91%
Friendly captain
100%
Satisfied with the boat
97%
Recommend this charter
87%
Caught fish
92%
Experience:
Boat
Crew
Overall
The best fishing tour!
3 hour trip – Twilight Striped Bass on July 4, 2025
That was our 4th tour with Captain James and his dream crew! Everything was just perfect, like always - the captains, the boat, the equipment and absolute friendliness See you all next year!
That was our 4th tour with Captain James and his dream crew! Everything was just perfect, like always - the captains, the boat, the equipment and absolute friendliness See you all next year!
Experience:
Boat
Crew
Overall
Great Fishing Trip
3 hour trip – Twilight Striped Bass on June 15, 2025
Captain James and his crew are excellent in all respects. Boat is very well equipped and comfortable.
Captain James and his crew are excellent in all respects. Boat is very well equipped and comfortable.
Experience:
Boat
Crew
Overall
A day to remember for ages
5 Hour Trip (AM) on May 25, 2024
My 8 year old son and I went for a half day trip in the morning and it was just stunning. Captain Jim and his wife Caroline made it a hack of an experience for my son and also myself. My son caught multiple fish under guidance of the two and pulled stripe bass on board himself. Even through the barrier of English language for my son from Germany he felt so comfortable and warm onboard that he doesn’t stop talking about this fishing trip Best regards Gunnar and Elias
My 8 year old son and I went for a half day trip in the morning and it was just stunning. Captain Jim and his wife Caroline made it a hack of an experience for my son and also myself. My son caught multiple fish under guidance of the two and pulled stripe bass on board himself. Even through the barrier of English language for my son from Germany he felt so comfortable and warm onboard that he doesn’t stop talking about this fishing trip Best regards Gunnar and Elias
Brooklyn, New York
Experience:
Boat
Crew
Overall
Full day tuna trip with tailwrapped and James McSwigin
14 HOUR TUNA TRIP on September 3, 2022
Fantastic day with my kids. They have been asking about going tuna fishing out of New York for nearly a decade based on stories I have told them from my years growing up I. The area. Being in Georgia makes the trip difficult to time and coordinate based o. Their busy schedule at home. This year, stars aligned and I was finally able to fill my promise. My sons had a fantastic time and are already asking about next year. Captain James and Mike have helped me to establish what I hope will be many years of tradition with my sons, well into their adult years. They showed my sons a great time and we came home with a large amount of tuna and great memories of the best father son weekend I have had with my children. I highly recommend captain James to anyone considering a trip with him. He and his crew are knowledgeable, hard working and great guides. Thanks to them for making this the best time I could have hoped for with my sons!
Fantastic day with my kids. They have been asking about going tuna fishing out of New York for nearly a decade based on stories I have told them from my years growing up I. The area. Being in Georgia makes the trip difficult to time and coordinate based o. Their busy schedule at home. This year, stars aligned and I was finally able to fill my promise. My sons had a fantastic time and are already asking about next year. Captain James and Mike have helped me to establish what I hope will be many...
New York, NY
Experience:
Boat
Crew
Overall
Amazing half day trip with Captain Jim
5 HOUR TRIP (PM) on August 11, 2022
We had the most amazing fishing experience with captain Jim and his mate Mark. The boat was clean, spacious, and fully equipped, and both Jim and Mark were so knowledgeable and eager to help us reel in the biggest catch. We began by trawling for striped bass and caught at least half a dozen huge striped bass that were more than 50 lb each! It was an unforgettable experience. We then went fishing for fluke and sea bass and that was equally fruitful. This was one of our best fishing charter experiences and we can’t recommend it enough for anyone looking for a fun day out at sea!
We had the most amazing fishing experience with captain Jim and his mate Mark. The boat was clean, spacious, and fully equipped, and both Jim and Mark were so knowledgeable and eager to help us reel in the biggest catch. We began by trawling for striped bass and caught at least half a dozen huge striped bass that were more than 50 lb each! It was an unforgettable experience. We then went fishing for fluke and sea bass and that was equally fruitful. This was one of our best fishing charter experiences...
FAQs about Tailwrapped Sportfishing Charters
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