Tailwrapped Sportfishing Charters
4.9/5 (47 beoordelingen)
59 Star Island Road, Montauk, NY 11954, Verenigde Staten–
59 Star Island Road
Montauk, NY, Verenigde Staten
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!
Rating
4.9
47 reviews
5
41
4
0
3
1
2
0
1
0
5.0
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience
Anglers' gallery (60)
+54
What anglers say
97%
Great experience
91%
Family friendly
100%
Friendly captain
97%
Good boat
87%
Recommended
92%
Caught fish
All reviews (47)
Filter
Filter
Sort by: Featured
Featured
Showing 1 – 5 of 47 reviews
Natalya Z
5.0
Verified
The best fishing tour!
3 hour trip – Twilight Striped Bass on July 4, 2025 • 6 adults
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!
Response from Captain
July 5, 2025
Thank you Natalya. It's always so nice to see the boys & Opa. They had a fantastic time as usual and caught loads of fish. Thank you again, Capt. Jim & crew.
0
Ian Peck
5.0
Verified
Great Fishing Trip
3 hour trip – Twilight Striped Bass on June 15, 2025 • 3 adults
Captain James and his crew are excellent in all respects. Boat is very well equipped and comfortable.
Response from Captain
July 1, 2025
Thank you, we're glad you enjoyed your trip!
0
Gunnar Schumann
5.0
Verified
A day to remember for ages
5 Hour Trip (AM) on May 25, 2024 • 2 adults • 1 child
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
Reported catch:
Response from Captain
May 27, 2024
Thank you again Gunnar. It was a great day and your son will have lasting memories of his day fishing with his father off Montauk Point. Hopefully we
will see you again! Enjoy your family vacation here in the USA.
Sincerely, Capt. Jim & Carolyn
0
Rich Diller
Brooklyn, New York
5.0
Verified
Full day tuna trip with tailwrapped and James McSwigin
14 HOUR TUNA TRIP on September 3, 2022 • 2 adults • 2 children
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!
Response from Captain
September 6, 2022
Thank you for your ' from the heart" review. We truly appreciate your kind words and strive to make family adventures our #1 priority! It was our pleasure to spend the day with you and your boys. Enjoy the tuna and the rest of your summer!
Sincerely, Capt. Jim & crew.
1
Helen Chu
New York, NY
5.0
Verified
Amazing half day trip with Captain Jim
5 HOUR TRIP (PM) on August 11, 2022 • 3 adults
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!
Response from Captain
August 12, 2022
It was a pleasure having you aboard Helen, you did a spectacular job reeling in those bass! I know your Dad and brothers arms were pretty tired after reeling in so many TROPHY SIZE striped bass! It was a great day on the water & we look forward to seeing you again. Thank you for booking with Tailwrapped Sportfishing charters.
Sincerely, Capt. Jim & crew
1
Trip availability and prices
Trip Date:
Days:
Group Size:
Select date to see availability
January 2026
| Su | Mo | Tu | We | Th | Fr | Sa | |
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Number of days
1
Group Size
2 adults • 0 children
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3 hour trip – Twilight Striped Bass
FREE Cancellation 7 days notice
3 Hour Trip
starts at 5:00 PM
Seasonal trip
Jun 3 - Sep 15
US $750
Entire boat: up to 5 people
US $750
Entire boat: up to 5 people
4 hour 1/2 Day
FREE Cancellation 7 days notice
4 Hour Trip
starts at 5:00 AM
Seasonal trip
Jun 1 - Jun 30 (Mon, Tue, Wed, Thu, Fri)
US $800
Entire boat: up to 5 people
US $800
Entire boat: up to 5 people
4 hour 1/2 Day - 12:00 PM
FREE Cancellation 7 days notice
4 Hour Trip
starts at 12:00 PM
Seasonal trip
Jun 1 - Jun 30 (Mon, Tue, Wed, Thu, Fri)
US $800
Entire boat: up to 5 people
US $800
Entire boat: up to 5 people
Spring Striped Bass & Bluefish (AM)
FREE Cancellation 7 days notice
5 Hour Trip
starts at 6:00 AM
Seasonal trip
May 1 - Jun 1
US $850
Entire boat: up to 5 people
US $850
Entire boat: up to 5 people
5 Hour Trip (AM)
FREE Cancellation 7 days notice
5 Hour Trip
starts at 6:00 AM
Seasonal trip
May 1 - Nov 1
US $900
Entire boat: up to 6 people
US $900
Entire boat: up to 6 people
5 HOUR TRIP (PM)
FREE Cancellation 7 days notice
5 Hour Trip
starts at 12:00 PM
Seasonal trip
May 1 - Nov 1
US $900
Entire boat: up to 6 people
US $900
Entire boat: up to 6 people
9 Hour Trip
FREE Cancellation 7 days notice
9 Hour Trip
starts at 6:00 AM
Seasonal trip
May 1 - Nov 1
US $1,600
Entire boat: up to 6 people
US $1,600
Entire boat: up to 6 people
9 Hour Trip – Shark
FREE Cancellation 7 days notice
9 Hour Trip
starts at 5:30 AM
Seasonal trip
May 1 - Dec 1
US $1,800
Entire boat: up to 6 people
US $1,800
Entire boat: up to 6 people
10 Hour Trip – Tuna Inshore
FREE Cancellation 7 days notice
10 Hour Trip
starts at 4:00 AM
US $3,000
Entire boat: up to 6 people
US $3,000
Entire boat: up to 6 people
14 HOUR TUNA TRIP
FREE Cancellation 7 days notice
14 Hour Trip
starts at 4:00 AM
Seasonal trip
May 1 - Dec 1
US $3,400
Entire boat: up to 6 people
US $3,400
Entire boat: up to 6 people
2 Day Trip–Overnight Canyon (MAX 5)
FREE Cancellation 7 days notice
2 Day Trip
starts at 6:00 AM
Overnight stay, liveaboard
Seasonal trip
Jun 1 - Oct 1
US $7,000
Entire boat: up to 6 people
US $7,000
Entire boat: up to 6 people
Er zijn 2 personen die naar deze charter kijken.
Rating
4.9
47 reviews
5
41
4
0
3
1
2
0
1
0
5.0
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience
Anglers' gallery (60)
+54
What anglers say
97%
Great experience
91%
Family friendly
100%
Friendly captain
97%
Good boat
87%
Recommended
92%
Caught fish
All reviews (47)
Filter
Filter
Sort by: Featured
Featured
Showing 1 – 5 of 47 reviews
Natalya Z
5.0
Verified
The best fishing tour!
3 hour trip – Twilight Striped Bass on July 4, 2025 • 6 adults
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!
Response from Captain
July 5, 2025
Thank you Natalya. It's always so nice to see the boys & Opa. They had a fantastic time as usual and caught loads of fish. Thank you again, Capt. Jim & crew.
0
Ian Peck
5.0
Verified
Great Fishing Trip
3 hour trip – Twilight Striped Bass on June 15, 2025 • 3 adults
Captain James and his crew are excellent in all respects. Boat is very well equipped and comfortable.
Response from Captain
July 1, 2025
Thank you, we're glad you enjoyed your trip!
0
Gunnar Schumann
5.0
Verified
A day to remember for ages
5 Hour Trip (AM) on May 25, 2024 • 2 adults • 1 child
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
Reported catch:
Response from Captain
May 27, 2024
Thank you again Gunnar. It was a great day and your son will have lasting memories of his day fishing with his father off Montauk Point. Hopefully we
will see you again! Enjoy your family vacation here in the USA.
Sincerely, Capt. Jim & Carolyn
0
Rich Diller
Brooklyn, New York
5.0
Verified
Full day tuna trip with tailwrapped and James McSwigin
14 HOUR TUNA TRIP on September 3, 2022 • 2 adults • 2 children
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!
Response from Captain
September 6, 2022
Thank you for your ' from the heart" review. We truly appreciate your kind words and strive to make family adventures our #1 priority! It was our pleasure to spend the day with you and your boys. Enjoy the tuna and the rest of your summer!
Sincerely, Capt. Jim & crew.
1
Helen Chu
New York, NY
5.0
Verified
Amazing half day trip with Captain Jim
5 HOUR TRIP (PM) on August 11, 2022 • 3 adults
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!
Response from Captain
August 12, 2022
It was a pleasure having you aboard Helen, you did a spectacular job reeling in those bass! I know your Dad and brothers arms were pretty tired after reeling in so many TROPHY SIZE striped bass! It was a great day on the water & we look forward to seeing you again. Thank you for booking with Tailwrapped Sportfishing charters.
Sincerely, Capt. Jim & crew
1
FAQs about Tailwrapped Sportfishing Charters
The fish you can target
What is the boat like?
Boat category
Sportfishing boatsCapacity
6 personsBoat length
33 ftYear built
1989Boat manufacturer
TOPAZBoat type
SportfishingEngine model
CatapillarPowered by
2 x 320HPMax cruising speed
26 knots