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!



Trip availability and prices

  • Private trip
    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
    Price for up to 5 persons
    US $750
    The perfect way to end your day enjoying beautiful sunsets while fishing under Montauk Point's famous lighthouse. Evenings are prime feeding time for larger Striped Bass and Bluefish. For those who prefer to fish with live bait during this trip can do so for an additional fee.
    Targeted fish
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
  • Private trip
    4 hour 1/2 Day Morning
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 5:00 AM
    Seasonal trip Jun 1 - Jun 30 (Mon, Tue, Wed, Thu, Fri)
    Price for up to 5 persons
    US $800
    Early season weekday special targeting Striped Bass, Bluefish, fluke (summer flounder) & Black seabass. This trip is priced for up to 5 anglers. Additional charge for 6th person. All rods, tackle and bait are included. A mate will assist you during the trip and will filet your catch. A customary 20% gratuity is suggested for the mate.
    Types of fishing
    Inshore Fishing
    Fishing techniques
    Jigging
    Popping
    Trolling
    Drift Fishing
    Targeted fish
    Seabass (Black)
    Black Seabass
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
    Flounder
    Flounder
  • Private trip
    Spring Striped Bass & Bluefish (AM)
    FREE Cancellation 7 days notice
    5 Hour Trip, starts at 6:00 AM
    Seasonal trip May 1 - Jun 1
    Price for up to 5 persons
    US $800
    Bass & bluefish are exciting fish to catch early in the season as These fish migrate to the north. Durring the morning these fish can be found feeding on the surface marked by seabirds diving on bait. Join us for a great morning and take home the freshest fish you will ever eat while making lifelong memories.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Fishing techniques
    Light Tackle
    Jigging
    Heavy Tackle
    Trolling
    Targeted fish
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
  • Private trip
    4 hour 1/2 Day Afternoon
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 12:00 PM
    Seasonal trip Jun 1 - Jun 30 (Mon, Tue, Wed, Thu, Fri)
    Price for up to 5 persons
    US $800
    Early season weekday special targeting Striped Bass, Bluefish, fluke (summer flounder) & Black seabass. This trip is priced for up to 5 anglers. Additional charge for 6th person. All rods, tackle and bait are included. A mate will assist you during the trip and will filet your catch. A customary 20% gratuity is suggested for the mate.
    Types of fishing
    Inshore Fishing
    Fishing techniques
    Jigging
    Popping
    Trolling
    Drift Fishing
    Targeted fish
    Seabass (Black)
    Black Seabass
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
    Flounder
    Flounder
  • Private trip
    5 Hour Trip (AM)
    FREE Cancellation 7 days notice
    5 Hour Trip, starts at 6:00 AM
    Seasonal trip May 1 - Nov 1
    Price for up to 6 persons
    US $900
    Whether you're trolling, jigging, or bottom fishing, you'll have a blast on this morning trip. Start your day the best way possible and catch your lunch. You get to keep all edible species and the crew will clean your catch after the trip. Species include Striped Bass, Bluefish, Fluke, Black Seabass, Scup, Blackfish.
    Targeted fish
    Seabass (Black)
    Black Seabass
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
    Flounder
    Flounder
    Weakfish
    Weakfish
    Scup (Porgy)
    Scup (Porgy)
    Tautog
    Tautog
    Mackerel (Atlantic)
    Atlantic Mackerel
  • Private trip
    5 HOUR TRIP (PM)
    FREE Cancellation 7 days notice
    5 Hour Trip, starts at 12:00 PM
    Seasonal trip May 1 - Nov 1
    Price for up to 6 persons
    US $900
    Half day trips usually consist of either trolling, jigging, or bottom fishing. Target all kinds of inshore species, which are fun to catch and delicious to eat. Your fishing equipment and licenses are included in the price, you only need to bring some snacks and drinks.
    Targeted fish
    Seabass (Black)
    Black Seabass
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
    Flounder
    Flounder
    Weakfish
    Weakfish
    Scup (Porgy)
    Scup (Porgy)
    Tautog
    Tautog
    Mackerel (Atlantic)
    Atlantic Mackerel
  • Private trip
    9 Hour Trip
    FREE Cancellation 7 days notice
    9 Hour Trip, starts at 6:00 AM
    Seasonal trip May 1 - Nov 1
    Price for up to 6 persons
    US $1,500
    Target multiple inshore species on this 9-hour adventure. You can go after Striped Bass, Bluefish, Black Seabass, Fluke, Cod, Blackfish, and many more. Catch cleaning is also included in the price and you get to keep all edible species.
    Targeted fish
    Seabass (Black)
    Black Seabass
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
    Cod
    Cod
    Flounder
    Flounder
    Scup (Porgy)
    Scup (Porgy)
    Tautog
    Tautog
    Mackerel (Atlantic)
    Atlantic Mackerel
  • Private trip
    9 Hour Trip – Shark
    FREE Cancellation 7 days notice
    9 Hour Trip, starts at 5:30 AM
    Seasonal trip May 1 - Dec 1
    Price for up to 6 persons
    US $1,700
    The trip usually starts at 5:00 a.m. but the time is flexible. If you're adventurous, this is a great experience for those wishing to target larger species that swim in these waters. Travel up to 30 miles offshore for this trip, but often don't have to go that far. Targeted species include Mako, Thresher, Blue, Brown, Sandbar, Dusky, and occasionally rare Tiger, Porbeagle, or even Great White Shark! Some species are catch, photo, and release only.
    Types of fishing
    Offshore Fishing
    Fishing techniques
    Heavy Tackle
    Targeted fish
    Shark (Porbeagle)
    Porbeagle Shark
    Shark (Hammerhead)
    Hammerhead Shark
    Shark (Blue)
    Blue Shark
    Shark (Thresher)
    Thresher Shark
    Shark (Tiger)
    Tiger Shark
    Shark (Bull)
    Bull Shark
  • Private trip
    10 Hour Trip – Tuna Inshore
    FREE Cancellation 7 days notice
    10 Hour Trip, starts at 4:00 AM
    Price for up to 6 persons
    US $2,800
    On the inshore Tuna trip, we fish within 30 miles of the shore. This is an exciting trip focusing on Bluefin and Yellowfin Tuna. We primarily troll on this trip with 8-10 rods using both artificial and live bait. Departure time may vary.
    Targeted fish
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Tuna (Bluefin)
    Bluefin Tuna
    Tuna (Skipjack)
    Skipjack Tuna
    Tuna (Yellowfin)
    Yellowfin Tuna
  • Private trip
    14 HOUR TUNA TRIP
    FREE Cancellation 7 days notice
    14 Hour Trip, starts at 4:00 AM
    Seasonal trip May 1 - Dec 1
    Price for up to 6 persons
    US $3,400
    On this trip, you'll run 40 to 70 miles offshore targeting Bluefin and Yellowfin Tuna, White Marlin, Mahi Mahi, and other pelagic species. You'll mostly troll on this trip, dropping the outriggers and put out a spread of 9 to11 rods using top of the line gear, artificial lures, and hand rigged baits. Departure times vary.
    Targeted fish
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Tuna (Bluefin)
    Bluefin Tuna
    Tuna (Skipjack)
    Skipjack Tuna
    Tuna (Yellowfin)
    Yellowfin Tuna
  • Private trip
    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
    Price for up to 6 persons
    US $5,000
    Overnight canyon trips are the ultimate fishing experience. Traveling to "the canyons" located approximately 75 miles from Montauk Point, you can target a variety of big game pelagics. From Blue Marlin to Bigeye Tuna, you never know what might be on the end of your line. On this trip, you'll troll during the daylight hour then switch over to chunking with bait at night. Targeted species include Yellowfin, Bigeye, and Longfin Albacore Tuna, Mahi Mahi, Swordfish, Wahoo, and Marlin. Departure times vary.
    Targeted fish
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Marlin (Blue)
    Blue Marlin
    Marlin (White)
    White Marlin
    Swordfish
    Swordfish
    Tuna (Bluefin)
    Bluefin Tuna
    Tuna (Yellowfin)
    Yellowfin Tuna
    Wahoo
    Wahoo
    Shark (Blue)
    Blue Shark
    Shark (Mako)
    Mako Shark
    Shark (Thresher)
    Thresher Shark
    Tuna (Bigeye)
    Bigeye Tuna
    Mackerel (Atlantic)
    Atlantic Mackerel
There are 12 people looking at this charter.

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 45 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (60)
A day to remember for ages
A day to remember for ages
Great trip
+57
Angler rating
39
0
1
0
0
Anglers claimed
Good experience
97%
Friendly captain
100%
Recommend this charter
87%
Appropriate for children
91%
Satisfied with the boat
97%
Caught fish
91%
Sort by:
Featured  
Showing:
5 of 45 reviews
Gunnar S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

A day to remember for ages

VERIFIED   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...
Gunnar S. recommends Tailwrapped Sportfishing Charters
Mark review as helpful
You found this review helpful
  James McSwigin Captain replied

Natalya Z.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

The best fishing trip

VERIFIED   5 HOUR TRIP (PM) on July 4, 2024
Our annual fishing trip with James was excellent as usual. Thanks a lot captain for your hospitality and professionalism!
Natalya Z. recommends Tailwrapped Sportfishing Charters
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You found this review helpful
  James McSwigin Captain replied

Louis H.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great trip

VERIFIED   5 Hour Trip (AM) on May 11, 2024
Captain and mate were great. Great trip caught a lot of fish.
Louis H. recommends Tailwrapped Sportfishing Charters
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You found this review helpful
  James McSwigin Captain replied

Rich D.
Brooklyn, New York
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Full day tuna trip with tailwrapped and James McSwigin

VERIFIED   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...
Rich D. recommends Tailwrapped Sportfishing Charters
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1 person finds this review helpful
You and 1 other person found this review helpful
  James McSwigin Captain replied

Helen C.
New York, NY
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing half day trip with Captain Jim

VERIFIED   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,...
Helen C. recommends Tailwrapped Sportfishing Charters
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You found this review helpful
  James McSwigin Captain replied

FAQs about Tailwrapped Sportfishing Charters

Tailwrapped Sportfishing Charters offers the following trips to customers:
  • US $750 per group, additional US $100 per person after 5 guests - 3 hour trip – Twilight Striped Bass (3 hours)
  • US $800 per group, additional US $100 per person after 5 guests - 4 hour 1/2 Day Morning (4 hours)
  • US $800 per group, additional US $100 per person after 5 guests - Spring Striped Bass & Bluefish (AM) (5 hours)
  • US $800 per group, additional US $100 per person after 5 guests - 4 hour 1/2 Day Afternoon (4 hours)
  • US $900 per group - 5 Hour Trip (AM) (5 hours)
  • US $900 per group - 5 HOUR TRIP (PM) (5 hours)
  • US $1,500 per group - 9 Hour Trip (9 hours)
  • US $1,700 per group - 9 Hour Trip – Shark (9 hours)
  • US $2,800 per group - 10 Hour Trip – Tuna Inshore (10 hours)
  • US $3,400 per group - 14 HOUR TUNA TRIP (14 hours)
  • US $5,000 per day per group - 2 Day Trip–Overnight Canyon (MAX 5) (2 days)

When you book a trip with Tailwrapped Sportfishing Charters, you can expect the following amenities onboard:
  • Toilet up to date bathroom (head) with sink & vanity
  • Air Conditioning
  • GPS 2 NORTHSTAR chart plotters
  • Fishfinder FURUNO FCV 1100
  • Bed sleeps 4
  • Flybridge
  • Live Bait Well
  • Kitchen microwave electric stove & refrigerator
  • Refrigerator
  • Multimedia System
  • Outriggers
  • Ice Box
  • Radar FURUNO 6kw 64 mile radar

Trips booked with Tailwrapped Sportfishing Charters include:
  • Rods, reels & tackle (New and maintained to the highest standards)
  • Live Bait (Contact Capt)
  • Lures (Hand picked by the capt.)
  • Catch cleaning & filleting (Provided by crew )
  • First Mate (We provide a mate for all of our fishing excursions. He will assist you through the day. His duties include assisting baiting hooks, landing fish and providing answers to general questions. A 20% gratuity is customary for Excellent service.)
  • Fishing License (Included)

Tailwrapped Sportfishing Charters offers the following types of fishing:
  • Inshore Fishing
  • Offshore Fishing (Offshore trip distances varies from 20 to 100 miles depending on the package you choose.)
  • Wreck Fishing

Tailwrapped Sportfishing Charters offers the following fishing techniques:
  • Light Tackle (Fun & exciting light tackle available )
  • Heavy Tackle (Custom rods & new penn & avet reels)
  • Bottom Fishing (We supply quality rod/reel combos )
  • Trolling (One of our favorite methods for big bass)
  • Spinning (For sportsman)
  • Jigging (Hold on to your rod, big fish will strike)
  • Popping (Tuna speciality )
  • Drift Fishing (Great bottom fluke action)
  • Kite Fishing
  • Deep Sea Fishing (Perfectly set up for success )

Top targeted fish species with Tailwrapped Sportfishing Charters include:
  • Bass (Striped)
  • Bluefish
  • Cod
  • Flounder
  • Marlin (Blue)
  • Seabass (Black)
  • Shark (Blue)
  • Shark (Mako)
  • Shark (Thresher)
  • Swordfish
  • Tuna (Bluefin)
  • Tuna (Yellowfin)

Your captain

James McSwigin
Montauk, New York, United States
48 Fishing Reports
ID & license verified
45 Customer reviews
Response time within an hour
Member since January 2021
Fishing has always been my passion and since I was a small boy during the summer I could always be found on the shoreline with a pole in my hand. Over the years, fishing has become more than just a passion for me. It's a way of life. I have fished all over the world from the coast of Africa and South America to our local waters here in the United States. I have always found fishing to be both challenging, rewarding, and a great relaxation. I have gathered a tremendous amount of knowledge over the years and still to this day. Now I can typically be found off Montauk Point teaching others and keeping the rods bent.

The fish you can target

Bass (Striped) Striped Bass
Bluefish Bluefish
Cod Cod
Flounder Flounder

What the boat is like

Boat Image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
33 ft
Year built
1989
Boat manufacturer
TOPAZ
Boat type
Sportfishing

Engine model
Catapillar
Powered by
2 x 320HP
Max cruising speed
26 knots

Which types of fishing are offered

Inshore Fishing
Offshore Fishing
Offshore trip distances varies from 20 to 100 miles depending on the package you choose.
Wreck Fishing

Which fishing techniques you can try

Light Tackle
Fun & exciting light tackle available
Heavy Tackle
Custom rods & new penn & avet reels
Bottom Fishing
We supply quality rod/reel combos
Trolling
One of our favorite methods for big bass
Spinning
For sportsman
Jigging
Hold on to your rod, big fish will strike
Popping
Tuna speciality
Drift Fishing
Great bottom fluke action
Kite Fishing
Deep Sea Fishing
Perfectly set up for success

Which amenities are available onboard

Toilet
up to date bathroom (head) with sink & vanity
Air Conditioning
GPS
2 NORTHSTAR chart plotters
Fishfinder
FURUNO FCV 1100
Bed
sleeps 4
Flybridge

What’s included in the trip price

Rods, reels & tackle
New and maintained to the highest standards
Live Bait
Contact Capt
Lures
Hand picked by the capt.
Catch cleaning & filleting
Provided by crew
First Mate
We provide a mate for all of our fishing excursions. He will assist you through the day. His duties include assisting baiting hooks, landing fish and providing answers to general questions. A 20% gratuity is customary for Excellent service.
Fishing License
Included

How cancellations work

Free cancellation up to 7 days prior to trip

You can cancel or modify your booking up to 7 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

What the listing policies are

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
we are child friendly
You Keep Catch
all fish belong to the customer
Catch and Release Allowed
it is encouraged for inedible species

How you can pay

Book with 10% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

Cash
Visa
Mastercard
American Express
When paying the remaining balance with a credit card, an additional 3.5% charge will apply.

What’s biting in Montauk right now

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Recent fishing reports

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Fall is a great time to target Black Seabass, limits are higher and make great table fare.
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