Tailwrapped Sportfishing Charters 

4.9/5 (47 reviews)
 59 Star Island Road, Montauk, NY 11954, United States

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!

James McSwigin

Captain

James McSwigin

24 years of experience
 ID & credentials verified
 responds within an hour

Most popular features:

 Fishing License
 Live Bait
 You Keep Catch
 Catch cleaning & filleting
 Toilet
 Child Friendly
 Air Conditioning
 Ice Box
 Rods, reels & tackle

Trip availability and prices

Trip Date:
Days:
Group Size:
Almost there...
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 people
US $750 
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 people
US $800 
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 people
US $800 
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 people
US $850 
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 people
US $900 
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 people
US $900 
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 people
US $1,500 
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 people
US $1,700 
10 Hour Trip – Tuna Inshore
FREE Cancellation 7 days notice
10 Hour Trip, starts at 4:00 AM
Price for up to 6 people
US $3,000 
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 people
US $3,400 
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 people
US $7,000 
There are 15 people looking at this charter.

Customer reviews

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FAQs about Tailwrapped Sportfishing Charters

What are the trip rates for 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 Afternoon (4 hours)
  • US $800 per group, additional US $100 per person after 5 guests - 4 hour 1/2 Day Morning (4 hours)
  • US $850 per group, additional US $100 per person after 5 guests - Spring Striped Bass & Bluefish (AM) (5 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 $3,000 per group - 10 Hour Trip – Tuna Inshore (10 hours)
  • US $3,400 per group - 14 HOUR TUNA TRIP (14 hours)
  • US $7,000 per day per group - 2 Day Trip–Overnight Canyon (MAX 5) (2 days)
Which amenities are available onboard with Tailwrapped Sportfishing Charters?

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
What's included in the trip price with Tailwrapped Sportfishing Charters?

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)
What types of fishing does Tailwrapped Sportfishing Charters offer?

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
What fishing techniques does Tailwrapped Sportfishing Charters offer?

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 )
Which fish species can I catch with Tailwrapped Sportfishing Charters?

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

49 Fishing Reports
ID & license verified
47 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

Striped Bass
Striped Bass
Bluefish
Bluefish
Cod
Cod
Flounder
Flounder
Blue Marlin
Blue Marlin
Black Seabass
Black Seabass
Blue Shark
Blue Shark
Mako Shark
Mako Shark
Thresher Shark
Thresher Shark
Swordfish
Swordfish
Bluefin Tuna
Bluefin Tuna
Yellowfin Tuna
Yellowfin Tuna

What is the boat 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

What kind of fishing will you do?

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

Live Bait Well

Kitchen

microwave electric stove & refrigerator

Refrigerator

Multimedia System

Outriggers

Ice Box

Radar

FURUNO 6kw 64 mile radar

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

Bass (Striped)Bass (Striped)
BluefishBluefish
CodCod
FlounderFlounder
Seabass (Black)Seabass (Black)
Shark (Blue)Shark (Blue)
Shark (Mako)Shark (Mako)
Shark (Thresher)Shark (Thresher)
Tuna (Bluefin)Tuna (Bluefin)
Tuna (Yellowfin)Tuna (Yellowfin)

Recent fishing reports


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