TailWrapped Sportfishing Charters in Montauk, New York

Guided by Jimmy McSwigin

Deep Sea Inshore Nearshore

About Your Guide

Captain Jim and his wife Carolyn both share a common "love and passion" for fishing. They began fishing together over 20 years ago in Montauk, NY, While Captain Jim has been running a six-pack for the last decade, you would often find Carolyn fishing with other fishing friend, both accumulating the necessary knowledge to start their own operation. They have watched their dream come true over the past 5 years, as they now own and operate their own new charter boat.

Together, they bring over 35 years of local knowledge and experience, as they have been fishing all through the east end, inshore and offshore. Even on vacations, the couple will fish in Florida, the Bahamas, Puerto Rico, Costa Rica and anywhere they can find an ocean. They have entered tournaments, winning and placing, with bluefish, striped bass, and monster sharks. Captain Jim and Carolyn plan on making great memories on this new venture of theirs, and look forward to making you a part of them!!

TailWrapped Sportfishing Charters Trips

Known for being the home port for some of the best sport fishing on the east coast, choose between a 5-hour or 9-hour day trip exploring the prolific inshore and nearshore waters around Montauk NY with a first-rate Captain and Boat in Captain Jim! Captain Jim is here to accommodate your needs on these day trips! He offers a variety of half-day, full-day, and extended full-day trips of inshore and nearshore fishing. The half-day trips are broken into morning and afternoon charters. Morning trips usually depart at 6 am and return to the dock by 11 am. Afternoon trips usually depart at noon and return to the dock by 5 pm. You will be trolling, jigging, or bottom fishing for up to 5 hours targeting Striped Bass, Bluefish, Fluke, Black Sea Bass, Porgies, Black Fish, Cod, and Ling The full-day trips usually depart the dock at 6 am and return at 3 pm. On this trip you will be targeting multiple species by trolling, drifting, jigging, and anchoring depending on the type of fish you would like to catch. This trip is ideal for those wishing to spend a full day on the water for up to 9 hours and looking for more say in what they'd like to target. Generally, the target species are similar to the half-day trips, just chasing larger specimens and more of them! On the day of your trip, you’ll be Stepping aboard Captain Jim’s gorgeous 32’ Topaz Sportfish powered by twin Caterpillar engines pushing 640 HP. Topaz Express boats are notorious for their comfy rides. Being safe on the water is the main priority of Captain Jim. His boat is equipped with an Acr Class 1 Eperb, First Aid Bag, Throw Ring, Lifejackets, and even a Switlik Solas A Life Raft. Not only does he have top-of-the-line safety features but he has all the Mac Daddy electronics such as a colored fish finder, 64-mile radar, chart plotter, spotlights, and one hell of a stereo. The cockpit and cabin were built completely custom with insulated fish boxes, pompanette seats, LED lighting, a teal dinette, a bathroom, and even A/C! All you need to bring is a Montauk saltwater fishing license and your food, drinks, a hat, sunscreen, and polarized sunglasses. Jim will take care of the rest! Read More

Inshore, Nearshore Fishing Charter in Montauk

Trolling, Jigging, And Bottomfishing

100% (7)
33 ft 1 - 6 People From $133 / person

On this trip, Captain Jim will be motoring you out up to 30 miles offshore and targeting larger species that swim down below. Typical shark species you will find on this adventure include Mako, Thresher, and Blue Sharks. Typically the tuna species will include Bluefin, Bonita, False Albacore, and Yellowfin. If you are lucky, you can encounter White Marlin and Mahi Mahi too! This trip is usually up to 10 hours. Step aboard Captain Jim’s gorgeous 32’ Topaz Sportfish powered by twin Caterpillar engines pushing 640 HP. Topaz Express boats are notorious for their comfy rides. Being safe on the water is the main priority of Captain Jim. His boat is equipped with an Acr Class 1 Eperb, First Aid Bag, Throw Ring, Lifejackets, and even a Switlik Solas A Life Raft. Not only does he have top-of-the-line safety features but he has all the Mac Daddy electronics such as a colored fish finder, 64-mile radar, chart plotter, spotlights, and one hell of a stereo. The cockpit and cabin were built completely custom with insulated fish boxes, pompanette seats, LED lighting, a teal dinette, a bathroom, and even A/C! All you need to bring is a Montauk saltwater fishing license and your food, drinks, a hat, sunscreen, and polarized sunglasses. Jim will take care of the rest! Read More

Deep Sea Fishing Charter in Montauk

Offshore Shark And Tuna

100% (7)
33 ft 1 - 6 People From $283 / person

If you're ready to get some serious fishing done, Captain Jim doesn't mess around on these 14 hr Tuna trips! You'll be ripping it out 40 to 70 miles offshore targeting Bluefin and Yellowfin tuna, and don't be surprised if you encounter White Marlin, Mahi Mahi, and other pelagic species pelagic species along the way. This trip consists of mostly trolling by dropping the outriggers and putting out a spread of 9 to 11 rods. You will be using top-of-the-line gear, artificial lures, and hand-rigged bait. The average time of this trip is up to 14 hours and departure times will vary. Step aboard Captain Jim’s gorgeous 32’ Topaz Sportfish powered by twin Caterpillar engines pushing 640 HP. Topaz Express boats are notorious for their comfy rides. Being safe on the water is the main priority of Captain Jim. His boat is equipped with an Acr Class 1 Eperb, First Aid Bag, Throw Ring, Lifejackets, and even a Switlik Solas A Life Raft. Not only does he have top-of-the-line safety features but he has all the Mac Daddy electronics such as a colored fish finder, 64-mile radar, chart plotter, spotlights, and one hell of a stereo. The cockpit and cabin were built completely custom with insulated fish boxes, pompanette seats, LED lighting, a teal dinette, a bathroom, and even A/C! All you need to bring for the epic adventures is a Montauk saltwater fishing license and your own food, drinks, a hat, sunscreen, and polarized sunglasses. Jim will take care of the rest to ensure your trip of a lifetime! Read More

Deep Sea Fishing Charter in Montauk

Extended Offshore Tuna

100% (7)
33 ft 1 - 6 People From $467 / person

If you are adventurous, this is the trip you have been waiting for! Montauk, located at the very tip of the South Fork peninsula of Long Island, is New York's largest commercial fishing harbor! It is known for being the home port for some of the best sport fishing on the east coast. Are you looking for some premier fishing, stunning views, and exciting adventures? You won’t regret fishing in Montauk with the immaculate service that Captain Jim provides. ​​Overnight canyon trips are the ultimate fishing experience. Traveling offshore to "The Canyons", located approximately 70 miles from Montauk Point, Captain Jim targets a variety of big game fish, including Blue Marlin, Bigeye Tuna, Wahoo, and more! On this trip, Captain Jim trolls during the daylight hours and then switches over to chunking with bait at night. Targeted species include Yellowfin Tuna, Bigeye Tuna, Albacore, Mahi, Swordfish, Wahoo, Blue Marlin, and more. This trip tends to typically fall around 28 to 30 hours. You'll step aboard Captain Jim’s gorgeous 32’ Topaz sportfisher, powered by twin Caterpillar engines pushing 640 HP. Topaz boats are notorious for their comfy rides. Being safe on the water is the main priority of Captain Jim. His boat is equipped with an ACR Class 1 Eperb, First Aid Bag, Throw Ring, Lifejackets, and even a Switlik Solas A Life Raft. Not only does he have top-of-the-line safety features, but he has all the electronics you could want, including a color fish-finder, 64-mile radar, chart plotter, spotlights, and one hell of a stereo. The cockpit and cabin were built completely custom with insulated fish boxes, pompanette seats, LED lighting, a teal dinette, a bathroom, and even A/C! Once you book your excursion, Captain Jim will meet you to get you started on your exciting trip. Full and half-day excursions are available and are inclusive of gas. All you need to bring is a Montauk saltwater fishing license and your own food, drinks, a hat, sunscreen, and polarized sunglasses. Jim will take care of the rest! Read More

Deep Sea Fishing Charter in Montauk

Overnight Canyon Trip

100% (7)
33 ft 1 - 5 People From $1,000 / person

Recent Reviews of TailWrapped Sportfishing Charters

Kurt F.

Fishing

Fantastic day out at sea. Fantastic crew. Can’t wait to come back again!!

Rayna H.

Fishing

This was an amazing experience the captin and his mate were attentive, professional and entertaining. Every one in the group had a great time. I would highly recommend

Ryder B.

Fishing

Had the best offshore fishing trip with captain Jim on his tail wrapped fishing boat. I posted 3 pics from our offshore trip. We caught some big yellow and blue fin Tuna.

Greg

Fishing

We would DEFINITELY recommend this boat. We had an awesome time and can't wait to book with these Captains again. Gotta have the Red Man with you. They know their fishing.

Katy N.

Fishing

This was the highlight of our trip to Montauk. Captain James and Chris were knowledgeable and experienced fishermen who made our fishing excursion the ultimate success. We caught over twenty striped bass upwards of 40-50 pounds. The boat was in tip top shape, noticeably well cared for. For the best fishing excursion you can’t go wrong!!!

Jesse H.

Fishing

captain jim and crew were great! my 11 year old son and i wanted to catch some tuna and he got us our “full take” for the day! this was my son’s first time tuna fishing. jim and first mate chris were super kind and helpful!! next trip for us will be an overnight. the boat was very comfortable and all fishing gear high quality. i highly recommend this charter!!

Ron S.

Fishing

Went out on Tail Wrapped and had a great time fishing. Captain Jim and his crew were very helpful. They definitely know where the hot spots are because they put us on a lot of fish. The boat was very nice and clean. I would definitely recommend Tail Wrapped. Î already booked another trip with them.

Species

Bigeye Tuna, Black Seabass, Blue Marlin, Blue Shark, Bluefin Tuna, Bluefish, Bonito, Cod, False Albacore, Fluke, Mahi Mahi, Mako Shark, Scup, Striped Bass, Swordfish, Thresher Shark, Wahoo, White Marlin, Yellowfin Tuna

Techniques

Bottom Fishing, Drift Fishing, Heavy Tackle Fishing, Jigging, Light Tackle Fishing, Live Bait Fishing, Trolling

Types of Fishing

Deep Sea, Inshore, Nearshore

Start Location

59 Star Island Road, Montauk, NY 11954, United States

TailWrapped Sportfishing Charters Photo Gallery

Book a Trip with Jimmy