Overnight Canyon Trip

Starting at $4200 | 28 Hour | Deep Sea | 5 People | Trip #2989

About Your Trip

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 ... Read More

About Your Boat

Boat Type
Boat Manufacturer
Year Built
Boat Length
Engine Manufacturer
Total Horsepower
Number of Engines
Additional Amenities
GPS, Fishfinder, Bed, Flybridge, Live Bait Well, Kitchen, Refrigerator, Multimedia System, Outriggers, Ice Box

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 ... Read More

Start Location

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

Amenities and Information

Water Type

Deep Sea

Skill Levels

Advanced, Beginner, Intermediate


All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.


Feel free to enjoy responsibly, but please no glass.

Boat Restroom


Air Conditioning

This boat has air conditioning.

Live Bait

Yes, Included


You will get a refund if the trip is canceled due to weather.


Albacore Tuna, Bigeye Tuna, Blue Marlin, Mahi Mahi, Swordfish, Wahoo, Yellowfin Tuna


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

Packing / Extras

Everything you'll need for your trip
Fishing License, Ice Box, Rods, reels & tackle included.
Where to Buy a Fishing License
No license needed for this trip.

Things to Keep in Mind

Payment & Tipping
We use a cashless autopay system. We'll send you a boarding pass, and on the day of the trip, your guide will scan your boarding pass to automatically transfer the remaining balance. The only cash needed is to tip your guide (we recommend 20%).
Cancellation/Refund Policy
Cancel for free up to 14 days before the trip.

Pricing & Availability

To check pricing, please select a trip date, duration, group size and start time.

Select a date to view pricing.

Cancel for free up to 14 days before the trip.


Rayna H.


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

Kurt F.


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



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.

Ryder B.


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.

Katy N.


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 ...Read More

Jesse H.


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 ...Read More

Ron S.


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. ...Read More

First Time Booking with Us?

Captain Experiences is the home of over 1000 Damn Good fishing and hunting guides. Our mission is to unlock the outdoors for everyone, and we want to help you get out there through our no-hassle online booking experience and our team of outdoors experts.
We vet our guides to make sure they are the best of the best. We want guides who not only put you on 'em, but show you a great time, keep you safe, and give you a memorable experience with your group.
Once you've paid your deposit at checkout, we'll send you a boarding pass. Just show your guide your boarding pass on the day of the trip, they'll scan it, the remaining balance will transfer automatically, and you'll be all set to get out there. Just make sure you bring a cash tip for the guide!
In the case of inclement weather, our guides will make the call and we'll work with you to reschedule your trip or issue a full refund. Your safety is our top concern.
Once you book the trip, we will connect you directly with the guide to go over any additional details. In the meantime, our location specialists are always available to answer your questions via email, text, chat, or call!