Overnight Canyon Trip

Starting at $4200 | 28 Hour | Offshore | 1 - 5 People
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Pricing & Availability

To check pricing, please select duration and group size.

Please fill out Trip Date, Duration, Group Size, and Start Time before proceeding.


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


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

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 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.

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About Your Boat

Boat Type: Sportfisher
Boat Manufacturer: Topaz
Boat Length: 33 ft
Year Built: 1989
Engine Manufacturer: Caterpillar
Number of Engines: 2
Total Horsepower: 640 hp
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 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.

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Katy N.


June 27, 2021



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.


June 13, 2021



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.


June 4, 2021



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 QR code (like a mobile boarding pass). Just show your guide your QR code 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!

Amenities and Information

Water Type


Skill Levels

Beginner, Intermediate, Advanced


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.


No meal provided.

Gear & Packing


Fishing License, Ice Box, Rods, reels & tackle

At an Additional Rate

No added costs.

Recommended Packing

Nothing required, we always recommend sunglasses, sunscreen, water, and weather-appropriate clothing.

Required Items

Nothing additional needed.

Things to Keep in Mind

Payment & Tipping

After paying the deposit, a QR Code will be emailed to you. On the day of the trip, your guide will scan your QR code to automatically transfer the remaining balance. The only cash needed is for a customary tip (we recommend 20%).

Cancellation/Refund Policy

Yes, cancel for free up to 14 days before the trip.

Where to Buy a Fishing License

No license needed for this trip.

Start Location

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