Extended Overnight Trip

100% (2) 1 - 6 People 24 Hours From $5,556
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin

About Your Trip

Water Type

Deep Sea

Skill Levels

Beginner, Intermediate, Advanced

Weather

You won’t lose your deposit if the trip is canceled due to weather.

The Atlantic Ocean off Montauk, New York is one of the great offshore fisheries on the entire East Coast, and Captain Kenny is one of the most versatile and experienced captains working these waters today.

This is not a casual day trip. This is a multi-day, laser-focused offshore expedition designed specifically for serious anglers who are ready to pursue some of the largest, fastest, and most powerful game fish the Atlantic has to offer. Tuna,...

About Your Trip

The Atlantic Ocean off Montauk, New York is one of the great offshore fisheries on the entire East Coast, and Captain Kenny is one of the most versatile and experienced captains working these waters today.

This is not a casual day trip. This is a multi-day, laser-focused offshore expedition designed specifically for serious anglers who are ready to pursue some of the largest, fastest, and most powerful game fish the Atlantic has to offer. Tuna,
Sailfish, Marlin, and more are all in play on this seasonal adventure, and every decision Captain Kenny makes from departure to return is oriented around one goal: giving his anglers the best possible opportunity to connect with a true trophy-class fish. Whether that means a potential record breaker or a personal best that resets your standard for what a great day of fishing looks like, Captain Kenny has the experience and the drive to make it happen.

This trip is built around trolling, one of the most effective and time-tested methods for covering open water and drawing strikes from big pelagic species. Captain Kenny deploys carefully constructed trolling spreads, specialized rigs, dredges, and a full arsenal of proven offshore techniques designed to attract and entice the kind of fish that make experienced anglers go quiet when they talk about them. He reads the water constantly throughout the day, adjusting position, speed, and presentation based on conditions, bait activity, and whatever the ocean is telling him. That combination of preparation, adaptability, and deep offshore knowledge is what separates a productive multi-day trip from an expensive boat ride, and it's what Captain Kenny brings to every single outing.

The platform for this adventure is a beautifully built 41' custom Michael Fritz sportfisher, a vessel that earns its reputation every time it leaves the dock. Powered by a 375 HP Volvo engine, it covers water efficiently and handles serious offshore conditions with confidence. The boat accommodates groups of up to twenty anglers comfortably, with enough deck space to fight fish, manage gear, and move freely without getting in each other's way. A sturdy fighting chair sits ready for the kind of extended, drag-screaming battles that define this style of fishing, and a live well and full icebox keep bait fresh and catch properly stored throughout the trip. GPS and fishfinding technology give Captain Kenny every advantage in locating productive water and staying on fish once they're found.

Beyond its fishing credentials, the vessel is equipped to keep anglers comfortable across long days and nights offshore. Air conditioning, a multimedia system, a microwave, and a full bathroom mean that the time between action is genuinely comfortable rather than something to be endured. Multi-day offshore fishing demands a lot from the body and the mind, and the creature comforts built into this boat make a meaningful difference over the course of an extended trip.

Captain Kenny provides all rods, reels, tackle, and fishing licenses, so there is no specialized gear to source or haul to the dock. Pack your sunglasses, sunscreen, and whatever snacks and drinks you want for the trip and Captain Kenny handles the rest. His crew is professional, experienced, and fully invested in the success of every angler on board, from rigging and baiting to coaching through a fight and helping land a fish that's been on the line for an hour.

Montauk sits at a remarkable geographic position where the Atlantic's warm and cold water systems interact in ways that concentrate baitfish and draw trophy pelagics within reach of anglers willing to run for them. Captain Kenny knows this fishery as well as anyone on the water, and he knows how to time and position a multi-day trip to take maximum advantage of what these waters are capable of producing.

If you've been chasing a fish that tests everything you have, this is where that happens. Come find it with Captain Kenny off Montauk.
Amenities

Water Type

Deep Sea

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.

Beer

Feel free to enjoy responsibly, but please no glass.

Boat Restroom

This boat has a restroom.

Live Bait

Live bait is included for this trip.

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip is not suited for small children.

Disability Friendly

This trip is not suited for those with disabilities.

Flexible Cancelation

The deposit for this trip is non-refundable.

Lunch

Please provide your own food / snacks.

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Pricing Matrix

24 hours
1 Person
$5,556.00
2 People
$5,556.00
3 People
$5,556.00
4 People
$5,556.00
5 People
$5,556.00
6 People
$5,556.00
Pay 50% of the price as a deposit today, with the balance due on the day of the trip.

About Your Guide

Profile photo of Captain Experiences guide Kenny

Kenny H.

Independent Guide
Quality
Adventurous
Expert Oriented
Instructional
Laid-back
Talkative
Captain Kenny has over 40 years of experience on the water. He fell in love with fishing at an early age, fishing with his dad and grandfathers in City Island, Jamaica Bay, and the Rockaways. Now, after years of fishing all over New York and beyond, Kenny is an avid angler with a vast knowledge of many species including Striped Bass, Fluke, Seabass, Porgy, and Tautog to Sharks and Tuna. Captain Kenny fished for giant...

About Your Guide

Profile photo of Captain Experiences guide Kenny

Kenny H.

Independent Guide
Captain Kenny has over 40 years of experience on the water. He fell in love with fishing at an early age, fishing with his dad and grandfathers in City Island, Jamaica Bay, and the Rockaways. Now, after years of fishing all over New York and beyond, Kenny is an avid angler with a vast knowledge of many species including Striped Bass, Fluke, Seabass, Porgy, and Tautog to Sharks and Tuna. Captain Kenny fished for giant Tuna up on the Cape for many years before deciding to start his own business in Montauk. Together with his first mate, Kenny will go above and beyond to make sure you have a fun day out, catch plenty of fish, and come back for more!
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Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
1000lb bluefin tuna
If you were cooking for all your friends what would you cook?
Pan seared striped bass with spinach, lemon and mashed potatoes

Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
1000lb bluefin tuna
If you were cooking for all your friends what would you cook?
Pan seared striped bass with spinach, lemon and mashed potatoes
What’s your favorite band?
Billy Joel
What’s your favorite movie?
Jaws!
What’s your favorite sports team?
NY Yankees
What’s your drink of choice?
Scotch on the rocks
What was your last halloween costume?
A baseball player
What do you want for Christmas this year?
To be with my family and friends!
How did you get started guiding?
I’ve been fishing all my life and being in a boat, catching fish is all I ever wanted to do! I got myself a boat and built my charter business from the ground up and we are still going strong!
What makes you different from other guides?
We bring a fun and personalized experience to our fishing trips! Our Captains and Crew are experienced and eager to help you get the fish of a lifetime! From novice to advanced anglers, we love showing our customers the best time!
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Start Location & Lodging Options

About Your Boat

Boat photo for Extended Overnight Trip
Boat Type
Down East Cruiser
Boat Manufacturer
Custom Michael Fitz
Year Built
1995
Boat Length
41'

About Your Boat

Boat Type
Down East Cruiser
Boat Manufacturer
Custom Michael Fitz
Year Built
1995
Boat Length
41'
Boat Restroom
Yes
Engine Manufacturer
Volvo
Total Horsepower
375
Number of Engines
1
Additional Amenities
GPS, Fishfinder, Bed, Ice Box
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Trip Details & Amenities

Water Type

Deep Sea

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.

Beer

Feel free to enjoy responsibly, but please no glass.

Boat Restroom

This boat has a restroom.

Live Bait

Live bait is included for this trip.

Weather

You won't lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip is not suited for small children.

Disability Friendly

This trip is not suited for those with disabilities.

Flexible Cancelation

The deposit for this trip is non-refundable.

Lunch

Please provide your own food / snacks.

Target Species

Color-coded seasonality below is based on .
  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

Techniques

Everything Else to Know

Fishing License, Ice Box, Rods, reels & tackle included.
You're all set! You don't need to buy a license for this trip.
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%).
The deposit for this trip is non-refundable except for weather-related cancellations. Day-of cancellations and no-shows will be charged the full balance of the trip to their card.
In the event of inclement weather you'll be covered by out 100% Weather Guarantee and will not lose your deposit.

Recent Reviews of Captain Experiences

Ali

Verified Review

Fun, educational and exactly what we were looking for! Highlight of our vacation.

Ali

Verified Review

Fun, educational and exactly what we were looking for! Highlight of our vacation.
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Jamie

Verified Review

Great trip on short notice

Jamie

Verified Review

Great trip on short notice
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Scott

Verified Review

Was a great trip! Had an awesome time.

Scott

Verified Review

Was a great trip! Had an awesome time.
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Lucinda

Verified Review

It was more than I expected and seamless. I would highly recommend Captain Experiences.

Lucinda

Verified Review

It was more than I expected and seamless. I would highly recommend Captain Experiences.
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John

Verified Review

Everything went great. The weather was great too.

John

Verified Review

Everything went great. The weather was great too.
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First Time Booking with Us?

Captain Experiences is home to thousands of quality, vetted fishing, hunting, and other outdoor sports guides across the US and beyond. Our mission is to Unlock the Outdoors by making it quick and easy to book the trip of a lifetime every time with our Damn Good Guides.
We vet our guides and only partner with the best of the best. Our guides do their very best to keep you safe, show you a great time, and send you home with a memorable experience shared with family and friends.
Once you've paid your deposit at checkout, we'll send you a QR Code 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 event of inclement weather, our guides will check the conditions and make the final call on whether its safe to go on the trip. If they decide the trip needs to be postponed, we'll work closely with you to reschedule or provide a credit for the full deposit, which can be applied to any of our trips in the US and beyond.
Each trip's price is determined by the guide and reflects all associated costs. A significant factor in pricing is often the type of boat and the corresponding fuel expenses. Additional costs may include leases, marina or slip fees, and the expenses involved in providing and maintaining the necessary gear for your trip.
After booking your trip, we'll connect you directly with your guide to discuss additional details. In the meantime, our team is here to answer any questions via email, text, or phone.
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