Fishing Long Island Sound

NEW Greenwich, CT 1 - 6 People 8 Hours From $700 Trip #9158
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
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

Inshore, Nearshore

Skill Levels

Beginner, Intermediate, Advanced

Weather

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

If you're looking to fish the inshore waters of Western Connecticut like a pro, Captain Matt is your guy. With a laser focus on trophy catches and a deep commitment to delivering a high-quality experience, Captain Matt’s inshore trips are your ticket to big fish and bigger memories on Long Island Sound. From hunting down Trophy Striped Bass in the current to bouncing bucktails for Doormat Fluke or targeting Whitechin Tog (Blackfish) on gnarly structure,...

About Your Trip

If you're looking to fish the inshore waters of Western Connecticut like a pro, Captain Matt is your guy. With a laser focus on trophy catches and a deep commitment to delivering a high-quality experience, Captain Matt’s inshore trips are your ticket to big fish and bigger memories on Long Island Sound.

From hunting down Trophy Striped Bass in the current to bouncing bucktails for Doormat Fluke or targeting Whitechin Tog (Blackfish) on gnarly structure, Captain Matt doesn’t just put you on the water—he puts you on the bite. These trips are designed for anglers who want to get dialed in and fish with purpose, whether you're a seasoned saltwater vet or brand new to the game.

You’ll be fishing from a custom-built 28’ Terry Jason, powered by a 400HP IVECO diesel that gets you to the fish fast—often running up to 25 miles to stay ahead of the pack. Outfitted with top-of-the-line Garmin, Lowrance, and Furuno electronics, this rig is locked in on fish-holding structure and designed for comfort and capability in any conditions. With a pilot house heater, dual anchor system for precise bottom fishing, and full USCG safety gear, you're covered from every angle.

Captain Matt spares no detail when it comes to gear. You’ll fish with custom rods hand-built by Captain Neil, matched to Penn and Avet reels for the perfect balance of strength and sensitivity. Whether you’re jigging shallow wrecks with Tidal Tail jigs for Tog or working Spro bucktails for Fluke, your setup will be dialed for success. All bait and tackle are included, and at the end of the trip, your fish will be cleaned, bagged, and iced—so you can go from deck to dinner table with zero hassle.

Parking is available, making arrival easy and stress-free. Just bring your snacks, drinks, and a strong arm—because when that big one hits, you’re going to need it.

If you’re ready for a trip that’s all about big fish, top-tier tackle, and serious local expertise, Captain Matt is standing by to show you what inshore fishing in Western Connecticut is all about.
Amenities

Water Type

Inshore, Nearshore

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.

Live Bait

Live bait is included for this trip.

Weather

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

Flexible Cancelation

This trip can be canceled up to 14 days before the trip.

Boat Restroom

No, this boat does not have a bathroom on board.

Kid Friendly

This trip is not suited for small children.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

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Pricing Matrix

8 Hours
1 Person
$700.00
2 People
$700.00
3 People
$700.00
4 People
$700.00
5 People
$700.00
6 People
$700.00
Pay 15% of the price as a deposit today, with the balance due on the day of the trip.
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About Your Guide

Matt C.

Growing up along the North Shore of Long Island, Captain Matt has spent over 25 years fishing and clamming the waters of Long Island Sound. With deep roots in these waters and a lifetime of local knowledge, he brings unmatched experience and enthusiasm to every trip. Now a USCG-certified captain, Matt runs trips out of Cos Cob, Connecticut—perfectly positioned within 15 miles of the best fishing spots in the Western Sound. Whether you're chasing trophy...

About Your Guide

Matt C.

Growing up along the North Shore of Long Island, Captain Matt has spent over 25 years fishing and clamming the waters of Long Island Sound. With deep roots in these waters and a lifetime of local knowledge, he brings unmatched experience and enthusiasm to every trip. Now a USCG-certified captain, Matt runs trips out of Cos Cob, Connecticut—perfectly positioned within 15 miles of the best fishing spots in the Western Sound.

Whether you're chasing trophy Striped Bass or loading up on tasty Tog, Captain Matt has a proven track record of putting anglers on fish. His passion for the sport and commitment to delivering top-tier experiences have made him one of the most productive captains in the area, season after season. If you’re ready to reel in some serious action and see what the Western Sound has to offer, Captain Matt is ready to take you there.
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Start Location & Lodging Options

Greenwich, Connecticut
Areas Fished

About Your Boat

Boat photo for Fishing Long Island Sound
Boat photo for Fishing Long Island Sound
Boat photo for Fishing Long Island Sound
Boat photo for Fishing Long Island Sound
Boat Type
Down East Cruiser
Boat Length
28'
Boat Restroom
No
Engine Manufacturer
IVECO

About Your Boat

Boat Type
Down East Cruiser
Boat Length
28'
Boat Restroom
No
Engine Manufacturer
IVECO
Total Horsepower
400
Number of Engines
1
Additional Amenities
Garmin 4212 Chart Plotter w/ Radar overlay Lowrance HDS Charter Plotter/Side Scan Furuno FCV587 8.4� Color sounder Icom VHF Marine Radio Viking 6 Man life raft, Epirb, All mandated USCG Safety Equipment Pilot house Heater Custom Dual Anchor System built by Bill Heath for wreck/bottom fishing
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Trip Details & Amenities

Water Type

Inshore, Nearshore

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.

Live Bait

Live bait is included for this trip.

Weather

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

Flexible Cancelation

This trip can be canceled up to 14 days before the trip.

Boat Restroom

No, this boat does not have a bathroom on board.

Kid Friendly

This trip is not suited for small children.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

Target Species

Color-coded seasonality below is based on .
View Full Species Seasonality Chart »
  • 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

  • Artificial Lure Fishing
  • Bottom Fishing
  • Heavy Tackle Fishing
  • Light Tackle Fishing

Everything Else to Know

All gear is included, but we also recommend bringing sunglasses, sunscreen, weather-appropriate clothing, and anything else you might want on the trip.
You'll need to buy a fishing license before getting out there. Find out more about licenses here.
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%).
Cancel for free up to 14 days before the trip and receive credit back to your account. Cancelling within 14 of the trip will forfeit your deposit to the guide. 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.

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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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