Westport Fishing Charters

49 fishing charters

The best out of 49 charter fishing deals in Westport - enter dates to check availability

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Top Fishing Charters in Westport

Westport: 49 fishing charters available

Showing 1 - 10
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20 ft

Up to 3 people

Viking Fly LLC

5.0/5 (1 review)
Norwalk (12 min drive from Westport)
Come fish the productive waters of the Western Long Island Sound aboard the Viking Fly, a 20’ SeaCraft ideal for anglers looking for an active and hands-on fishing experience.

"Had a great night fishing with Wes! Went out on a beautiful Friday in August and caught MANY striped bass." —⁠ Amanda,
Trips from
US $575
Trips from
US $575
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40 ft

Up to 6 people

Hudson Fishing Charters

4.9/5 (38 reviews)
Stamford (22 min drive from Westport)
If you’re searching for the ultimate sportfishing adventure in Connecticut, Hudson Fishing Charters is your go-to destination. Let Captain Mike Secchia, a local legend with over 30 years of experience, guide you to an unforgettable day on the water.

"We had an absolutely incredible experience with Hudson Fishing Charter!" —⁠ Sean,
Trips from
US $800
Trips from
US $800
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22 ft

Up to 4 people

CT Angler Fishing, LLC

4.9/5 (10 reviews)
Norwalk (19 min drive from Westport)
Hoping to go fishing in Norwalk? Make it happen, with CT Angler Fishing! With Captain Mat DiGiovanna (IGFA Certified Captain) at the helm, you’ll benefit from 30+ years of fishing knowledge and experience.

"Extremely accommodating and knowledgeable captain. My group picked one of the coldest and wetter mornings a day you typically would want to reschedule and expect to catch no fish." —⁠ Benjamin,
Trips from
US $600
Trips from
US $600
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23 ft

Up to 4 people

Connecticut Fishing Charters

Just added to our fleet
Norwalk (4.2 miles from Westport)
Book your next trip with Connecticut Fishing Charters and find out what you're missing in Norwalk. Striped Bass, Black Seabass, Flounder, Tautog, Bluefish, Scup (Porgy), Weakfish, and more can be found in these waters, depending on when you go.
Trips from
US $375
Trips from
US $375
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21 ft

Up to 2 people

Rising Tide Fishing

5.0/5 (21 reviews)
Milford (24 min drive from Westport)
Captain Peter Romano welcomes you to Milford, Connecticut . Whether you want to target large Striped Bass on the fly, gator Blues on top water, or anything else that swims, come on down and let's get on them and have some laughs along the way.

"Captain Pete delivered a great trip!  Blues at dusk, a couple of bonus giant weakfish at sunset, and the rest of the night chasing big bass…." —⁠ Steve,
Trips from
US $200
Trips from
US $200
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37 ft

Up to 6 people

Chance Of A Lifetime Charters – Port Chester

4.9/5 (30 reviews)
Port Chester (29 min drive from Westport)
Chance Of A Lifetime Charters is located in Port Chester and offers to show you a memorable time in these waters. Capt.

"I took my 14-year-old grandson out for his first striper trip." —⁠ John,
Trips from
US $599
Trips from
US $599
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20 ft

Up to 3 people

Huck Finn’s Winter Striped Bass Fishing

Shelton (25 min drive from Westport)
Book your next trip with Huck Finn’s Guide Service and find out what the winter Striper fishing on the Housatonic River is all about. Having logged many hours on these tides, Captain Hamilton knows them forwards and back.
Trips from
US $700
Trips from
US $700
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36 ft

Up to 6 people

Mudslides Charters, LLC

4.9/5 (22 reviews)
Branford (45 min drive from Westport)
The Branford area of Long Island Sound is central and offers a lot of options for finding different types of fish depending on the time of year.  The duration of the trip will also dictate where we can go and what can be caught.

"When we first cast off for our fishing adventure the morning was perfect for fishing." —⁠ George,
Trips from
US $650
Trips from
US $650
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26 ft

Up to 4 people

Fishoholix Guide Service

5.0/5 (2 reviews)
Greenwich (25 min drive from Westport)
Whether you want to tackle the Hudson River, LI Sound or the NYC Reservoir system, let Fishoholix Guide Service help you catch! These waters are known for Striped Bass, Tautog, Brown Trout, Lake Trout, and more – with any luck, they'll make you

"Both Taylor, Captain and Justin were not only friendly but really made everyone comfortable and ensured we all had fun." —⁠ Christopher,
Trips from
US $480
Trips from
US $480
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23 ft

Up to 4 people

Northern Breeze Charters

Mount Sinai (1 hr 42 min drive from Westport)
The best fishing on Long Island and half the distance to Montauk! You can catch Striped Bass, Tautog, Black Seabass, Scup (Porgy), Thresher Shark, Bluefin Tuna, and more.
Trips from
US $600
Trips from
US $600

Top deep sea fishing trips in Westport

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Top-rated family fishing trips in Westport

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Half-day fishing trips in Westport

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Top Targeted Species in Westport

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Top Types of Fishing in Westport

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Top Fishing Techniques in Westport

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Frequently Asked Questions about Fishing Charters in Westport

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Frequently Asked Questions about Fishing Charters in Westport

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Fishing in Westport

Westport, Connecticut, offers premier fishing opportunities along the Long Island Sound, where anglers target trophy Striped Bass, Bluefish, and seasonal saltwater species like Fluke and Black Seabass. The Housatonic River and Saugatuck Reservoir provide exceptional freshwater action for Largemouth Bass, Walleye, and stocked Trout, creating diverse year-round experiences.

Sherwood Island State Park serves as a central hub for shoreline access, with its salt marshes and beaches ideal for family-friendly outings. Peak seasons see vibrant migrations: spring through fall delivers explosive saltwater runs, while protected rivers yield Smallmouth Bass and panfish. Connecticut's managed fisheries ensure sustainable catches with clear regulations for both novice and expert anglers exploring this rich coastline.

Westport

Based on 29,397 reviews by FishingBooker anglers

Westport Fishing Calendar

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Featured photos from Westport

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What anglers said about fishing in Westport

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How did anglers rate fishing charters in Westport?

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