Gwynn Fishing Charters

The best out of 39 charter fishing deals in Gwynn - enter dates to check availability

Gwynn: 39 fishing charters available

Showing 1 - 10
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38 ft

Up to 21 people

Havoc Charters(Striped Bass Season)

Deltaville (30 min drive from Gwynn)
Book your next trip with Havoc Charters(Striped Bass Season) and find out what the fishing in Deltaville is all about. Having logged many hours on these tides, Captain Brandon knows them forwards and back.
Trips from
US $850
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43 ft

Up to 6 people

Class Act Charters

4.9/5 (10 reviews)
Gwynn
Go fishing in style! Class Act Charters offers a year-round adventure for all of those who want a memorable day on the water. Your host and guide on this trip will be Captain Neal, from Gwynn’s Island in Mathews County, Virginia.

"Enjoyed a beautiful day on the water with a great captain. Even let my son play co-captain for a while." —⁠ Ryan, SC
Trips from
US $750

Angler's choice

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25 ft

Up to 4 people

Tip-Sea Charters

4.9/5 (22 reviews)
White Stone (43 min drive from Gwynn)
If you’re ready to get hooked on fishing in the Northern Neck, look no further than Tip-Sea Charters. Having logged many hours on these tides, Captain Daniel "Bull" Kurdziel can tell you all about the local fishery.

"This was one of the best fishing trips we have ever taken! Captain Bull (Santa Dan) and his first mate Charles made it feel as though we were fishing with old friends." —⁠ Jeremiah,
Trips from
US $400

Angler's choice

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27 ft

Up to 6 people

ReelBlessed Sportfishing Charters

5.0/5 (70 reviews)
Hampton (1 hr 22 min drive from Gwynn)
Book your next trip with Reelblessed Sportfishing Charters and find out what makes the fishing in Hampton so unique. Captain Richard will be your guide, which allows you to benefit from years of sportfishing experience.

"We came from Connecticut and found this charter online . It almost didn’t happen due to the weather , however the captain was upfront and said he would take us out in the rain if we wanted to ." —⁠ Mike, Belgrade
Trips from
US $250
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30 ft

Up to 6 people

Reel LuLu Fishing Charters

5.0/5 (3 reviews)
Deltaville (31 min drive from Gwynn)
Experience a fantastic day on the water with Reel LuLu Fishing Charters, where Captain Michael, with his extensive knowledge of the Chesapeake Bay and Tidal Rivers, will guide you to unforgettable fishing moments.

"Captain Michael took my entire family and me (3 young kids and an elderly parent) on a 6-hour adventure." —⁠ Chris,
Trips from
US $475

Angler's choice

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26 ft

Up to 5 people

Chasin’ Wake Charters

5.0/5 (32 reviews)
Hampton (1 hr 22 min drive from Gwynn)
Hampton has a fish with your name on it, so let Chasin’ Wake Charters help you catch it! Your guide for the day is Captain Wayne, which allows you to benefit from years of professional experience.

"Our family’s first trip to Virginia Beach & also our first family fishing trip." —⁠ Jessica,
Trips from
US $250
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26 ft

Up to 5 people

Backdraft Sportfishing

5.0/5 (30 reviews)
Gloucester Point (41 min drive from Gwynn)
Go after the most sought-after inshore species the East Coast has to offer with Backdraft Sportfishing.
Trips from
US $750

Angler's choice

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24 ft

Up to 4 people

Fintimidator Sportfishing LLC

5.0/5 (26 reviews)
Hampton (1 hr 23 min drive from Gwynn)
Fintimidator Sportfishing is a great choice for fishing in the stunning waters of Hampton and surrounding areas. Your guide for the day is Captain Melvin, bringing aboard a lifetime of fishing experience.

"Captain Melvin is pure class! From the minute we parked our car he came out to greet us and was ready to start catchin’!" —⁠ Ruben,
Trips from
US $250

Angler's choice

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28 ft

Up to 6 people

Triple OT Charters

5.0/5 (24 reviews)
Seaford (59 min drive from Gwynn)
The Chesapeake Bay has a fish with your name on it, so let Triple OT Charters help you catch it! Having logged many hours on the bay Captain Chris is prepared to put you on fish.

"We had an amazing experience on our fishing trip with Chris!" —⁠ Dana,
Trips from
US $275

Angler's choice

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44 ft

Up to 19 people

Four Winds Chartering

4.8/5 (200 reviews)
Hampton (1 hr 23 min drive from Gwynn)
Four Winds Chartering runs the most fun and exciting fishing adventures in the beautiful city of Hampton, Virginia.

"Captain John and Tim took great care of us today on a last minute inshore charter." —⁠ Dustin,
Trips from
US $550

Frequently Asked Questions about Fishing Charters in Gwynn

What are the best private fishing charters in Gwynn?

According to customer reviews, some of the most popular fishing charters in Gwynn, Virginia are:

Which fishing charters in Gwynn are good for families?

Fishing charters in Gwynn that received great reviews from families are:

What are the top fish species I can catch in Gwynn?

The top 3 fish species targeted on guided fishing trips in Gwynn are:

What are the top fishing techniques in Gwynn?

The top 3 fishing techniques in Gwynn are:

What are the top types of fishing in Gwynn?

The top 3 types of fishing in Gwynn are:

Do Gwynn fishing charters provide rods, reels and tackle?

Many fishing charters in Gwynn provide rods, reels and tackle. Some of the top rated are:

Who are the best rated captains in Gwynn?

According to customer reviews on FishingBooker.com, some of the best rated charter captains in Gwynn are:

What fishing trips are offered by fishing charters in Gwynn?

Some of the fishing trips offered by fishing charters in Gwynn are:

  • 4-hour fishing trips – US $750
  • 8-hour fishing trips – US $875
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Fishing in Gwynn

Discover the unparalleled fishing opportunities in Gwynn, Virginia, nestled within the Chesapeake Bay's fertile ecosystem. This destination is celebrated for its year-round diversity, where anglers target trophy-worthy species like feisty Redfish, hard-fighting Black Drum, and migratory Cobia. The region’s intricate network of waterways, marshes, and nearshore structures creates ideal habitats for Sheepshead and Spanish Mackerel, promising dynamic action across seasons.

Gwynn’s strategic location offers sheltered inshore fisheries perfect for families and novice anglers, alongside adventurous nearshore excursions for seasoned enthusiasts. Local captains leverage decades of expertise to navigate these prolific grounds, utilizing advanced electronics to pinpoint underwater structures and baitfish concentrations. Expect encounters with seasonal highlights like spring Flounder runs, summer Cobia blitzes, and autumn Redfish schools gathering in shallow coves.

Whether you seek light-tackle challenges or relaxed bottom fishing, Gwynn fishing charters provide customized experiences aboard spacious, well-equipped vessels. The area’s tranquil scenery—a tapestry of coastal islands and serene channels—enhances every outing. Connect with Virginia’s premier angling destination, where diverse catches and memorable battles define the Gwynn advantage.

Gwynn

5/5
Based on 29,216 reviews by FishingBooker anglers