Damn Good Fly Fishing Charters In Chesapeake Bay

Check real-time availability and compare rates on Chesapeake Bay fly fishing fishing trips. Confidently book your next day on the water.

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Recently Booked Fly Fishing Charters In Chesapeake Bay

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Oyster

Flyfish The Eastern Shore

NEW
20 ft 1 - 4 People From $600

“Our Damn Good Guides go above and beyond, and we’ve handpicked every single one. We’re passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

Other Captain Experiences Trips in Chesapeake Bay

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, River in Reedville

Full Day Fishing Trip - 40’ Evans

100% (5)
40 ft 1 - 6 People From $883
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Virginia Beach

Chesapeake Bay Fishing Trip

100% (3)
31 ft 1 - 6 People From $720
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Virginia Beach

VA Beach Nearshore Action

100% (3)
31 ft 1 - 6 People From $700
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Rock Hall

Chesapeake Half-Day Rockfish Trip

100% (11)
46 ft 1 - 18 People From $770
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Norfolk

Virginia Inshore Trips

NEW
28 ft 1 - 6 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Virginia Beach

Virginia Beach Inshore/Nearshore

100% (2)
32 ft 1 - 6 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Grasonville

Full Day Trip

NEW
32 ft 1 - 6 People From $540
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Wanchese

6-8 Hour Fishing Trip

100% (1)
30 ft 1 - 6 People From $850
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Saluda

Half Day Trip – Backcountry

NEW
26 ft 1 - 4 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Deale

Half Day (6 Hours)

NEW
46 ft 1 - 17 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Deale

Chesapeake Bay Inshore Trip

NEW
42 ft 1 - 6 People From $595
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Deale

Spring Catfish Trip

NEW
42 ft 1 - 6 People From $700

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Everything to Know About Booking a Chesapeake Bay fly fishing charter

Why should I book a fly fishing charter in Chesapeake Bay with Captain Experiences?

Our Damn Good Guides currently offer 1 fly fishing trip in Chesapeake Bay: Flyfish The Eastern Shore guided by Denny.

All guides on Captain Experiences are vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Looking for kid friendly fly fishing guides / fishing lessons in Chesapeake Bay? Check out our beginner and family friendly fly fishing guides in Chesapeake Bay.

What types of fly fishing charters are common in Chesapeake Bay?

Inshore fishing is the most popular type of fishing for fly fishing in Chesapeake Bay as well as flats fishing.

The most commonly sought after species for fly fishing in Chesapeake Bay is redfish.

How much do Chesapeake Bay fly fishing charters cost?

Prices for fly fishing in Chesapeake Bay can range anywhere from about $720 to $1,200, but the average price for a full day trip for fly fishing in Chesapeake Bay is $1,000.

Is booking a fishing guide worth the money?

Hiring a guide provides a number of benefits and many choose to book a fishing guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.

Working with experienced fishing guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is on the water every day and knows the area like the back of their hand is going to give you the best chances of success.

Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.

Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.

What month is best for on a fly fishing charter in Chesapeake Bay?

The most popular season to go on a fly fishing charter in Chesapeake Bay is summer, and most anglers book their trips 0 days in advance.

Do I need a Chesapeake Bay fishing license and what are the bag limits in Chesapeake Bay?

See here for more information on fishing licenses in Chesapeake Bay, bag limits for target species, and fishing season regulations in Chesapeake Bay. When in doubt, your fishing guide will always know the right rules and regulations in Chesapeake Bay.

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Our guides are Damn Good Guides, which means they’re vetted by our team of outdoor experts who know them on a first-name basis. We hand pick each and every one of them, and our network spans all across the US and beyond.

The proof is in the pudding, and we’re incredibly proud of our 4.9 / 5 average review score. Hit the button below to see more trip options:

See All Fly Fishing Trips in Chesapeake Bay