Damn Good Sheepshead Fishing Charters In Virginia Beach

Check real-time availability and compare rates on Virginia Beach sheepshead fishing trips. Confidently book your next day on the water.

Choose a Date
5/5 Average Rating

Recently Booked Sheepshead Fishing Charters In Virginia Beach, Va

Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Virginia Beach

8 Hour Bay Trip

100% (1)
27 ft 1 - 4 People From $1,000
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Manteo

OBX Fishing Trip

100% (3)
24 ft 1 - 4 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Manteo

Outer Banks Inshore Slam

NEW
26 ft 1 - 4 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Wanchese

OBX Inshore Adventure

100% (4)
25 ft 1 - 4 People From $475
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Wanchese

Outer Banks 3/4 Day Inshore Fishing

100% (7)
25 ft 1 - 8 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Jetty in Wanchese

6hr AM Fishing Trip

100% (6)
24 ft 1 - 8 People From $750

Top Types of Sheepshead Trips in Virginia Beach

What makes Captain Experiences Damn Good?

Damn Good Guides

You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis.

Damn Good Guides

Experts Available 24/7

Our US-based team is available 24/7 to help you with any questions or concerns.

Experts Available 24/7

100% Weather Guarantee

We want to keep everyone safe, so if the weather is bad we'll work with you to reschedule at no cost.

100% Weather Guarantee

4.9 / 5 Average Rating

We hand pick our Damn Good Guides, and our network spans across North America and beyond.

4.9 / 5 Average Rating

“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

All Target Species in Virginia Beach

  • 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)

More Sheepshead Fishing Charters In Virginia Beach, Va

Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Wanchese

Outer Banks Half Day Inshore

100% (7)
25 ft 1 - 8 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Wanchese

Prizewinner Inshore Half Day

NEW
20 ft 1 - 4 People From $575
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Wanchese

OBX Inshore Fishing Trip

NEW
22 ft 1 - 4 People From $300
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Wanchese

2 Hour Kids Fishing Trip

NEW
22 ft 1 - 4 People From $300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Wanchese

Evening Fishing Adventure

100% (4)
25 ft 1 - 4 People From $300
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Jetty in Wanchese

Half Day PM (4hr) Fishing Trip

100% (6)
24 ft 1 - 4 People From $550

Didn't Find What You Were Looking For?

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:

Everything to Know About Booking a Virginia Beach sheepshead fishing charter

What are the best sheepshead fishing charters in Virginia Beach?

The best sheepshead fishing charters in Virginia Beach are:

Why should I book a sheepshead fishing charter in Virginia Beach with Captain Experiences?

Our Damn Good Guides currently offer 14 sheepshead trips in Virginia Beach, and the most popular trips in the area are 8 Hour Bay Trip guided by Preston, OBX Fishing Trip guided by Bud, and Outer Banks Inshore Slam guided by Tom.

Our guides in Virginia Beach are rated a 5 out of 5 based on 8319 verified reviews on Captain Experiences.

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 sheepshead guides / fishing lessons in Virginia Beach? Check out our beginner and family friendly sheepshead guides in Virginia Beach.

What types of sheepshead fishing charters are common in Virginia Beach?

Nearshore fishing is the most popular type of fishing for sheepshead in Virginia Beach.

The most common fishing techniques in Virginia Beach are jigging, live bait fishing, and sight casting.

How much do Virginia Beach sheepshead fishing charters cost?

Prices for sheepshead in Virginia Beach can range anywhere from about $525 to $1,675, but the average price for a half day trip for sheepshead in Virginia Beach is $852. The average price for a full day trip for sheepshead in Virginia Beach is $1,277.

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 sheepshead fishing in Virginia Beach?

The most popular season for sheepshead fishing in Virginia Beach is spring, and most anglers book their trips 37 days in advance.

Do I need a Virginia Beach fishing license for sheepshead and what are the bag limits for sheepshead in Virginia Beach?

See here for more information on fishing licenses in Virginia Beach, bag limits for target species, and fishing season regulations in Virginia Beach. When in doubt, your guide will always know all the relevant rules and regulations in Virginia Beach.

Recent Reviews

  • ★★★★★
    Jake was more then great with our group, from the beginning he showed us kindness and walked us through everything, great guide and friend to talk to out on the water, caught some hogs while with him, had a great time👍💪

    Christian N. | July 16, 2026

    Trip: Outer Banks 3/4 Day Inshore Fishing

  • ★★★★★
    Tim is a long time fishing charter Captain and it shows. We've been out with him several times and all have been great. Definitely recommend.

    Jeffrey T. | July 3, 2026

    Trip: Fishing Outer Banks Style Capt Tim

  • ★★★★★
    Bud was awesome. Weather kept changing up on us, and he was able to change plans to get us on fish. My dad and I had a great time and caught solid fish.

    Peter R. | June 22, 2026

    Trip: OBX Fishing Trip

  • ★★★★★
    I would give the overall trip a 6 out of 10, Mike our guide did all he could to put os on fish, without much luck. I believe the wind was a factor and in our never leaving the shallow sound areas. Also Mike stated with a child aboard he wasn’t comfortable with leaving the shallower sound areas. The overall experience was not what it was advertised to be. Maybe we will have better luck next time. Tom Terry

    Thomas T. | June 18, 2026

    Trip: 6hr AM Fishing Trip

  • ★★★★★
    I would highly recommend Captain Tim! We caught fish when nobody else was catching fish. Very knowledgeable Captain! We look forward to booking with him again next year!!

    Matthew S. | June 15, 2026

    Trip: Fishing Outer Banks Style Capt Tim

Narrow Down Your Search

Other Fishing Species in Virginia Beach

Last updated: July 16, 2026

Enter to Win a

$500 DAMN GOOD GIFT CARD

Gift Card

Sign up to win $500 towards ANY trip. Winners drawn monthly.

By subscribing, you agree to receive marketing communications from Captain Experiences. To opt-out, click the unsubscribe button at the bottom of our emails. Privacy Policy and Terms & Conditions

See All Sheepshead Trips in Virginia Beach