Crab Crawl 2026

Saturday, July 25, 2026

Join the wineries of the Chesapeake Bay Wine Trail for our 1st annual summer Crab Crawl! Enjoy one of our region’s most well-known seafoods, the Blue Crab, served in a variety of styles throughout the Trail. Each participating winery will be offering one or more delicious crab dishes to pair with its wines. Several wineries will also feature live music.

Tickets are not required for this event. Normal wine tasting fees will apply at each winery and food will be available for purchase at market rates. We encourage you to check with participating wineries to learn more about their events, including hours and reservations policies.

(Please note: This event takes place at individual wineries throughout the Trail. Event hours may vary by winery.)

The following wineries are confirmed to be participating:

Ditchley Cider Works

1571 Ditchley Road
Kilmarnock, VA 22482
(757) 710-2890
Visit website

Please note: Due to a private function on Saturday, Ditchley will participate on Sunday, July 26 from 11am-3pm.

Dates: Sunday, July 26 from 11am-3pm
Description: Enjoy Sunday brunch at Ditchley. Menu options will include Crab Quiche and a Crab Salad dish.
Reservations: Brunch reservations are suggested but not required. Reservations can be made by visiting the Ditchley website.

The Dog and Oyster Micro-Vineyard

Located at the Hope & Glory Inn
65 Tavern Rd
Irvington, VA 22480
804-438-6053
Visit website

Dates: Saturday, July 25 from 12-6pm
Description: Menu TBD

Good Luck Cellars

1025 Good Luck Rd
Kilmarnock, VA 22482
804-435-1416
Visit website

Dates: Saturday, July 25 from 11am-6pm
Description: Two Fish Bistro will be on-site from 12-4pm. Enjoy live music all afternoon (12-2:30pm by Travis Colby and 3-5:30 by Jim O’Ferrell). Several local artisans will also be onsite for the event.
Learn more: Visit event page

Ingleside Vineyards

5872 Leedstown Rd
Oak Grove, VA 22443
804-224-8687
Visit website

Dates: Saturday, July 25 from 12-4pm
Description: Enjoy several crab dishes and other items prepared by Denson’s Chesapeake Bay Farm to Table Catering. Live music will be performed by Hard to Tell from 1-4pm.
Reservations: Reservations are requested for groups of 6 or more. Other seating will be first-come, first-serve on day of event.

Learn More

– Like us on Facebook for updates
– View some sample itineraries and lodging options here
– Visit our Homepage for an interactive map of our Wine Trail
– View our Press Mentions