Saturday & Sunday, April 18 and 19, 2026
Join the wineries of the Chesapeake Bay Wine Trail for our 2026 Spring Oyster Crawl! Virginia is quickly becoming known as the “Oyster Capital of the East Coast.” A great way to enjoy the experience is with local wines & oyster pairings along the Chesapeake Bay Wine Trail. Each participating winery will be offering one or more delicious oyster 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 oysters 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
Dates: Saturday, April 18 from 12-4pm & Sunday, April 19 from 11am-3pm
Description: Featuring Fried Oysters and Vidalia Onion Hushpuppies. Oysters sourced from Kellums Seafood.
Reservations: Reservations are suggested but not required. Reservations can be made by submitting an email to info@ditchleyciderworks.com.
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, April 18 from 12-6pm & Sunday, April 19 from 12-5pm
Description: Oysters dishes will include Raw Oysters, Fried Oysters, Grilled Oysters and Oyster Tacos. Several non-seafood items will also be available.
Good Luck Cellars
1025 Good Luck Rd
Kilmarnock, VA 22482
804-435-1416
Visit website
Dates: Saturday, April 18 from 11-5pm & Sunday, April 19 from 12-5pm
Description: Salty Bob’s Oyster & Seafood Co. will be on-site both days, serving up locally sourced oysters (and land-lover options). Enjoy live music by The Tidewinders from 1-4pm on Saturday and Cameron Ashton from 1-4pm on Sunday. Several local artisans will be onsite, as well as an information booth from the Tidewater Oyster Gardeners Association (TOGA).
Learn more: Visit event page
Ingleside Vineyards
5872 Leedstown Rd
Oak Grove, VA 22443
804-224-8687
Visit website
Dates: Saturday & Sunday, April 18 & 19 from 12-4pm
Description: Enjoy oysters prepared by Salty Bottom Blue Oysters both days from 12-4pm. Charcuterie will be available from Wild Olive & Fig. Ice House Brewery will be onsite as a guest brewery. Live music will be performed by Mark Calhoon from 1-4pm on Saturday and Sally & Brian from 1-4pm on Sunday.
Reservations: Reservations are requested for groups of 6 or more. Other seating will be first-come, first-serve on day of event.
Learn more: Visit event page
Jacey Vineyards
619 Train Lane
Wicomico Church, VA 22579
804-580-4053
Visit website
Please note: Jacey will participate on Saturday, April 18th only.
Dates: Saturday, April 18 from 12-6pm
Description: Menu TBD
Monroe Bay Winery
4786 James Monroe Highway
Colonial Beach, VA 22443
(804) 410-5628
Visit website
Please note: Monroe Bay will participate on Saturday, April 18th only.
Dates: Saturday, April 18 (call for hours)
Description: Featuring Oyster Chowder. Purchase one wine tasting and get the second half off. Arts & craft vendors will be on-site.
Rivah Vineyards at the Grove
671 Kinsale Bridge Road
Kinsale, VA 22488
804-599-8552
Visit website
Dates: Saturday & Sunday, April 18 & 19 from 12-4pm
Description: Menu and details TBD
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
– Learn more about the Virginia Oyster Trail
(Photo credits: Oysters by Ingleside Vineyards. Bottles by Stephanie Campbell. Grapes by Astrid Photography.)