Spring Oyster Crawl 2024

Spring Oyster Crawl pics

Saturday & Sunday, April 27 and 28, 2024

Join the wineries of the Chesapeake Bay Wine Trail for our 2023 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:

Caret logo w bldg

Caret Cellars

495 Meadow Landing Lane
Caret, VA 22436
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Dates:Saturday, April 27 & Sunday, April 28 from 1-5pm both days
Featuring Oysters Chimichurri.

Ditchley Cider Works

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

Please note: Ditchley will participate on Sunday, April 28 only.

Dates: Sunday, April 28 from 11am-3pm
Description: Featuring Fried Rappahannock Oysters with Sweet Onion Hushpuppies.
Reservations: Reservations are not required but can be made by submitting an email to [email protected].

Dog and Oyster logo

The Dog and Oyster Micro-Vineyard

Located at the Hope & Glory Inn
65 Tavern Rd
Irvington, VA 22480
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Dates: Saturday & Sunday, April 27 & 28 from 12-6pm
Description: Featuring oysters from Big Island Aquaculture.

General’s Ridge Vineyard

1618 Weldons Dr
Hague, VA 22469
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Dates: Saturday, April 27 from 12-8pm & Sunday, April 28 from 12-5pm
Description: Featuring Oysters with Garlic, Cheese, Bread Crumbs & Herbs and Oysters with North Carolina “Cackalacky” BBQ Sauce prepared by Salty’s Bob’s. Other menu items will include: BBQ Sliders, Cole Slaw and Chips. On
Saturday, enjoy live music by Jamie, Tyler & Friends from 1:30-4:30pm and Faron Hamblin from 6-9pm. On Sunday, enjoy music by Chuck Pearson from 2-5pm.
Reservations: Reservations are not required but can be made by calling the Tasting Room during normal business hours or by sending an email to [email protected] anytime!

Good Luck Cellars logo

Good Luck Cellars

1025 Good Luck Rd
Kilmarnock, VA 22482
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Dates: Saturday, April 27 from 11-6pm & Sunday, April 28 from 12-5pm (Friday, April 26 will be the unofficial kickoff with live music from 5:30-7:30pm and oysters from 5-7pm.)
Description: Salty Bob’s Oyster & Seafood Co. will be on-site all weekend, serving up oysters from Great Wicomico waters. Several local artisans will be onsite, as well as an information booth from the Tidewater Oyster Gardeners Association (TOGA).

Ingleside Vineyards logo

Ingleside Vineyards

5872 Leedstown Rd
Oak Grove, VA 22443
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Dates: Saturday, April 27 & Sunday, April 28 from 12-4pm both days
Description: On Saturday, enjoy oysters prepared by UMW Catering from 12-4pm and live music by Chauncy Fortune from 1-4pm. On Sunday, enjoy oysters by Rappahannock Oyster Co. from 12-4m and live music by Faron Hamblin 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.

Jacey Vineyards

619 Train Lane
Wicomico Church, VA 22579
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Please note: Jacey will participate on Friday night, April 26 and Saturday, April 27.

Dates: Friday, April 26 from 4:30-9pm and Saturday, April 27 from 12-5:30pm
Description: Featuring Raw Oysters, Roasted Oysters and “Oysters √† la Jacey”. Other menu items will include: Thin Crust Pizzas, Soups, Sliders, Charcuterie Boards and more prepared in our kitchen. On Friday night, enjoy live music including an open mic. On Saturday, enjoy live music by “RockIT” (rock, boogie and blues).

Monroe Bay Winery logo

Monroe Bay Winery

4786 James Monroe Highway
Colonial Beach, VA 22443
(804) 410-5628
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Dates: Saturday, April 27 & Sunday, April 28 from 12-5pm both days
Description: Featuring Oyster Rockefeller Pizza and other food items. Several merchandise vendors will also be onsite. Monroe Bay will also host a “Second Chance Prom” on Saturday night at 5pm – visit the winery’s Facebook page for more info and tickets.
Reservations: Tickets will be required for those attending the Saturday evening 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
– Learn more about the Virginia Oyster Trail

(Photo credits: Oysters by Ingleside Vineyards. Bottles by Stephanie Campbell. Grapes by Astrid Photography.)