Chesapeake Bay Wine Trail: Virginia’s Coastal Wine Adventure

Virginia Wine lovers have a new reason to hit the road. The Chesapeake Bay Wine Trail tasting pass invites visitors to explore one of Virginia’s most scenic and wine destinations, where winding roads lead to waterfront views, charming small towns, fresh local seafood, and exceptional Virginia Wine.

Stretching across Virginia’s Northern Neck and Middle Peninsula, the Chesapeake Bay Wine Trail offers a different kind of wine country experience. Here, vineyard visits are paired with Chesapeake Bay sunsets, oyster roasts, beach days, and opportunities to slow down and savor the best of coastal Virginia.

Whether you’re planning a weekend getaway, a day trip, or a summer road trip with friends, the Chesapeake Bay Wine Trail is the guide to your next adventure.

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Explore the Chesapeake Bay Wine Trail

The Chesapeake Bay Wine Trail tasting pass was created to inspire visitors to discover the wineries that make this region so special. The free mobile pass makes it easy to plan your journey, check in at participating locations, and experience the unique character of Virginia’s Chesapeake Bay wine country.

Enjoy Savings at Every Stop

As a Chesapeake Bay Wine Trail passholder, you’ll receive $5 off one tasting at every participating winery along the trail.

Check In and Win

Explore the trail, check in at participating Chesapeake Bay locations, and enjoy access to special offers, giveaways, and other exclusive rewards.

Grand Prize Experience

Visitors who complete the trail and check in at every stop will be entered to win an unforgettable Chesapeake Bay experience. One lucky winner and up to five guests will enjoy a private Chesapeake Bay boat cruise featuring light hors d’oeuvres and a curated tasting of wines from participating Chesapeake Bay Wine Trail wineries.

Early Sign-Up Bonus

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Beyond the Tasting Room

One of the best parts of exploring the Chesapeake Bay Wine Trail is everything you’ll discover along the way.

Spend the afternoon enjoying fresh oysters harvested from local waters. Wander through historic waterfront towns filled with boutiques, museums, and maritime history. Paddle quiet creeks by kayak, relax on nearby beaches, or watch the sunset over the Bay with a glass of Virginia Wine in hand.

The Chesapeake Bay region offers countless opportunities to turn a winery visit into a memorable weekend getaway. Find Chesapeake Bay wineries.

Sip, Savor, and Stay Awhile

So gather your friends, plan your route, and start exploring. Your next Virginia Wine adventure is waiting along the Chesapeake Bay.

Sign up for the Chesapeake Bay Wine Trail Tasting Pass and start your journey today.