undefined Itinerary

Take a day trip to the nearby Chatham Vineyards, a family-owned winery nestled in the countryside. Take a tour of the vineyard and learn about their winemaking process, then enjoy a wine tasting session where you can sample their award-winning wines. Don't forget to pick up a bottle or two to take home as souvenirs.

Explore the historic town of Cape Charles by visiting the Cape Charles Historical Society Museum. Learn about the town's past through exhibits and artifacts that showcase its role as a railroad and steamship hub. Afterward, take a walk along Mason Avenue, the main street lined with charming shops, galleries, and cafes.

Treat yourself to a fine dining experience at Hook-U-Up Gourmet, a hidden gem known for its creative and delicious cuisine. Indulge in dishes like grilled scallops with truffle risotto or seared duck breast with cherry glaze. End your evening with a nightcap at the Cape Charles Brewing Company, where you can sample their craft beers and enjoy live music.

Embark on a scenic bike ride along the Cape Charles Bike Trail, a 2.4-mile paved trail that winds through marshes and offers beautiful views of the Chesapeake Bay. Rent a bike from one of the local rental shops and enjoy the fresh air and tranquility of the surrounding natural landscapes.

Visit the Cape Charles Nature Preserve, a 200-acre protected area that is home to a diverse range of plant and animal species. Take a leisurely hike along the trails and enjoy the peacefulness of the marshes, forests, and sandy beaches. Keep an eye out for ospreys, turtles, and other wildlife.

Enjoy a casual dinner at the Cape Charles Smokehouse, a barbecue joint that serves up mouthwatering smoked meats and delicious sides. Try their pulled pork sandwich or their famous smoked ribs. After dinner, head to Cape Charles Distillery for a tasting of their small-batch spirits, including vodka, rum, and bourbon.

Explore the waters of the Chesapeake Bay with a fishing excursion. Join a local fishing charter and try your luck at catching striped bass, flounder, or bluefish. Enjoy the thrill of reeling in a big catch and take in the scenic views of the bay.

Visit the Cape Charles Antique Center, a treasure trove of unique and vintage finds. Browse through the aisles and discover antique furniture, jewelry, books, and more. If you're a fan of thrifting, head to the local consignment shops and browse through the racks for some hidden gems.

Have a casual dinner at Kelly's Gingernut Pub, a cozy pub known for its friendly atmosphere and delicious pub fare. Try their fish and chips or their famous crab dip. After dinner, catch a live performance at the historic Palace Theatre, a beautifully restored venue that showcases a variety of shows, from concerts to plays.

Take a scenic drive along the Chesapeake Bay Bridge-Tunnel, one of the engineering marvels of the world. Enjoy the breathtaking views of the bay and stop at the various overlooks to take photos and soak in the beauty of the surroundings.

Go on a kayaking adventure in the nearby Kiptopeke State Park. Rent a kayak and paddle along the park's shoreline, exploring the marshes and getting up close to the diverse birdlife. Keep an eye out for herons, egrets, and even dolphins.

Indulge in a farm-to-table dining experience at the Oyster Farm at Kings Creek. Enjoy fresh seafood dishes made with locally sourced ingredients, paired with stunning views of the marina and the sunset over the water. End your evening with a stroll along the Cape Charles Fishing Pier, where you can enjoy the peacefulness of the water and maybe even spot some dolphins.