Cape Charles, VA is a gem on Virginia’s Eastern Shore that blends small-town charm with stunning waterfront beauty. Whether you’re visiting for the weekend, planning a family vacation, or exploring a new place to call home, there’s no shortage of unforgettable things to do in Cape Charles VA.
This guide covers the very best activities, local favorites, and hidden gems to help you make the most of your time in this bayside town.
1. Stroll Along Cape Charles Beach
Cape Charles Beach is one of the only public beaches on the Chesapeake Bay without an entry fee. With gentle waves, soft sand, and no undertow, it’s perfect for families and sunset lovers alike. Enjoy a quiet morning walk, search for seashells, or relax with a book on one of the town’s iconic wooden benches.
2. Explore the Cape Charles Historic District
Wander through streets lined with colorful Victorian homes, charming bungalows, and turn-of-the-century architecture. Many of these homes are listed on the National Register of Historic Places. Don’t forget to visit the Palace Theatre for a community performance or art show.
3. Bike the Cape Charles Loop
Bring your bike or rent one locally to ride the Cape Charles bike loop. This leisurely path winds past the harbor, the beachfront, and through scenic neighborhoods. It’s one of the best active things to do in Cape Charles VA, especially in the spring and fall.
4. Visit Local Shops on Mason Avenue
Mason Avenue is the heart of downtown Cape Charles and a hotspot for local shopping. You’ll find everything from art galleries and toy stores to beachwear boutiques and handmade gifts. Don’t miss local gems like Moonrise Jewelry and Peach Street Books.
5. Taste the Best of Cape Charles Dining
From waterfront seafood shacks to upscale eateries, Cape Charles delivers. Try The Shanty for fresh-caught seafood with a harbor view, or head to Hook @ Harvey for creative coastal cuisine. For Italian flavors and a great wine list, visit Ambrogia Caffé & Enoteca.
6. Treat Yourself at Cape Charles’ Sweet Spots
No visit to Cape Charles is complete without a stop for something sweet. Head to Brown Dog Ice Cream for small-batch, handcrafted flavors made with local ingredients. This shop is a local legend—expect a line on warm days, and know it’s worth the wait.
For fresh frozen custard, Cowlick’s Creamery on Mason Avenue serves up classic flavors in a cozy, family-friendly setting just steps from the beach.
And if you’re craving something nostalgic, Cape Charles Candy Company offers a wide assortment of fudge, saltwater taffy, chocolates, and old-fashioned treats that will bring out your inner kid. It’s also a great place to pick up gifts or local goodies.
7. Sip Locally at Cape Charles Distillery or Cape Charles Brewing Company
Enjoy craft cocktails and local spirits at the rooftop bar of Cape Charles Distillery—perfect for a relaxed afternoon or weekend night with live music and coastal views. Prefer a cold beer? Head to Cape Charles Brewing Company, a family-owned brewery serving a rotating lineup of craft beers, local seafood, and casual bites in a laid-back, welcoming setting.
8. Take a Kayak Tour or Sunset Cruise
Looking to get on the water? Book a guided kayak tour with Southeast Expeditions and paddle through salt marshes, barrier islands, and serene bay waters. Or unwind with a sunset cruise for unforgettable views and photo-worthy skies.
9. Play a Round at Bay Creek Golf Resort
Bay Creek is home to two award-winning golf courses designed by Arnold Palmer and Jack Nicklaus. With Chesapeake Bay views and lush landscaping, it’s one of the most scenic courses on the East Coast.
10. Play a Round at Cape Charles Mini Golf
Looking for a fun activity for all ages? Cape Charles Mini Golf offers a charming, 18-hole course that’s perfect for families, date nights, or friendly competition. With coastal-themed décor, shade trees, and a relaxing atmosphere, it’s a great way to unwind after a beach day or explore a different side of the town. It’s also just a short walk from downtown shops and restaurants, making it an easy add-on to your day’s itinerary.
11. Visit the Cape Charles Museum and Welcome Center
Want to learn about the town’s railroad and maritime history? The museum showcases Cape Charles’ evolution from a busy shipping port to the beloved beach town it is today. Bonus: there’s a fantastic farmers market here during the warmer months.
12. Attend Local Events and Festivals
Cape Charles loves to celebrate! Look for spring garden tours, the 4th of July parade and fireworks, beach concerts, and the festive annual Grand Illumination in winter. Check local calendars for community events during your visit.
13. Spend a Day Exploring Kiptopeke State Park
Located just minutes from town, Kiptopeke State Park offers hiking, fishing, birdwatching, and scenic views from the old concrete ship breakwaters. It’s a great day trip for families and nature lovers alike.
14. Take the Kids to Central Park
Cape Charles Central Park is beautifully landscaped and perfect for a picnic, playtime, or an evening concert. The park features a walking path, shaded playground, fountain, and plenty of green space.
15. Try Crabbing Off the Pier
Looking for a low-key afternoon activity? Grab some chicken on a string and try your hand at crabbing from the Cape Charles Fishing Pier. It’s simple, fun, and uniquely coastal.
16. Discover the Barrier Islands
For an off-the-beaten-path experience, book a boat tour or kayak to the uninhabited barrier islands off the Eastern Shore. These pristine islands offer wildlife sightings, untouched beaches, and a sense of adventure you won’t find anywhere else.
17. Watch the Sunset Over the Bay
One of the most iconic things to do in Cape Charles VA is to watch the sunset from the public beach, pier, or waterfront restaurants. The view never disappoints and offers the perfect end to your day.
Thinking About Making Cape Charles Your Home?
Many visitors fall in love with Cape Charles and decide to stay for good. With its welcoming community, stunning homes, and walkable downtown, it’s a dream spot for retirees, remote workers, and vacation home seekers.
At Chesapeake Properties, we specialize in helping you find the perfect place to call home on Virginia’s Eastern Shore.
