WanderLove Road Trip Guide: Norfolk to Virginia's Eastern Shore – Scenic Drives, Beaches & Seafood
Wanderlust is a strong desire to travel, but in Virginia, we embrace it as WanderLove. Explore the Commonwealth's stunning landscapes on this epic road trip from Norfolk to Virginia's Eastern Shore. This expert itinerary highlights the most scenic routes, top outdoor adventures, acclaimed restaurants, and comfortable lodging options for an unforgettable journey.
Featured Locations: Cape Charles Brewing Company, The Shanty, Sunset Beach Resort, Kiptopeke State Park, Moonrise Jewelry, Cape Charles Candy, Comfort Suites, Thomas Gardens, Assateague Explorer, Cosa Pizza, Captain Zack's Seafood, Island Creamery, Sandy Pony Donuts, Lily's Little Mexico
Feeling the call of the open road? Join us on this 70-mile adventure along Route 13, nestled between the Chesapeake Bay and Atlantic Ocean. Renowned for pristine beaches, charming coastal towns, and fresh seafood, Virginia's Eastern Shore delivers pure WanderLove.
Route 13: Norfolk to Cape Charles
43.8 miles, approximately 54 minutes
Start in Norfolk and follow Route 13 across the iconic Chesapeake Bay Bridge-Tunnel, a 17.6-mile engineering marvel and one of the world's seven man-made wonders. Tolls are $18 one-way; EZ Pass holders get a $2 return fare within 24 hours.
Cross to Kiptopeke State Park for fishing, kayaking, biking, hiking, and birdwatching. The beach allows daytime swimming; the 24-hour fishing pier is $5/adult, $3/child. Rent kayaks Friday-Sunday (9am-4pm) at the boat shed, or book guided tours with Southeast Expeditions (marsh, barrier islands, coastal creeks) or Eastern Shore Boat Tours (sunset cruises, dolphin searches, eco-tours). Overnight in cabins, lodges, yurts, or campsites.
Photo Credit: Adam Lewis, IG: @adamtlewis
In charming downtown Cape Charles, browse unique shops. Discover eco-friendly jewelry at Moonrise Jewelry (fish leather from local sources), then treat kids to sweets at Cape Charles Candy Company or Brown Dog Ice Cream on beachside Mason Avenue. Relax at free Cape Charles Beach with Chesapeake Bay views, and pose by the beachfront LOVEwork sign celebrating seaside and farm life.
Photo Credit: Nomarama, IG: @_nomarama_
Restaurants, Breweries, Wineries & More
The Jackspot at Sunset Beach—Beachfront spot for local seafood, burgers, sandwiches, signature cocktails, and summer live music.
Deadrise Pies—Italian small plates, handmade pizzas; indoor, patio, curbside, and delivery options.
Sting-Ray’s Restaurant—Fresh seafood (famous crab cakes) and Angus steaks.
The Oyster Farm at Kings Creek—Upscale bay-view seafood; reservations advised.
Cape Charles Coffee House—Downtown breakfast/lunch hub with curbside service.
Buskey Cider on the Bay—Virginia's Eastern Shore cidery from 100% local apples; indoor/outdoor seating.
Cape Charles Brewing—Family craft brewery with pub fare, shaded patios, and spaced picnic tables.
The Shanty—Dockside fresh seafood at Cape Charles Harbor.
Hotels, Resorts & Lodging
Sunset Beach Resort—Renovated with private beach, pet rooms, beachfront restaurant, two pools.
The Northampton Hotel—Victorian boutique with bay-view balconies.
Hotel Cape Charles—Modern pet-friendly harbor views, private balconies, guest deck.
Route 13: Cape Charles to Onancock
37.8 miles, approximately 47 minutes
Photo Credit: Julie McCool, IG: @funinfairfax
Head north to historic Onancock, a 1680s Colonial port. Rent bikes, paddleboards, or kayaks with Burnham Guides; try their Moonlight/Stargazing Paddles for Chesapeake sunsets and starry nights, learning local history and wildlife.
Restaurants, Breweries, Wineries & More
The Island House Restaurant—Harbor views, fresh seafood, burgers, steaks.
Kendall's Kountry Kitchen—Seafood, soul food, country breakfasts.
Anointed Hands Bakery—Handmade cupcakes, muffins, cakes.
Mallards at the Wharf—Waterfront casual lunch/upscale dinner.
Charlotte Hotel & Restaurant—Creative American fare from local ingredients.
Chatham Vineyards & Winery—Historic waterfront family winery; outdoor seating.
Photo Credit: Sam Dean, IG: @sdeanphotos
Hotels, Resorts & Lodging
Charlotte Hotel & Restaurant—Upscale boutique near Onancock Creek.
The Inn at Onancock Bed & Breakfast—Historic pet-friendly B&B with breakfast, wine hour, activity bookings.
Route 13: Onancock to Chincoteague Island
32.1 miles, approximately 43 minutes
Continue north; detour to serene Saxis beach or arrive at Chincoteague Island, an outdoor haven. Explore Chincoteague National Wildlife Refuge by foot, bike, or car (check restrictions). Spot wild ponies on guided tours, or paddle with Assateague Explorer wildlife cruises.
Photograph the Assateague Lighthouse (interior temporarily closed). Relax at Assateague Island National Seashore amid wildlife and untouched beaches. Families love Maui Jack’s Waterpark.
Photo Credit: Nomarama, IG: @_nomarama_
Capture memories at oversized LOVEwork Adirondack chairs (best at sunrise/sunset). Tour the 1800 Captain Timothy Hill House for history and ghost tales. Catch a launch at NASA Wallops Flight Facility Visitor Center (check schedule).
Restaurants, Breweries, Wineries & More
Bill’s Prime Seafood & Steaks—Since 1960; breakfast, lunch, dinner with curbside.
Island Creamery—36+ homemade flavors, waffle cones, cakes.
AJ’s on the Creek—Waterfront seafood, beef, veggie options.
Sandy Pony Donuts—Food truck with 24+ custom flavors.
Pico Taqueria—Artisanal Mexican; outdoor seating.
Mister Whippy—Soft serve, coffee, donuts.
Black Narrows Brewing Company—Local ingredient craft beers.
Hotels, Resorts & Lodging
Channel Bass Inn—1892 historic home, pet-friendly gardens, afternoon tea.
Key West Cottages—Bayfront colorful cottages, pools, hot tub, gym.
Miss Molly’s Inn—Restored 1886 Victorian.
Marina Bay Hotel & Suites—Harbor views, pool, on-site dining.
Snug Harbor Waterfront Cottages—Pet-friendly with kitchens.
Craving more? Check our Three-Day Vacation Guide to Virginia’s Eastern Shore for extra inspiration!
