Eastern Shore trip planner
Create a fully customized day by day
itinerary for free
itinerary for free
Home to endless beaches, pristine islands with free-roaming wild mustangs, magical sunsets, and mouthwatering seafood, Eastern Shore offers nature, history and much more to all kinds of curious travelers. With hundreds of hotels and restaurants, year-round pleasant climate, and the world's longest pleasure beach, Virginia Beach remains the most popular family-friendly vacation destination in the area. Virginia's former colonial capital, Williamsburg remains centered on its historical district, which functions as an open-air museum attracting culture-oriented visitors. With a limitless supply of popular attractions and hidden treasures, an Eastern Shore vacation opens a world of possibilities. Plan your tour of Eastern Shore and United States travel itinerary using our United States tour planning tool.
Create a full itinerary — for free!
Plan your trip to Eastern Shore
- Get a personalized tripA full day by day itinerary based on your preferences
- Customize itRefine your trip. We'll find the
best routes and schedules
- Manage itEverything in one place. Everyone on the same page.
Places to visit in Eastern Shore
Ocean CityTrip planner Best for: Pier / Boardwalk, Beach, Theme Park St. MichaelsTrip planner Best for: Specialty Museum, Island, Winery / Vineyard BerlinTrip planner Best for: State Park, Golf Course, Historic Site Assateague IslandTrip planner Best for: National Park, Beach CambridgeTrip planner Best for: Nature / Park, History Museum, Water Sport
Popular things to do in Eastern Shore
Kid-friendly things to do in Eastern Shore
Museums in Eastern Shore
Hidden gems in Eastern Shore
Parks in Eastern Shore
Shopping in Eastern Shore
Recently planned trips to Eastern Shore
11 days in East Coast of USA BY A USER FROM UNITED STATES Myrtle Beach Orlando Bar Harbor 5 days in Elkton BY A USER FROM UNITED STATES Cow Pond Betterton Beach Woodland Beach 3 days in Ocean City BY A USER FROM UNITED STATES Boat Tours & Water Sports Ocean City Life-Saving Station Museum Ocean City Beach 4 days in Ocean City BY A USER FROM UNITED STATES Ocean City Boardwalk Ocean City Beach The Spice & Tea Exchange of Rehoboth 5 days in Ocean City BY A USER FROM UNITED STATES Ocean City Boardwalk Baja Amusements 10 days in Maryland BY A USER FROM UNITED STATES Baltimore Ocean City