©

Eastern Shore trip planner

Create a fully customized day by day
itinerary for free

Itinerary planner

+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close
Trip Planner USA  /  Maryland  /  Eastern Shore

Eastern Shore

4.2
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 trip
    A full day by day itinerary based on your preferences
  • Customize it
    Refine your trip. We'll find the
    best routes and schedules
  • Manage it
    Everything 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