undefined Itinerary

Take a boat tour with Daisey's Island Cruises to explore the waterways around Chincoteague and Assateague Islands. Learn about the history of the area and spot dolphins, ospreys, and other wildlife along the way. Don't forget to bring your camera to capture the breathtaking views.

Visit the Chincoteague Island Historical Association Museum to delve into the island's rich history. Browse through exhibits showcasing the island's maritime heritage, including shipwrecks, fishing traditions, and the famous Pony Penning Day. Take a walk through the charming downtown area, filled with local shops and art galleries.

Enjoy a delicious dinner at the Island Creamery. This family-owned ice cream shop offers a wide range of homemade flavors, including Chincoteague Salted Caramel, Key Lime Pie, and Chocolate Peanut Butter Cup. Treat yourself to a scoop (or two!) of their creamy delights.

Embark on a biking adventure along the Assateague Island Bike Path. Rent bikes from one of the local rental shops and explore the scenic trails that wind through the island's marshes and forests. Keep an eye out for wild ponies and other wildlife along the way.

Head to the Captain Timothy Hill House for a guided tour of this historic landmark. Learn about the island's past and the role that this house played in its development. Afterward, visit the Chincoteague Bay Field Station, an environmental education center that offers interactive exhibits and programs.

Treat yourself to a seafood feast at Bill's Seafood Restaurant. This local favorite serves up mouthwatering dishes such as steamed crabs, shrimp linguine, and clam chowder. Enjoy the laid-back atmosphere and friendly service.

Join a fishing charter with Captain Bob's Marina and try your luck at catching some fresh seafood. Whether you're a novice or an experienced angler, the experienced guides will ensure a memorable fishing experience. Spend the morning casting your line and enjoying the beautiful scenery.

After a successful fishing trip, head to the Island Theater for a matinee show. This historic theater offers a variety of performances, including live music, comedy shows, and local productions. Check their schedule for upcoming events.

End your day with a cozy dinner at the Sea Star Cafe. This charming restaurant serves up delicious dishes made with locally sourced ingredients. Enjoy their farm-to-table cuisine while sipping on a glass of wine from their impressive selection.

Explore the Assateague Lighthouse, one of the oldest lighthouses in the United States. Climb to the top for panoramic views of the island and learn about its fascinating history. Take a stroll along the nearby nature trails and enjoy the serene surroundings.

Visit the Museum of Chincoteague Island to learn more about the island's culture and heritage. The museum features exhibits on the island's maritime history, the Chincoteague ponies, and the local community. Don't miss the gift shop, where you can find unique souvenirs.

Dine at the Ropewalk Chincoteague Island, a waterfront restaurant known for its delicious seafood and stunning views. Indulge in their famous crab cakes, oysters Rockefeller, or a fresh catch of the day. Relax and enjoy the sunset over the water as you savor your meal.