undefined Itinerary

Start your day by visiting the charming town of St. Michaels, located just a short drive away. Explore its historic streets lined with beautifully preserved colonial buildings and browse through the unique shops and boutiques.

Visit the Chesapeake Bay Maritime Museum, which showcases the region's rich maritime heritage. Learn about the history of boatbuilding and explore the museum's collection of historic vessels.

For dinner, enjoy a waterfront meal at one of the local restaurants in St. Michaels, where you can savor delicious seafood dishes while enjoying scenic views of the bay.

Start your day by renting a kayak or paddleboard and exploring the calm waters of the Chesapeake Bay. Enjoy the tranquility of the bay and take in the stunning natural scenery.

Afterward, head to Tilghman Island, a small fishing village located nearby. Take a boat tour to learn about the local fishing industry and try your hand at crabbing or fishing.

End your day with a relaxing sunset cruise on the Chesapeake Bay, where you can enjoy breathtaking views of the water and the surrounding coastline.

Start your day by visiting one of the local wineries in the area, such as St. Michaels Winery or Triple Creek Winery. Take a tour of the vineyards and learn about the winemaking process.

Enjoy a wine tasting session, where you can sample a variety of locally produced wines. Pair your wine with a cheese and charcuterie board for a delightful culinary experience.

For dinner, head to one of the waterfront restaurants in St. Michaels, where you can enjoy a delicious meal paired with a glass of local wine.

Start your day by taking a leisurely walk along the sandy shores of one of the nearby beaches, such as Claiborne Beach or Bellevue Beach. Take a dip in the refreshing waters of the Chesapeake Bay.

Set up a picnic on the beach and enjoy a relaxing afternoon under the sun. Take some time to read a book, play beach games, or simply unwind and soak in the peaceful atmosphere.

End your day with a beachfront seafood dinner, where you can enjoy freshly caught seafood while watching the sunset over the bay.