logo
St Michael’s Island

3 day itinerary for St Michael’s Island

Share and earn 3 free tokens

They get 5 tokens for signing up with your link

Itinerary

St. Michael's Island is a beautiful destination with plenty of activities to keep you busy for three days. Here's an ideal itinerary for your trip:

Day 1:

  • Start your day with a delicious breakfast at the Tilghman Island Inn. They serve a variety of breakfast options, including eggs benedict, pancakes, and omelets.
  • After breakfast, head to the Chesapeake Bay Maritime Museum. This museum is dedicated to preserving the history and culture of the Chesapeake Bay region. You can explore the exhibits, take a boat ride, or even try your hand at crabbing.
  • For lunch, head to the Crab Claw Restaurant. This waterfront restaurant serves some of the best seafood in the area, including their famous crab cakes.
  • In the afternoon, take a bike ride around the island. You can rent bikes from the Tilghman Island Marina and explore the scenic roads and waterfront views.
  • For dinner, head to Two If By Sea. This restaurant serves delicious seafood dishes, as well as other options like steak and pasta.

Day 2:

  • Start your day with a kayak tour of the island. You can rent kayaks from the Tilghman Island Marina and explore the waterways around the island.
  • For lunch, head to the Tilghman Island Country Store. This charming store serves sandwiches, soups, and salads, as well as homemade desserts.
  • In the afternoon, take a tour of the Black Walnut Point Inn. This historic inn dates back to the 1840s and offers stunning views of the Chesapeake Bay.
  • For dinner, head to the Tilghman Island Inn. This restaurant serves upscale cuisine, including fresh seafood and locally sourced ingredients.

Day 3:

  • Start your day with a visit to the Phillips Wharf Environmental Center. This center is dedicated to educating visitors about the Chesapeake Bay ecosystem and offers interactive exhibits and programs.
  • For lunch, head to Harrison's Chesapeake House. This waterfront restaurant serves a variety of seafood dishes, as well as burgers and sandwiches.
  • In the afternoon, take a boat tour of the island. You can book a tour with Tilghman Island Tours and explore the waterways around the island.
  • For dinner, head to the Wylder Hotel Tilghman Island. This hotel has a restaurant called Tickler's Crab Shack, which serves delicious seafood dishes in a casual atmosphere.

I hope this itinerary helps you plan your trip to St. Michael's Island!

Places of interest

Tilghman Island Inn St Michael’s Island

Tilghman Island Inn

Tilghman Island Inn is a charming waterfront hotel located on St. Michael's Island, offering stunning views of the Chesapeake Bay and a peaceful retreat from the hustle and bustle of everyday life.

Chesapeake Bay Maritime Museum St Michael’s Island

Chesapeake Bay Maritime Museum

The Chesapeake Bay Maritime Museum is a museum located on St. Michael's Island in Maryland, USA. It features exhibits and interactive displays related to the maritime history and culture of the Chesapeake Bay region.

Crab Claw Restaurant St Michael’s Island

Crab Claw Restaurant

Crab Claw Restaurant is a seafood restaurant located on St Michael's Island, serving fresh and delicious seafood dishes.

Tilghman Island Marina St Michael’s Island

Tilghman Island Marina

Tilghman Island Marina is a full-service marina located on St. Michael's Island, offering boat slips, fuel, and amenities for boaters.

Two If By Sea restaurant St Michael’s Island

Two If By Sea restaurant

Two If By Sea is a waterfront restaurant located on St Michael's Island, offering fresh seafood and stunning views of the Chesapeake Bay.

Kayak tour of the island St Michael’s Island

Kayak tour of the island

No description available.

Tilghman Island Country Store St Michael’s Island

Tilghman Island Country Store

Tilghman Island Country Store is a charming and cozy store located on St. Michael's Island, offering a variety of local products, including fresh seafood, produce, baked goods, and gifts.

Black Walnut Point Inn St Michael’s Island

Black Walnut Point Inn

Black Walnut Point Inn is a charming bed and breakfast located on St. Michael's Island, offering stunning views of the Chesapeake Bay and a peaceful retreat from the hustle and bustle of everyday life.

Phillips Wharf Environmental Center St Michael’s Island

Phillips Wharf Environmental Center

Phillips Wharf Environmental Center is a non-profit organization located on St. Michael's Island in Maryland, dedicated to promoting the conservation and restoration of the Chesapeake Bay through education, research, and stewardship.

Harrison's Chesapeake House St Michael’s Island

Harrison's Chesapeake House

Harrison's Chesapeake House is a seafood restaurant located on St. Michael's Island, Maryland. They offer a variety of fresh seafood dishes and have a cozy, casual atmosphere.

Tilghman Island Tours St Michael’s Island

Tilghman Island Tours

Tilghman Island Tours offers guided tours of St. Michael's Island, showcasing the history and beauty of this charming Chesapeake Bay town.

Wylder Hotel Tilghman Island St Michael’s Island

Wylder Hotel Tilghman Island

Wylder Hotel Tilghman Island St Michael's Island is a charming waterfront hotel located on the Eastern Shore of Maryland. The hotel offers comfortable accommodations, delicious dining options, and stunning views of the Chesapeake Bay.

Tickler's Crab Shack restaurant St Michael’s Island

Tickler's Crab Shack restaurant

Tickler's Crab Shack is a casual seafood restaurant located on St Michael's Island, serving up fresh and delicious crab dishes.

© 2023 Roam Around. All Rights Reserved.