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St Michael’s Island

3 day itinerary for St Michael’s Island

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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

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Chesapeake Bay Maritime Museum St Michael’s Island

Chesapeake Bay Maritime Museum

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Crab Claw Restaurant St Michael’s Island

Crab Claw Restaurant

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Tilghman Island Marina St Michael’s Island

Tilghman Island Marina

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Two If By Sea restaurant St Michael’s Island

Two If By Sea restaurant

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Kayak tour of the island St Michael’s Island

Kayak tour of the island

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Tilghman Island Country Store St Michael’s Island

Tilghman Island Country Store

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Black Walnut Point Inn St Michael’s Island

Black Walnut Point Inn

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Phillips Wharf Environmental Center St Michael’s Island

Phillips Wharf Environmental Center

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Harrison's Chesapeake House St Michael’s Island

Harrison's Chesapeake House

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Tilghman Island Tours St Michael’s Island

Tilghman Island Tours

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Wylder Hotel Tilghman Island St Michael’s Island

Wylder Hotel Tilghman Island

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Tickler's Crab Shack restaurant St Michael’s Island

Tickler's Crab Shack restaurant

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