Attractions


On Tilghman Island, we suggest a sail with Captain Wade on the Rebecca T. Ruark, a Lighthouse Tour or a romantic sail on the Lady Patty. Tours run seasonally May-October, depending on the weather. Tilghman Island Marina rents kayaks, jet skis, and pontoon boats, and the Phillips Wharf Environmental Center is expanding its educational facility, working with waterman to save the fisheries of the Bay. The Tilghman Island Waterman’s Museum moved into one of the remaining 'W' houses on the island, and Crawford's Nautical Book Store is open on weekends.

For the eco-tourist, Poplar Island Tours are popular, so much so they need to be scheduled months in advance. We will ensure you get an early breakfast to get to the boat on time. In addition to our nature trail, Pickering Creek Audubon Center is above St. Michaels. A great day trip is the scenic drive to Blackwater National Wildlife Refuge, home to the Harriet Tubman Museum. On the way you can cross the Choptank River on the Oxford-Bellevue Ferry, established in 1683. In Oxford, you can stop for lunch at the historic Robert Morris Inn, or enjoy the Scottish Highland Creamery, voted the 5th best ice cream in the US. The way home can include a stop at the Suicide Bridge Restaurant, which is not only a mysterious trip down old cowpaths turned road, but it is out-of-the-way darn good food.

For dining, we only serve breakfast. Tilghman Island has wonderful restaurants, although some are seasonal. Henry, at Two If By Sea Restaurant, was recently named Best Chef on the Eastern Shore, and he is open for lunch. The Tilghman Island Country Store has beer, wine, spirits, crackers and cheese, and full deli for carry-out items. Marker 5 is located by the drawbridge, has outdoor dining and a great view of the sunset. Wylder Hotel has an indoor pub and a crab deck overlooking the entrance to Dogwood Harbor. During the off season, Chesapeake Landing is a short drive back up the road to St Michaels, and is the local ‘seafood diner’. St. Michaels also has many wondrous stores, restaurants and activities. Our favorites includes a stop at Olivins, or an informative cruise up the Miles River on the Patriot that's docked next to the Chesapeake Bay Maritime Museum, one of the best rated small museums in the country.

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