The Maryland capital city of Annapolis has many things for visitors to do and see. There’s the Maryland State House and many other fine examples of historic architecture, plus museums, galleries, shops, and restaurants.

You can watch the waterfront activity at City Dock or take a tour onboard a motor or sailboat, or maybe paddle around the shoreline in a kayak. Plus, there’s the beautiful Naval Academy grounds to explore.

Park your car, put on your walking shoes, and wander the streets of historic downtown Annapolis. Everything downtown Annapolis is walk-able. You’ll find plenty of shops and galleries for browsing. Or maybe you’d rather take an organized  tour of the city. There are walking tours, trolley tours, boat tours, and even segway tours. MORE

Kent Island

If you’ve crossed the Chesapeake Bay Bridge, you’ve gone right by Kent Island.  Located off the west coast of Queen Anne’s County, Kent Island sits at the base of the Chesapeake Bay Bridge, connecting Maryland’s eastern and western shores.  The island is just barely separated from the mainland by a narrow channel known as Kent Narrows.

Kent Island has deep roots in Maryland history. Kent Fort, founded in 1631, is the third oldest English settlement in the country, after Jamestown and Plymouth. Before the Chesapeake Bay Bridge opened in 1952, the area served as a hub for steamboat travel, and ferry service traveled between Kent Island’s Love Point and the Western Shore.  MORE


St. Michaels

St. Michaels’ combination of popular marinas, inns and bed & breakfasts, shops, and restaurants make it a favorite destination for boaters and folks visiting by car. Located on Maryland’s Eastern Shore, the town is close to other popular destinations such as Easton and Oxford.

The Chesapeake Bay Maritime Museum recently opened a welcome center at 107 S. Talbot Street (across from the Acme).  The welcome center has information about the museum and other things to see and do around town.

St. Michaels has an assortment of restaurants offering everything from casual pizza to gourmet dining.  Tripadvisor’s restaurant reviews are a great resource for selecting something to suit your taste and budget.  MORE


Easton, located in Talbot County on Maryland’s Eastern Shore has plenty to offer visitors.  Those who have traveled through the Easton area Route 50 may think of it as a convenient place to stop for something to eat or find a hotel for the night, which it is, but you’ll need to venture off the highway to discover the town’s true charms.

There’s a nice courthouse building (Easton is the County Seat) and lots of attractive architecture in the downtown historic district. You’ll find quality entertainment at the Avalon Theatre – check out their website for a listing of upcoming concerts.  And there are plenty of downtown shopping and antiquing opportunities.  MORE

Tighlmand Island

Tilghman is an island, about three miles long, separated from the mainland by Knapps Narrows. A drawbridge provides vehicle access to this island. Located 11 miles west of St. Michaels, Tilghman Island is on the Chesapeake Bay and Choptank River.

This Maryland island is known for its seafood, hospitality, and boating opportunities.  The island boasts several marinas and excellent sport fishing.  The best known Tilghman’s fishing establishment is Harrison’s, located at Dogwood Harbor on the island’s eastern shore.  Harrison’s operates a 14 boat charter fleet, 2 cruise boats, a country inn, and Harrison’s Chesapeake House, where seafood and prime rib are served family style.  MORE