Annapolis, MD, Guide and Information

From land and water, the Old World charm of Annapolis, Maryland enchants visitors and locals alike. If you wander through its rabbit warren maze of city streets, you will surely feel as though you’re walking through eighteenth-century America. Indeed, the red-brick buildings throughout Annapolis, most of which is classified as a National Historic District, present some of the finest examples of Colonial architecture in the country. Best of all, these small row houses (and of course some big mansions!) as well as their slivers of gardens and courtyards have been beautifully preserved; and as you approach the waterfront, many boast a lively scene peppered with beloved taverns, restaurants and shops.

Known as “America’s Sailing Capital” and also the “Sailing Capital of the World,” Annapolis, Maryland is best experienced from both land and water.

Have you ever taken a sail on the Chesapeake Bay? It’s an exhilarating experience punctuated by a flotilla of interesting sights, sounds and sensations both from the shore and the bay. Whether you’re taking a sail with Annapolis Sailing Cruises or motoring along in your own boat, time spent on the bay will allow you to fully appreciate how and why Annapolis became such an important maritime destination centuries ago. It will also help you to understand why that standing has endured in today’s world of modern tourism and travel.