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Schooner silhouette at sunset in the harbor when you visit Annapolis, Chesapeake Bay.
Things to Do In Annapolis

Set Sail for Adventure: Water Tours of Annapolis

Annapolis, cradled by the Severn River, Spa Creek, and College Creek, is a jewel surrounded by enchanting waterways. As the gateway to the majestic Chesapeake Bay—the largest estuary in the United States—Annapolis rightfully claims the title of the world’s “sailing capital.” From our Annapolis bed and breakfast’s charming downtown location, you

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father's day gifts idea Sitting On Deck Enjoying Sailing

Father’s Day Activities in Annapolis

Father’s Day is a time to celebrate the influential men in our lives – whether it be your Dad, stepdad, grandfather, or a father figure – and treat them to some much-deserved relaxation, sightseeing, and fun-filled recreation. More than just the third Sunday on the calendar in June every year,

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annapolis-sailing-school learning how to tie knots.
Naval Academy

Annapolis Sailing Schools

Hitting the Water and Learning to Ride the Wind at Annapolis Sailing School and J World As the country’s official sailing capital, our harbor is always bustling, with boats constantly coming and going. Sailing is part of our city’s cultural fabric, and there’s no better place to head out on

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Red sand beach, sandy point
Things to Do In Annapolis

An Oasis on the Bay: Your Guide to Sandy Point State Park

Just miles from downtown Annapolis, the pristine shores of Sandy Point State Park are a respite from the urban bustle, a perfect getaway for a leisurely afternoon soaking in the sun, swimming in the refreshing waters, trying your luck at fishing, and hiking the scenic trails that wind along quaint

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US Navy sailor receives his promotion insignia
Events & Festivals

Naval Academy Commissioning Week : What Parents Need To Know

A City Celebrates – USNA’s Rich History in Annapolis and Saluting Our Newly-Commissioned Graduates After four years of rigorous academic study and military training, Naval Academy graduation week arrives every May with fanfare and celebration throughout Annapolis as the city honors the new midshipmen class, usually around 1,000. Ever since

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masquerading lady
Events & Festivals

Music, Theater, and Film: Exploring the Cultural Side of Annapolis

From prestigious symphonies and opera on the hallowed stage at Maryland Hall to world-class community theater and a film festival that could rival Cannes, Annapolis cultural attractions will entertain, dazzle, and impress – and they’re all just a few minutes from our Annapolis bed and breakfast. Maryland Hall – Where

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