Steeped in US history, Annapolis, the capital city of Maryland is one of the oldest cities of the US. America's sailing capital, Annapolis is a popular destination for sailing enthusiasts; offering a variety of sailboat shows, competitions, workshops, etc.
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Historic US Naval Academy
Established in 1845, the US Naval Academy is a National Historic Landmark offering guided walking tours for visitors to explore its history.
US Naval Academy Museum
Established in 1845, this maritime museum celebrates US naval history, offering diverse exhibits and Navy merchandise.
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Maryland State House
America's oldest continuously operating State House, built in 1772 and a National Historic Landmark since 1960.
It's where the Treaty of Paris was signed, marking the end of the American Revolutionary War. It's also known for its large wooden dome, which happens to be the largest wooden dome without nails in America.
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Self-Guided Walking Tour
Experience Annapolis's historic atmosphere with a self-guided walking tour along its cobblestone streets.
Internationally-Acclaimed Sailboat Show
Touted as the 'sailing capital' of the United States, Annapolis holds the largest and oldest in-water sailboat show in the nation!
Every April and October, the Annapolis Sailboat Show attracts and treat sailors and sailing aficionados to a wide range of latest sailboat models, navigation equipment, etc.
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Aboard the Schooner Woodwind Sailing Cruises
Experience Annapolis's passion by sailing the Chesapeake Bay on the Woodwind, a 74-foot schooner, with daily 2-hour public cruises.
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Watch the Boats at Ego Alley or City Dock
Discover this narrow waterway linking the Chesapeake Bay with Annapolis, where boats and yachts navigate through its waters.
Sign up for a Sailing Lesson
Sailing lessons in Annapolis are a must-do—immerse yourself in the city's maritime culture with professional instruction!
Wednesday Night Sailboat Races
Enjoy Wednesday night sailboat racing in this waterfront community, where 130 legendary crews compete from April to August—a summer tradition not to be missed!