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9 Interesting Things to Do in Annapolis, Maryland

Priya Johnson Jul 30, 2019
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, this 338-acre US Naval Academy is a National Historic Landmark and a popular tourist attraction. Public guided walking tours are the best way to learn more about this iconic landmark.

US Naval Academy Museum

Established in 1845, this legendary maritime museum celebrates the rich naval history of the United States.

Explore through a wide range of exhibits and even purchase awesome US Navy merchandise and souvenirs from the museum gift shop.

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Maryland State House

America's oldest State House in continuous legislative operation, this historic building was built in 1772, and has been designated 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

The best way to let the historic atmosphere of Annapolis to soak in is by taking 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

Cruising along the Chesapeake Bay on a 74-foot schooner named Woodwind is truly the ideal way to experience sailing! 2-hour public cruises are held every day. A great way to feel the passion that rules the city.

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Watch the Boats at Ego Alley or City Dock

This interesting alley is a narrow waterway connecting the Chesapeake Bay with Annapolis.

Watch a bay full of boats and yachts maneuvering through this narrow water alley.

Sign up for a Sailing Lesson

Just as pasta classes are to Italy, sailing lessons are to Annapolis. If you're in the city, it's a must to make use of the sailing lessons provided by professionals. Learn sailing the Annapolis way!

Wednesday Night Sailboat Races

A popular summer tradition in this waterfront community is sailboat racing that takes place every Wednesday night, from April to August.

Watch as 130 legendary crews compete against each other in an intriguing boat race.