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Let your cares sail away in this colonial capital

Perched on the shores of the Chesapeake Bay, the capital of Maryland is a destination brimming with history, watersports, delicious crab cakes, and renowned museums. Nicknamed “America’s Sailing Capital,” this seaport city also boating enthusiasts to its incredible sailing events and fishing opportunities.

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Get Your Toes Wet in America’s Sailing Capital

Whether you’re planning on buying a boat or just want to gaze at some of the most compelling ships on Earth, the United States Sailboat Show is an event you won’t want to miss. Held every October, this show is both the oldest and biggest in-water sailboat show in the world. Thanks to seminars, shops, restaurants, and boats that come in all shapes and sizes, this event is sure to wow the entire family.

From late April to August, the city hosts sailboat races every Wednesday night. Watch over 100 yachts speed around multiple marks in the Chesapeake Bay before booking it to the finish line at Annapolis Yacht Club. You can get the best view of the races from a boat or waterfront restaurant.

If you have a boat, sail to Ego Alley and park your ride right next to a variety of restaurants and bars. Located in the center of downtown Annapolis, Ego Alley is the perfect place to sip a classic rum cocktail while watching yachts pass you by. Don’t have a boat? Consider chartering one to enjoy a spectacular sunset cruise or overnight excursion. Anglers should also book a fishing trip as the Chesapeake Bay offers some of the best fishing in America.

Those interested in all things nautical will want to stop by the Annapolis Maritime Museum. This waterfront museum sheds light on the history of boat building and the city’s oyster industry through interactive exhibits and a wealth of historic items.

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See the Past on Display

The United States Naval Academy has been training Navy officers since 1845. Today, visitors can experience its rich heritage in multiple ways. A guided tour takes you to the actual rooms where midshipmen study and sleep, giving you an in-depth look into their lives. Boasting two floors of exhibits, the U.S. Naval Academy Museum invites history buffs to discover how the Navy came to be and the academy’s role in its history. While you’re here, don’t miss seeing the stunning domed chapel and the crypt of John Paul Jones.

Afterward, make your way to the Maryland State House, the oldest state house still in legislative use. Take in its impressive wooden dome, the largest of its kind in the country, and stroll through Old Senate Chamber, the site where George Washington resigned his commission as commander-in-chief of the Continental Army in 1783.

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Visit Annapolis

Maryland Office of Tourism