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Things to Do By Region

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Whether you are traveling solo, as a couple, with friends, or with the kids, Annapolis and the Chesapeake Bay can fill the niche. Want a quick lay of the land? Head to City Dock in Annapolis. It's your gateway to a host of sailing and cruising possibilities. Want to captain your own boat? Our award-winning sailing and powerboat schools can put you at the helm. For a demonstration from the pros, visit the U.S. Naval Academy, or get a waterman's take on the Chesapeake Bay at the Annapolis Maritime Museum.

No visit to Annapolis is complete without a walking tour. Tour guides in Colonial attire will fill you in on the gossip of the ages as you wind your way along the brick-lined streets of the Historic District. Up for a good scare? Try our ghost tours. Hungry? Indulge your appetite and your intellect with a food and history tour. Looking for adventure? Trail blaze on a Segway, or make your way around the city on a climate-controlled trolley tour. Your guide will fill you in on key attractions including the Maryland State House, Banneker-Douglass Museum, and the homes of Maryland's signers of the Declaration of Independence.

A new exhibit at Historic London Town and Gardens recounts the history of the Annapolis countryside. While you're there, check out the largest ongoing archaeological dig in Maryland. The nearby Captain Avery Museum in Shady Side, the Galesville Heritage Museum, and the Deale Area Historical Society have their own stories to tell about the life and times of farmers and watermen of years gone by. Annapolis Baltimore is an area of contrasts. Home to Arundel Mills Mall and its new Maryland Live! Casino, Annapolis Baltimore is our nation's cyber security capital and home to one of the fastest growing airports in the nation, BWI Thurgood Marshall.


Spotlight On Upcoming Events

African American Heritage Tour

On February 20th, from 1-3 pm, tour Annapolis with a period dressed guide on this unique walking tour that explores African American heritage. African Americans have, for over 300 years, comprised a significant portion of the population of the state of Maryland, our county and the city of Annapolis. During colonial times, the labor of both slaves and free blacks was the cornerstone upon which the tobacco economy was built. In the nineteenth century, Maryland was home to more free African Americans than any other state...more

The Sleeping Beauty

The Ballet Theatre of Maryland presents The Sleeping Beauty at Maryland Hall for the Creative Arts (801 Chase Street Annapolis, MD 21401) with three different performances in February. Experience this timeless classic with the whole family on Friday, February 19th (7:30 pm), Saturday the 20th (7:00 pm), and Sunday the 21st (2:00 pm)...more

The Annapolis Shakespeare Company presents: Three Sisters

Nowhere in modern drama has the transitory beauty and the pathos of frustrated personal aspirations been conveyed more subtly than in Chekhov's incomparable masterpiece, Three Sisters. From January 29 through February 21, the intimacy of ASC's STUDIO 111 connects you with the Prozorov sisters of the title and the soldiers and family friends who assemble at their home. As their lives seem to spill over into ours, we witness life happen as it happens, unscripted and untidy. Donald Hicken's direction cleverly finds the irony and humor in this psychologically penetrating portrait of Russian provincial life...more

Sock Burning, a Quirky Right of Spring, Lives On in Annapolis

The maritime tradition of sock burning can be traced back to early sailors. On March 19, 2016 from noon to 4 p.m., head over to the Annapolis Maritime Museum (723 Second Street, Annapolis, MD 21401) for this one of a kind event. With the loosening grip of winter on the horizon, the seafarers would gather together and symbolically burn their socks to usher in the warm weather while ridding themselves of the uncomfortable socks worn throughout winter while at sea. This tradition has been adopted in Annapolis, with a fun twist. And you don’t have to be a sailor to join in the festivities at the Annapolis Maritime Museum...more

Slaughter Across the Water: A Tug of War between Eastport and Annapolis

Maryland’s capital city is once again gearing up to battle the Annapolis neighborhood of Eastport in the Maritime Republic of Eastport Tug of War on November 5, 2016. Dubbed the lengthiest tug of war across water in the world, the annual clash is an endurance event with teams of no more than 33 tuggers set up on opposite sides of the Annapolis Harbor. Lasting anywhere from a few seconds to several minutes, each Tug of War battle provides onlookers with an exciting taste of a unique, regional tradition. With proceeds from the event going to local charities, attendees can enjoy the food, drinks, and live music on either side of the water – or even join a team and tug – while contributing to a good cause...more

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Annapolis & Anne Arundel County Conference & Visitors Bureau

26 West Street, Annapolis, MD 21401

Phone: 410.280.0445   Fax: 410.263.9591
Toll-free from the U.S. 888.302.2852

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