Things to Do in Annapolis

Annapolis and the Chesapeake Bay is a mecca for individuals with a passion for things to do on the water. Our sailing schools, regattas, and weeknight races provide lovers of all things water with a daily fill of waterfront magic. A host of Annapolis public cruises, private charters, kayaking, canoeing, and paddle boarding opportunities make it easy for kids of all ages to don their water wings and make like a local.

Surrounded by the Chesapeake Bay, four rivers and more than 400 miles of shoreline, we are proud of our maritime heritage. Spend a Sunday afternoon exploring the things to do in Deale, Shady Side, and Galesville, and you’ll discover just how much the rivers and Bay have shaped the lives of generations of farmers and watermen. The pace picks up as you head toward BWI Thurgood Marshall Airport. Home of Fort Meade and the National Security Agency, Annapolis Baltimore is the cyber security capital of the nation and home to the new Maryland Live! Casino.

Whether you are looking for culture or cuisine, nightlife or Navy, art or architecture, spas or sports, you're sure to find great things to do in Annapolis and the Chesapeake Bay.

Couple Sitting on Dock
Whether you are traveling solo, as a couple, or with the family. read more
Sailboat at dusk
If your idea of a great vacation is getting on the water, you’ve come to the right place. read more
Shopping - Outside
From designer brands to boutique shopping, we have it all. read more
Performing Arts - Musical
Fine art galleries, live performances, and exhibits showcase local, and national talent. read more
Midshipmen
Ever wonder what it’s like to be a midshipman? read more
Statehouse Tour with Senator Astle
If you're a history buff, add Annapolis and the Chesapeake Bay to your bucket list. read more
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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