Things to Do in Annapolis, Maryland
Annapolis, Maryland, is a waterfront gem filled with history, charm, and endless opportunities for adventure. As the capital of Maryland and home to the United States Naval Academy, this coastal city blends colonial heritage with vibrant modern life. Whether you are exploring its historic streets, sailing along the Chesapeake Bay, or enjoying local dining and entertainment, Annapolis offers experiences for every interest and season.
Explore Historic Downtown Annapolis
Maryland State House
Step back in time at the Maryland State House, the oldest state capitol still in continuous legislative use. It once served as the U.S. Capitol and is where George Washington resigned his commission as commander-in-chief. Guided tours and exhibits make it a must-see for history enthusiasts.
Historic District Walking Tour
Stroll through cobblestone streets lined with 18th-century homes, charming boutiques, and waterfront cafes. The Annapolis Historic District offers self-guided and guided walking tours where visitors can admire colonial architecture and hear stories of the city’s founding.
Visit the United States Naval Academy
Founded in 1845, the U.S. Naval Academy is one of the nation’s most prestigious institutions. Visitors can explore the beautiful campus, see the Naval Academy Chapel, and visit the John Paul Jones Crypt and Naval Academy Museum, which showcases naval artifacts and ship models. The Academy’s grounds also offer stunning views of the Severn River and Chesapeake Bay.
Enjoy the Chesapeake Bay Experience
Sailing and Boat Tours
Known as the Sailing Capital of the World, Annapolis offers countless ways to enjoy life on the water. Charter a sailboat, join a harbor cruise, or take a sailing lesson at the Annapolis Sailing School. Popular companies like Watermark Cruises and Schooner Woodwind provide narrated tours with breathtaking views of the city and bay.
City Dock and Ego Alley
Head to City Dock, the heart of Annapolis’ waterfront. Watch boats glide through Ego Alley, named for the parade of vessels that show off their beauty in the narrow waterway. The area is surrounded by shops, seafood restaurants, and ice cream parlors, making it a perfect place to relax and take in the view.
Discover Local Attractions
William Paca House and Garden
Tour the restored William Paca House, a Georgian-style mansion built by one of Maryland’s signers of the Declaration of Independence. The adjoining two-acre garden is a peaceful retreat filled with seasonal blooms and brick pathways.
Banneker-Douglass Museum
Learn about African American history and culture at the Banneker-Douglass Museum, which features exhibits on Maryland’s civil rights movement, local heritage, and national contributions to equality and justice.
Quiet Waters Park
For nature lovers, Quiet Waters Park offers trails, picnic areas, art exhibits, and kayaking. The park’s scenic overlooks and dog beach make it one of the most popular outdoor destinations in the region.
Dine and Shop in Downtown Annapolis
Enjoy fresh seafood, farm-to-table cuisine, and waterfront dining throughout the city. Favorites include Cantler’s Riverside Inn, famous for steamed crabs; Osteria 177, known for upscale Italian dining; and Iron Rooster, a local brunch spot beloved for its comfort food.
Shopping enthusiasts can browse Main Street and Maryland Avenue, where local boutiques, galleries, and antique stores showcase the city’s creative flair.
Experience Festivals and Nightlife
Annapolis hosts year-round events, from the Annapolis Boat Shows in spring and fall to the First Sunday Arts Festival and Lights on the Bay during the holidays. In the evening, explore the city’s live music scene, cozy pubs, and rooftop bars for the perfect night out.
Discover the Spirit of Annapolis
Whether you are sailing across the Chesapeake, walking through colonial streets, or dining along the waterfront, Annapolis, Maryland, offers something for everyone. With its blend of history, beauty, and hospitality, it’s no wonder this charming city continues to capture the hearts of all who visit.