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Places to Go in Annapolis, Maryland

Published on September 19, 2025
Reading time: 5 min read

Places to Go in Annapolis, Maryland

Annapolis, Maryland's charming capital city, offers families a perfect blend of American history, naval heritage, and Chesapeake Bay beauty for memorable reunion experiences. This historic seaport combines colonial architecture with maritime traditions, creating an authentic atmosphere where our nation's founding story comes alive.

From touring the prestigious U.S. Naval Academy to exploring cobblestone streets lined with 18th-century buildings and enjoying fresh seafood along the waterfront, Annapolis provides educational and engaging experiences that celebrate both American heritage and coastal charm.

U.S. Naval Academy

This prestigious military academy offers guided tours showcasing historic buildings, the Naval Academy Museum, and the beautiful campus overlooking the Severn River. Families can explore Bancroft Hall, visit the crypt of John Paul Jones, and witness the impressive formations of midshipmen during academic year visits.

Military Academy Guided Tours Naval History Historic Campus
Address: 121 Blake Rd, Annapolis, MD 21402
Phone: (410) 293-8687
Website: usna.edu
Historic Annapolis

The beautifully preserved colonial downtown features cobblestone streets, 18th-century architecture, and historic sites including the Maryland State House with its distinctive wooden dome. Families can explore shops, restaurants, and galleries while walking through one of America's most authentic colonial districts.

Colonial Architecture Historic District State House Shopping & Dining
Address: State Circle, Annapolis, MD 21401
Phone: (410) 280-0445
Website: visitannapolis.org
Annapolis Harbor

This picturesque harbor serves as America's sailing capital, featuring beautiful marinas, waterfront restaurants, and boat tours of the Chesapeake Bay. Families can enjoy harbor walks, watch sailing regattas, and experience the maritime culture that defines Annapolis's character and charm.

Sailing Capital Harbor Views Boat Tours Waterfront Dining
Address: Compromise St, Annapolis, MD 21401
Phone: (410) 280-0445
Website: visitannapolis.org
William Paca House and Garden

This elegant Georgian mansion belonged to William Paca, a signer of the Declaration of Independence, and features restored 18th-century interiors and a magnificent two-acre pleasure garden. Families can explore period rooms, learn about colonial life, and enjoy the beautifully landscaped gardens.

Historic Mansion Colonial Gardens Founding Father Educational Tours
Address: 186 Prince George St, Annapolis, MD 21401
Phone: (410) 990-4543
Website: annapolis.org
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Disclaimer: AmazingReunion - plan your amazing family reunion, is not affiliated with the attractions mentioned above, this does not constitute a partnership in any shape or form. Images and text doesn't necessarily depict the said company's primary focus or agenda. This is a summary of what we think are fantastic places to visit during your family reunion in the said location. Ticket prices, address, times of operation, and all other information might not be accurate as at the time of reading this. Please use the websites listed above as the 'source of truth' before planning your visit and including this in your family reunion plans.

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