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Private Guided Tour of Annapolis

We’ll take you on a private guided tour of Annapolis. We’ll venture through Navy culture and heritage. Historic Annapolis, nestled along the waterfront of Chesapeake Bay, is America’s sailing capital and home to the US Naval Academy. You’ll feel the rich maritime heritage that defines this charming city.

Book Tour of Annapolis Private guided tour of Annapolis
Private guided tour of Annapolis Naval Academy

Explore Navy Culture and Heritage

During our tour, our knowledgeable guides will provide fascinating insights into the history of each stop and place we pass by, ensuring that you gain a deeper understanding of the places we visit. You’ll hear stories about the founding of the Naval Academy in 1845 and its role in shaping the leaders of tomorrow. As we walk through the picturesque campus, you’ll see historic buildings and stunning architecture and perhaps even catch a glimpse of the midshipmen in their distinctive uniforms.

Discover the local charm of Annapolis, affectionately known as “Nap Town.” The origin of this nickname is a mystery. Some speculate it’s because Annapolis is a laid-back and relaxed place to live, offering a peaceful respite from the hustle and bustle of larger cities. Others believe it’s a nod to the Naval Academy’s demanding training schedules, which can leave midshipmen needing a quick nap between rigorous drills and studies. Whichever story you prefer, the nickname perfectly captures the town’s unique blend of serenity and energy.

Tour Details

Departure: Our pick up location is anywhere in the DC/Metro Area.

Dress Code: Dress appropriately for the weather as you will step out at a number of sites along the tour route. We always recommend wearing comfortable shoes.

Tour Destinations

U.S. Naval Academy

One-hour visit. We’ll stop and visit the U.S. Naval Academy, a prestigious institution that trains future officers for the United States Navy and Marine Corps. Known for its rigorous academic programs and strong emphasis on leadership, the academy fosters a tradition of excellence and service.

Maryland State House

One-hour visit. Then on to the Maryland State House, the oldest state capitol in continuous legislative use, dating back to 1772. This historic building, with its distinctive wooden dome, has played a significant role in American history, including serving as the nation’s capital from 1783 to 1784. Plus, much more!

Chase-Lloyd House

Tour guide will provide history, while passing by site.

Hammond-Harwood House

Tour guide will provide history, while passing by site.

Annapolis Historic District

Tour guide will provide history, while passing by site.

St. John’s College

Tour guide will provide history, while passing by site.

Eastport, Annapolis

Tour guide will provide history, while passing by site.

Governor Ritchie Scenic Overlook

Tour guide will provide history, while passing by site.

Book Tour of Annapolis