Embark on a private bus tour of Annapolis and immerse yourself in the rich naval heritage of this charming town. Explore historic sites, enjoy the vibrant downtown district, and experience the beauty of Chesapeake Bay.
Embark on a private bus tour of Annapolis and immerse yourself in the rich naval heritage of this charming town. Explore historic sites, enjoy the vibrant downtown district, and experience the beauty of Chesapeake Bay.
- U.S. Naval Academy - Established in 1845, the Naval Academy is the second oldest of the five US Service academies. Its purpose is to educate midshipmen for service in the officer corps of the US Navy and US Marine Corps. Its a National Historic Landmark.
- Maryland State House - The Maryland State House is the oldest US state capitol in…
- U.S. Naval Academy - Established in 1845, the Naval Academy is the second oldest of the five US Service academies. Its purpose is to educate midshipmen for service in the officer corps of the US Navy and US Marine Corps. Its a National Historic Landmark.
- Maryland State House - The Maryland State House is the oldest US state capitol in continuous legislative use, dating to 1772. In 1783 and 1784 it served as the capitol building of the US Congress of the Confederation and it is where the formal end of the American Revolutionary war occurred.
- Chase-Lloyd House - Built between 1769-1774, this historic house is one of the first brick three story Georgian mansions to be built in the 13 colonies and is one of the best examples of the style. Wait until you hear about its rich history
- Hammond-Harwood House - Built in 1774, this historic house is one of the premier colonial houses remaining in America from the British colonial period. It was modeled on the design of the Vila Pisani in Montagnana, Italy
- Annapolis Historic District - Lunch stop and shopping in the Annapolis Historic District
- St. John’s College - One of the oldest institutions of higher learning in the US, it received a collegiate charter in 1784. It was to be the successor institution of King William’s School, a prepatory school which was founded in 1696.
- Eastport - Very scenic area of Annapolis. Eastport is sandwiched between Spa Creek, across from historic Annapolis, and Back Creek. Eastport has been referred to as the working man’s side of Annapolis. Eastport was settled in 1665 and remained mostly farmland until the 1800s. With the establishment of the U.S. Naval Academy in 1845, the area was developed to house workers.
- Governor Ritchie Scenic Overlook - Scenic view of Annapolis. Worth the stop on your way into or out of Annapolis. You should take the time to read all of the plaques, especially the one calling out Maryland’s contributions to the war effort

- Private transportation
- In-vehicle air conditioning
- Step on tour guide
- Private transportation
- In-vehicle air conditioning
- Step on tour guide
- Tips/gratuity for driver/guide
- Lunch
- Tips/gratuity for driver/guide
- Lunch
Join us for an exciting journey into Navy culture and heritage, perfect for you and up to 12 friends. Discover Historic Annapolis, known as America’s sailing capital and the location of the US Naval Academy, situated in the picturesque Chesapeake region. Experience the sights, sounds, and flavors of “Nap Town” with our guidance.
Annapolis has been…
Join us for an exciting journey into Navy culture and heritage, perfect for you and up to 12 friends. Discover Historic Annapolis, known as America’s sailing capital and the location of the US Naval Academy, situated in the picturesque Chesapeake region. Experience the sights, sounds, and flavors of “Nap Town” with our guidance.
Annapolis has been recognized as one of the most beautiful towns in America by Conde Nast Traveler. With its historic landmarks like the Maryland Statehouse, charming colonial homes, and a lively downtown filled with shops and restaurants, Annapolis offers something for everyone. Enjoy stunning views of Chesapeake Bay and take a leisurely walk through the Naval Academy grounds.
- This tour is not wheelchair accessible
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.