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 - Founded in 1845, the Naval Academy is the second oldest among the five US Service academies. It aims to educate midshipmen for roles in the officer corps of the US Navy and US Marine Corps. It is recognized as a National Historic Landmark.
- Maryland State House - The Maryland State House is the oldest US state capitol…
- U.S. Naval Academy - Founded in 1845, the Naval Academy is the second oldest among the five US Service academies. It aims to educate midshipmen for roles in the officer corps of the US Navy and US Marine Corps. It is recognized as a National Historic Landmark.
- Maryland State House - The Maryland State House is the oldest US state capitol still in continuous legislative use, dating back to 1772. In 1783 and 1784, it served as the capitol building for the US Congress of the Confederation and is the site where the formal conclusion of the American Revolutionary War took place.
- Chase-Lloyd House - Constructed between 1769-1774, this historic house is among the first brick three-story Georgian mansions built in the 13 colonies and stands as one of the finest examples of this architectural style. Its rich history is truly fascinating.
- Hammond-Harwood House - Built in 1774, this historic house is one of the finest colonial houses remaining in America from the British colonial period. Its design was inspired by the Vila Pisani in Montagnana, Italy.
- Annapolis Historic District - Enjoy a lunch break and shopping in the Annapolis Historic District.
- St. John’s College - As one of the oldest higher learning institutions in the US, it received a collegiate charter in 1784. It was intended to succeed King William’s School, a preparatory school founded in 1696.
- Eastport - A picturesque area of Annapolis, Eastport is nestled between Spa Creek, across from historic Annapolis, and Back Creek. Known as the working man’s side of Annapolis, Eastport was settled in 1665 and remained largely farmland until the 1800s. The establishment of the U.S. Naval Academy in 1845 spurred development to accommodate workers.
- Governor Ritchie Scenic Overlook - Offers a beautiful view of Annapolis. It’s a worthwhile stop on your way into or out of Annapolis. Be sure to read all the plaques, especially the one highlighting 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.