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Top things to do in Annapolis
#1Small-Group Explore the Heart of Annapolis Tour
Discover the heart of waterfront Annapolis on this guided tour, taking in its colonial-era architecture, revolutionary sites, and maritime ambiance aboard a ...
recommend96% of travelers recommend
Free Cancellation Free Cancellation
$29
per traveler
#2Small-Group Original Annapolis Seafood Crawl
Explore the historic harbor, colonial architecture, and luxury boat scene of Annapolis an Eastport on this tour of America's sailing capital. Eat seafood, di...
recommend100% of travelers recommend
Free Cancellation Free Cancellation
$59
per traveler
#3New Orleans Hop-On Hop-Off Bus Tour
Discover New Orleans, the birthplace of jazz, by way of an around-the-city ride on a hop-on hop-off bus. Looping through the city's finest sights and diverse...
recommend84% of travelers recommend
Free Cancellation Free Cancellation
$36
per adult
#4Washington DC Hop-On Hop-Off Tour & Madame Tussauds Tickets
Jump on a double-decker bus to explore Washington, D.C. at your leisure. As the authorized concessionaire of the National Park Service, this is the official ...
recommend78% of travelers recommend
Free Cancellation Free Cancellation
$49
per adult
#5Washington, D.C. Day Tour from New York
Take a day trip out of the city to soak up the history and architecture of another East Coast metropolis—Washington, D.C. Check out the monuments and memoria...
recommend90% of travelers recommend
Free Cancellation Free Cancellation
$145
per traveler
#6International Spy Museum Tickets
Adopt a character and explore the evolution of espionage through the centuries. As you walk around the museum, discover the ingenuity and imagination of real...
recommend88% of travelers recommend
$20
per adult
#7Old Town Trolley Hop-On Hop-Off Tour with Arlington National Cemetery
Zip around Washington, D.C. with a hop-on hop-off pass that lets you design your own schedule. Visit iconic monuments, moving memorials, and esteemed institu...
recommend86% of travelers recommend
Free Cancellation Free Cancellation
$47
per adult
#8Moonlight Trolley Tour of National Monuments
See the amazing monuments of the nation’s capital lit by the glorious sunset and the spotlights that come on after dark. And do it all from the back of a gre...
recommend92% of travelers recommend
Free Cancellation Free Cancellation
$43
per adult
#9Washington DC African American Heritage Tour
Delve into the African American heritage of the United States and its capital city on this local-led tour of D.C. Visit landmarks like Frederick Douglass' ho...
recommend94% of travelers recommend
Free Cancellation Free Cancellation
$82
per adult
#10Small-Group City Unveiled eCruiser Tour
Delve deep into the history of America's capital aboard a swift eCruiser. This eccentric tour unveils the heritage and culture of the city through the eyes o...
recommend100% of travelers recommend
Free Cancellation Free Cancellation
$56
per traveler
Top things to do by category
Things To Do in Annapolis
If you are looking for a vacation option among the historical cities of America's eastern shores, you should consider a sojourn in Annapolis. Known as the country's "Sailing Capital," things to do in Annapolis include attending the Wednesday night sailing races that take place on a regular basis on Chesapeake Bay from the end of April through August.
You can see the races best by going to Annapolis Harbor and grabbing a dockside chair.
If you enjoy the water, Annapolis excursions you might enjoy include day cruises on the bay as well as renting sailboats on the docks. If you are a Renaissance Fair aficionado, the Maryland Renaissance Fair begins in late August and continues through October. Other attractions in Annapolis include the Maryland State House, which was built in 1772 and played a significant part in the early beginnings of the United States. The United States Naval Academy is located along the shores of the Chesapeake Bay and is among the favorite choices of the average tourist for Annapolis tours. One of the must see places in the Naval Academy is Preble Hall, which houses the Academy's museum.
Because the Chesapeake Bay region of MD is renowned for its seafood, you won't want to miss the spots that specialize in the preparations of the bay's regional cuisine. The top places to eat are likely to be local restaurants a little off the beaten path. It is recommended you get a map of the city and look for side streets close to Chesapeake Bay's main harbor. However, if you love classic, picturesque Americana, you can't beat Main Street in downtown Annapolis. Its brick buildings, tall-steepled churches and old-fashioned lamp posts will make you think that you have gone back to another time.
For more information on Annapolis activities as well as the latest news on lodging and dining, contact our offices here at Expedia. Whether you are seeking art and culture, heritage tours or outdoor water-based fun, we can help you put together the Chesapeake Bay vacation of your dreams.