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Top 233 Things To Do in Annapolis

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Top things to do in Annapolis

See all 233 things to do in Annapolis

#1Small-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
Small-Group Original Annapolis Seafood Crawl

#2Small-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 ...

recommend94% of travelers recommend

Free Cancellation Free Cancellation

$29
per traveler
Small-Group Explore the Heart of Annapolis Tour

#3DC Hop On-Off Tour + Arlington Cemetery Tour + Water Taxi

Named "Washington's Best Tour" by the Washingtonian Magazine, the Old Town Trolley offers the most comprehensive tour of the Nation's Capitol. Sit ...

recommend86% of travelers recommend

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$49
$42
per adult
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DC Hop On-Off Tour + Arlington Cemetery Tour + Water Taxi

#4Washington, D.C. Day Trip 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

$169
$161
per traveler
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Washington, D.C. Day Trip from New York

#5Guided Monuments & Memorials Tour at Dusk

Your tour begins at the US Navy Memorial and loops around the National Mall, stopping at iconic landmarks and powerful tributes to key moments in American hi...

recommend94% of travelers recommend

Free Cancellation Free Cancellation

$58
per adult
Guided Monuments & Memorials Tour at Dusk

#6Wharf Water Taxi to Georgetown

ItineraryThis is a typical itinerary for this productStop At: Potomac River, Washington DC, DCWharf Water Taxi to GeorgetownDuration: 15 minutesStop At: Poto...

Free Cancellation Free Cancellation

$19
per adult
Wharf Water Taxi to Georgetown

#7Discover DC – Memorial Sightseeing Bus Tour

Start at the open plaza of the U.S. Navy Memorial and listen as your informative guide tells you about the significance of each feature, like the bronze stat...

recommend94% of travelers recommend

Free Cancellation Free Cancellation

$74
per adult
Discover DC – Memorial Sightseeing Bus Tour

#8Best of DC – VIP Guided DC Bus Tour

Explore the halls of our nation’s history and see the memorials that pay tribute to early presidents, fallen soldiers, and inspired citizens. Your all-encomp...

recommend92% of travelers recommend

Free Cancellation Free Cancellation

$125
per adult
Best of DC – VIP Guided DC Bus Tour

#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...

recommend92% of travelers recommend

Free Cancellation Free Cancellation

$89
$82
per adult
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Washington DC African American Heritage Tour

#10Washington, D.C. Day Trip with Transportation from NYC

Break out of the Big Apple and spend a day cruising around Washington, D.C. on this full-day tour with transportation from Manhattan. Check out memorials ded...

recommend92% of travelers recommend

Free Cancellation Free Cancellation

$165
$145
per adult
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Washington, D.C. Day Trip with Transportation from NYC

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.

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