Annapolis Vacation Guide: Top Activities and Attractions

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iTrip Annapolis
626C Admiral Drive #234
Annapolis, MD
21401
(410) 571-4076
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4.9 stars based on 1955 reviews

Annapolis – Maryland's state capital – blends historic charm with modern amenities. The city is located along Chesapeake Bay and offers easy proximity to Kent Island and St. Michaels. This location paired with scenic beauty means water recreation is popular, but there's plenty more to see and do! Read this quick Annapolis vacation guide to learn more about this Maryland hot spot.

Annapolis Vacation Ideas (includes Kent Island and St. Michaels)

  • Enjoy 530+ miles of Creeks, Rivers and Streams
  • Canoeing, Kayaking and SUP
  • Boating, Crabbing, Fishing and Sailing
  • Ego Alley
  • Maryland State House
  • U.S. Naval Academy
  • Quiet Waters Park
  • Sandy Point State Park
  • William Paca Garden
  • Chesapeake Bay Bridge
  • Navy-Marine Corps Memorial Stadium
  • West Street Art Galleries and Venues
  • Classic Motor Museum
  • Thomas Point Shoal Lighthouse
  • Annapolis Historic District
  • Annapolis City Dock
  • Main Street
  • Banneker-Douglass Museum
  • Great Frogs Winery
  • Stevensville Arts and Entertainment District
  • Chesapeake Bay Maritime Museum
  • Westfield Annapolis Mall
  • Arundel Mills Mall
  • Eastport
  • Food and Wine Tours
  • Day-trip to Baltimore and Washington D.C.
  • Annual Events and Festivals

Visit the blog to find more vacation ideas about Annapolis, Maryland!

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