9 days in Annapolis Itinerary

9 days in Annapolis Itinerary

Created using Inspirock Annapolis trip maker

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Shuttle to Orlando, Fly to Annapolis
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Annapolis
— 7 nights
Fly to Orlando, Shuttle to Ocala

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Annapolis

— 7 nights
Capital of the United States for one year from 1783 to 1784, Annapolis has played a vital role in U.S. history.
Attractions like Cape Henlopen State Park and Six Flags America make great kid-friendly stops. Explore the numerous day-trip ideas around Annapolis: Live! Casino & Hotel Maryland (in Hanover), St. Michaels (Chesapeake Bay Maritime Museum, Boat Tours & Water Sports, &more) and Lewes (Lewes Beach & Zwaanendael Museum). And it doesn't end there: wander the streets of Annapolis Historic District, contemplate in the serene atmosphere at St. Anne's Church, appreciate the history behind Maryland World War II Memorial, and hike along Quiet Waters Park.

To see other places to visit, more things to do, photos, and other tourist information, you can read our Annapolis trip itinerary app.

Ocala to Annapolis is an approximately 6-hour combination of shuttle and flight. You can also drive; or do a combination of bus and train. While traveling from Ocala, expect a bit cooler days and about the same nights in Annapolis, ranging from highs of 85°F to lows of 72°F. Wrap up your sightseeing on the 8th (Wed) to allow time to travel back home.

Things to do in Annapolis

Parks · Museums · Historic Sites · Outdoors

Side Trips