Annapolis is widely regarded as the sailing capital of the US and should feature prominently on any sailing enthusiasts list of day trips. Getting there from Richmond will require a two and a half hour drive across the border into Maryland, where you can anticipate hours of fun and entertainment both on and off the water. Experience Annapolis from a scenic Annapolis Harbor Cruise, experiment with yachting on the Schooner Windward or let the kids have fun on a Pirate Adventures excursion. Canoeing, paddle boarding and kayaking are other fun Chesapeake Bay adventures. Off the water you can enjoy the galleries located in the vibrant Annapolis Art District, go shopping on Maryland Avenue or feast on fresh Maryland Blue Crab and Rockfish.

Weekend itinerary if you decide to stay longer:

Stay:

The Annapolis Inn, Gibson’s Inn, The Reynolds Tavern

Where to Eat:

Chick & Ruth's Delly, Chart House Prime, Bean Rush Café

What's Nearby:

U.S. Naval Academy, St. John’s College

Plan Your Trip

Get Ready to Go!

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