Things to Do in Annapolis

Want to be where the action is? Head to City Dock. It’s the heart and soul of Annapolis, a place to see and be seen. After a cruise or sail out of Annapolis Harbor, check out our boutiques and speciality shops. They make it easy to take home a memory of your stay. In historic downtown Annapolis, Maryland Avenue, State Circle, Main and West Streets have earned worldwide reputations as shopping hot spots. How about a timeless handbag from Hobo’s flagship store just off Main Street?

Or a painting lovingly created at one of our nearly two dozen downtown galleries? Looking for big name department stores? Westfield Annapolis Mall, Annapolis Harbour Center, and the Annapolis Towne Centre at Parole offer a host of shopping possibilities. In the dining department, downtown Annapolis offers everything from simple to sublime–fresh from the Bay seafood to ethnic favorites that span the globe. No matter what your itinerary holds, we have you covered!

Things To Do

Annapolis Arts Week

In 2017, local art-based associations partnered together to create the Annual Annapolis Arts Week. The goal of this initiative is to present the arts community of Annapolis and Anne Arundel County throughout the region, focusing on a...

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Annapolis Bay Charters Inc.

Annapolis Bay Charters is the original sailboat rental business in the Chesapeake Bay area. Enjoy a sailing charter vacation in and around the breathtaking coastal waters. Our agents help you choose the best bareboat or crewed charter from...

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