During your stay at Flag House Inn, you’ll have the opportunity to experience dozens of tourist attractions, restaurants, art galleries and antique shops, museums, historic homes & churches, live theater, boat tours/sailing, the Naval Academy, Maryland State House, St. John’s College, walking tours, pub crawls, ghost tours… all the sights and sounds of America’s sailing capital!
And, fun in Annapolis isn’t limited to just the weekend, there is much going on every day in Annapolis. We can always advise on what’s going on as events arise. Here’s our annual calendar to help you figure out when to visit
Here is a great site that lists everything going on around town
Monday – Best day of the week for Happy Hour, many ½ price deals.
Wednesday – All year – Irish Music Night (live music) at Galway Bay .Race Night on the Woodwind yacht (June- Sep – also it’s sailing night for all yacht clubs in the summer) & Dinner Under the Stars on West St (June-Sep). Buy a ticket on the Woodwind and we’ll give you a voucher for a free drink .
Thursday – Free concerts at the Maritime Museum in Eastport. (June-Sep)