Samantha & Nick
Things To Do
Rams Head Tavern
Our go-to bar for crabby tots and locally brewed beers brought to you by Fordham & Dominion Brewing Company.
Iron Rooster
Definitely the best breakfast in town! And it's served all day!
Boatyard Bar & Grill
Get the cream of crab soup and enjoy the vibes in the heart of Maritime Republic of Eastport.
Federal House
Located in the heart of downtown, this is another favorite place for dinner and drinks.
United States Naval Academy
It's free of charge to tour - just make sure to bring a form of ID to pass through security.
Annapolis Ghost Tours & Crawls
Late Friday evenings are a great time to go! Just be sure to make a reservation ahead of time.
First Sunday Arts Festival
Held on the first Sunday of the month (June 2!), First Sunday is an arts and crafts festival located on West Street from 11 AM - 5 PM. Beginning right by the Hilton Garden Inn, work your way down for several blocks of local art and food vendors, plus live music!
Pusser's Caribbean Grille
Located at the Waterfront Hotel - head out to their deck for drinks right on the water! (Seriously, you can't get any closer to the water than this.)
Miss Shirley's Cafe, Annapolis
A local breakfast favorite! Get there early for a really massive and delicious breakfast!
Sandy Point State Park
Head here for a little beach time, hiking, fishing, crabbing, boating, or anything else outdoorsy. *There's an entry fee
Historic Downtown
There's plenty to see in historic downtown right on Main Street and Maryland Avenue! You'll bump into most places on this list just taking a walk through town.