Annapolis, MD, the sailing capital of the world, is one of my favorite cities and top five east destinations. I lived here for 4 years in my twenties and go back to visit a couple of times a year. Maryland’s State Capital is full of history, charm, and beautiful waterfront views.
Situated on the Chesapeake Bay and at the mouth of the Severn River, Annapolis is a mecca for waterfront activities. It is also ideally located 25 miles south of Baltimore and 30 miles North of Washington DC. It’s a walkable small city with an eclectic mix of traditional seafood restaurants (crab cakes anyone?!) and new fusion eateries. Nautical prep your thing? Then you’ll love all the shops and boutiques. Love history? The historic district is a goldmine of colonial architecture, historical buildings, and history tour. Annapolis is a perfect fit for both young people and families. There’s enough of a night life to satisfy the younger crowd and accommodating activities for those with kids or older family members.
I pulled together a list of my top ten favorite attractions in Annapolis:
(please note this is for the historic downtown area – there is much more to do outside the historic area and in the surrounding region. All of these spots are in walking distance from each other)
The Maryland State house (1779) is the oldest state house that has been in continuous use and was the site of many important events during the Revolutionary War including George Washington’s resignation as commander-in-chief of the Continental Army from the army, and the ratification of the Treaty of Paris.
2. Mexican Cafe
I know, odd that a Mexican Restaurant is my number 2 but believe me, go! Low key, budget friendly, great vegetarian options, and the best margaritas you will ever have.
Come for their famous Painkiller’s – the perfect water front drink. Stay for the Caribbean food, nautical history and the laid back atmosphere. The only true “dock bar” in town.
The best way to learn all the fun facts about this old town is to take a guided walking tour. Various ones are offered, including ghost tours!
5. Joss Sushi
The best sushi in town. Charming atmosphere and great service.
Very interesting for even non military buffs! Highlights include the USNA Chapel and John Paul Jones gravesite.
7. Chart House
Yes, it’s a chain, but the views from this location are fabulous. Yes, the food is pricey, but the best seats are in the cozy bar with wall to wall windows. Stop in for an appetizer and a cocktail. Located across the waterfront in Eastport, it’s a nice walk across the bridge.
Great selection of wine and beer, delectable cocktails, talented bar tenders and a chic setting.
A classy art deco themed restaurant and bar. Great Sunday brunch!
10. See Annapolis by water! Take a boat tour!
You are in the sailing capital of the world – get out on the water!
Have you been? What are your favorites?
If you have any questions, just comment below!