There’s no better place to enjoy a beautiful, summer day than Annapolis. Maryland’s capital is only about an hour away from DC, depending on where exactly you’re starting from, and is easy to get to. Here are my five favorite things to do …
Time on the water
Ideally, you’ll have a friend with a boat who can take you out on the water but, assuming that’s not an option, there are a couple alternatives. You can take a cruise (including one with a pirate theme) , take a kayak tour or rent a kayak and go out on your own. A water taxi is also an option, but they’re not cheap.
Hang out at City Dock
No visit to Annapolis is complete without a walk around City Dock, the main hub along the water with cute shops and restaurants. Make sure to check out “Ego Alley” where boaters pull up in an unspoken “mine is bigger than yours” contest.
Take a tour
I highly recommend taking the Naval Academy hour-long tour. Just go to the visitor center to sign up. When my friends and I were taking the tour, we walked by a student who muttered “welcome to hell.” Yikes!
Last summer I had the interesting and (hopefully) once-in-a-lifetime experience partaking in a “haunted pub crawl.” If that’s not your thing, there are plenty of other walking tours to choose from.
I’m particularly fond of eating brunch in Annapolis. My most favorite place is Boatyard Bar & Grill. It’s not near City Dock so you have to either take a short drive or a longish walk, but to me it’s worth it.
My boyfriend is obsessed with The Big Cheese which has amazing sandwiches, and used to be in “Market Place” before all the local places got kicked out when there was drama that I won’t get into now. It’s still close by though. People also really like Chick & Ruth’s Delly. It’s good but really crowded.
Going out in Annapolis has a totally different feel compared to going to bars in DC. Jeans and T-shirts are the norm, anything fancier than that and you’ll stick out. I’m partial to the back bar at Pusser’s, which is right on the water, but it’s easy to hop around to different bars because there are plenty of options in the City Dock area. Of course, make sure you have a designated driver if you’re planning on coming home to DC at the end of the night.
Insider’s Tip: There is plenty of street parking in Annapolis if you’re willing to a) look for it, b) walk a few blocks and c) parallel park. There’s also metered parking at City Dock, but if you manage to get a spot, make sure to play the lottery that day too.