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Dating in Baltimore: Guide for Baltimore Singles

If you’re looking for ideas for date night (or day) in “Charm City,” look no further. Here are some Baltimore date possibilities to help get your planning started:

On Foot

There’s much to explore on foot in Maryland’s largest city: the gorgeous harborfront, quirky neighborhoods, lush parks and historical locales.

Start your date with a stroll by the water in the Inner Harbor. Check out the historical boats and, if your date falls between spring and autumn, enjoy some free outdoor entertainment as you meander past Harborplace and The Gallery’s shops and cafes.

Historic Federal Hill Park, with its gorgeous views of Baltimore Inner Harbor, puts the charm in Charm City. If you’re looking for even more spectacular views, be sure to visit the 27th floor “top of the world” observation deck of the Baltimore World Trade Center just north of the park.

Check out the Maryland Zoo at Druid Hill Park, one of the oldest landscaped parks in America. Or, if you don’t mind leaving the city for a bit, take your date on a formal nature walk through nearby Monkton’s Ladew Topiary Gardens, one of the continent’s top gardens.

By Water

Enjoy your city from the water. Board the famous tall ship Clipper City for an afternoon cruise, or take a water taxi to Locust Point, Canton or Harbor East.

For the more adventurous, take a sailing lesson together — or go on a thrilling Seadog speedboat tour.


After an afternoon on the water, order seafood at Mo’s Fisherman’s Wharf.

If you’re looking to splurge on dinner, woo your date at high-end Charleston Restaurant or La Scala Ristorante.

In the mood for Greek? Try Samos. For the best Afghani food in town, check out Helmand. And if you’re up for eating with your hands, dine on Ethiopian food together at Dukem Restaurant. 

Be Entertained

Avoid those awkward silences with some planned entertainment. (It will ensure you have plenty to talk about.)

Skip the lines at the cinema and head outside. All summer long, free outdoor movies play throughout the city.

Plan a memorable date at high-end Illusions Magic Bar and Lounge. Sip on cocktails while a local Houdini escapes from a straightjacket while suspended from the ceiling.

Laugh it up at Baltimore Comedy Factory. Embrace your inner kid at Port Discovery Children’s Museum. Or cheer on the Orioles at one of the most beautiful ballparks in the U.S.A.

In May, be sure to take your date to a screening at the Maryland Film Festival. And in July, visit Artscape, America’s largest free arts festival, in the Mount Royal neighborhood and discover new artists and musicians together.

Learn Something

Bond over learning! Get an aquatic education at the National Aquarium, or brush up your science at the Maryland Science Center.

Book beginner swing lessons at Mobtown Ballroom in Baltimore’s historic Pigtown neighborhood. Paint your own pottery at Amazing Glaze.

Check out the world-class art collection at the Walters Art Museum. Bonus: it’s free.

Other date-worthy cultural destinations in Baltimore include the Sports Legends Museum at Camden Yards, the Baltimore Museum of Industry, and the Baltimore Symphony Orchestra at Joseph Meyerhoff Symphony Hall.