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How to Have a Rom-Com Vacation in Ocean City, Maryland

How to Have a Rom-Com Vacation in Ocean City, Maryland

Cosmopolitan02-06-2025
Whether you're coupled up, ready to turn that situationship into a relationship, or looking for true love, Ocean City, Maryland, has all the ingredients for a dreamy romantic vacay worthy of a screen adaptation. Pristine beaches and mesmerizing sunsets? A bustling nightlife ripe for chance encounters? Yup, in this Eastern Shore resort town, life can be just like the movies.
Pack your best fire emoji-worthy swimsuit and add the activities below to your itinerary. From the deliciously unhinged (do it for the group chat!) to the adorably cheesy (go get that kiss at the top of the Ferris wheel, girlie), the destination offers no shortage of ways to live out the most iconic rom-com plotlines.
Aside from a makeover, nothing makes for a better montage than a date packed with wholesome activities. Ocean City's boardwalk contains nearly three miles of opportunities for cute AF moments to mentally snapshot. Some suggestions: Share a bucket of Thrasher's fries—served with apple-cider vinegar, never ketchup (it's a whole thing); hit the Kite Loft and then fly your colorful purchase on the beach; commemorate the day with a fun portrait at Flashback Old Time Photos; win each other obnoxiously big stuffed animals at Jolly Roger Pier arcade and amusement park; and, finally, take a ride on the Giant Wheel and make the people in the car behind you think, Get a room.
Maybe you're waiting for the *perfect* moment, or maybe you've already had a makeout sesh that was just a tad underwhelming. Don't stress! With the right backdrop, that firework-inducing kiss is in your future. Here's what you're gonna do: Make a reservation at a bayfront restaurant like Fager's Island. Not only are this spot's crab cakes on point, but they time the sunset to Tchaikovsky's 1812 Overture every. Single. Day. Once you hear the 15-minute climactic masterpiece start pumping through the speakers, hightail it to the gazebo on the restaurant's private pier to make your move as the dramatic crescendo hits.
Grand gestures don't have to be expensive; at Assateague Island National Seashore, you can let its herd of free-roaming horses do the impressing for you. (One thing, though: Since they're wild, you can't feed or touch these cuties. The park rangers recommend observing them from at least 40 feet away.) In addition to the wildlife, the barrier island is known for its peaceful, rustic beaches, making it picnic-perfect. Pro tip: Pack a cooler with delish provisions from a specialty shop like the market at Touch of Italy. Try the Antipasti Della Casa (a cheese-and-charcuterie board for two), or pick up a couple of stacked Italian heroes to split.
So your bestie invited someone you can't stand on the group trip? We all know how this trope plays out. You and the crew will rent kayaks to explore one of the area's photogenic salt marshes. You'll get stuck sharing a tandem with said person and drift away from the rest of the group because *someone* isn't paddling hard enough. Your bickering will cause the boat to tip over, and a crab will bite one of their toes (because, well, Maryland). The whole ordeal is pure comedy, so suddenly you're both laughing and—wait. Did you just catch feels? Yeah, you did.
Fun fact: The Orange Crush—a summery bevvy made with freshly squeezed orange juice, vodka, triple sec, and a splash of lemon-lime soda—was invented in Ocean City, Maryland. Speaking of crushes, what are you waiting for? Take them to a picturesque bar, order a round of *the* cocktail and have *the* convo. Might we suggest Harborside Bar & Grill, where the drink originates, or Seacrets, which has a distillery on its six-acre bayfront compound? Even if the feelings aren't mutual, you're sure to lock eyes with someone new at one of the latter's 17 (yes, you read that right) bars.
You're no damsel in distress, but as so many rom-coms have taught us, there's nothing a potential love interest loves more than overconfidently flaunting their skills. Cosplay this narrative and prepare for a meet-cute at one of Ocean City's many championship courses, such as Rum Pointe Seaside Golf Links. Then, once you've captured the attention—and heart—of the pro, flip the script and show off your real talent. In this movie, it's what scores you the one. Not a golf girlie? This method plays equally well on a fishing charter or a paddleboard tour—both of which are abundant in Ocean City.
Start filming your Ocean City rom-com with a trip to the seaside destination. Visit ococean.com.
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