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You don't have to go to an all-out amusement park with roller coasters to have fun.
Yes, you *could* play it safe and opt for a traditional dinner.
If you live in a city where you're lucky enough to experience the incredible views, why not do it with someone new?
Find a rooftop bar that fits the vibe (whether that's cozy intimate or more of a crowded scene) and soak it in together. If you want a less stuffy environment than a dinner setting, where there's mimosas a'plenty and no pressure to stick around for the rest of the day, try going for a day date for brunch on the weekend.
Settle on a film or a couple episodes of a television series (if you're scrambling for options, a comedy will lighten the mood) and order in some pizza.
After dinner, head to a local show to see some live music—but do your research, since a random band that can't play their instruments can be a serious mood-killer.