The Adventure Challenge is sort of the OG when it comes to the date-night box genre. During New Year's Eve last year, in a cabin tucked away in the Ozark Mountains, we did our own spin on the Adventure Challenge's painting and baking challenge. I will admit, many of these date ideas were a little too cheesy and tame for us. For the next challenge, we didn't have baking supplies on hand at the Airbnb, but we did have a whole lotta booze. I came to view these more as a great jumping-off point for other date ideas (like we did above).