The closing few weeks of summer are bittersweet, especially if you’re shacked up, and that’s all the more reason to run off into the sunset with your significant other one last time before fall rolls in. Even an impromptu romantic getaway can benefit from a little preparation, though. Hiking the Grand Canyon? Rent a Range Rover and chic it up a notch with sleek luggage in the trunk and his-and-hers hiking boots to lead you up and down the mountain in style. Thinking of taking a day trip? The drive to your local sculpture garden will feel like more of an adventure with arty accessories—a charming star-print necktie, for example, and the kind of jaunty fedora that would’ve been right at home in Pablo Picasso’s closet. Wherever you and your beau choose to roam, painting the town red in a slinky slip dress and leopard print sandals (you), gingham shirt and classic loafers (him)—a fail-safe date night look—is never a bad idea this side of Labor Day, or beyond.