From California wine country to Nantucket, these romantic vacation spots are packed with things to do for two.

Packed with towering skyscrapers, Gilded Age mansions, vibrant public art, and loads of local pride (go Cubs!), Chicago could easily take days to explore. But if you’re short on time, or visiting for a long weekend, you can do most of the must-sees in three days—all you need is this itinerary.

Chicago’s packed with all the things you love about a big city: towering skyscrapers, inventive restaurants, art museums, green spaces, and so much more. And while you won’t be able to do it all in two days, with a little planning you can cover a lot of ground.