Ahh the Stradun, that historic, central thoroughfare that crosses Old Town Dubrovnik from the westerly Pile Gate to the easterly Ploce Gate. These days the Stradun is about as authentically cultural as a Saturday amble through Disney World, with more visiting cruise ship folk and novelty tourist shops than you can shake a stick at. Still, its history, architecture and that distinctive white-stone luster make the experience an appreciable one, crowds notwithstanding.
You won't have a hard time finding places to shop, eat and drink along its 300 meter length, which remains fairly lively come the waning hours of the evening. However, if you're looking for something a bit more culturally engaging, consider stopping for a drink at the Onofrio Fountains (there's one at each side of the Stradun), as well as the 16th century Sponza Palace located at the far east end. For all its excessive popularity, ul. Placa (as it's also known) is still your best bet for an easy dive into exploring the Old City in all its beautiful, crowded glory.