Don't Bring Flip-Flops. A better way to “keep it classy” would be to wear a strappy, or classier pair of sandals that won't make you feel out-of-place in those sacred sanctuaries.

You are absolutely allowed to wear sandals in Italy, and they are a staple of summer fashion for both locals and tourists alike. However, there are important cultural and practical nuances to consider. In major cities like Rome, Florence, or Milan, you will see many Italians wearing stylish, high-quality leather sandals. For tourists, however, the primary challenge is the terrain; Italy’s historic centers are filled with uneven, centuries-old cobblestones (sampietrini) that can be very punishing on thin-soled flip-flops or high-heeled sandals. Furthermore, if you plan to visit religious sites like St. Peter’s Basilica or the Pantheon, you must adhere to the "modest dress code," which usually requires shoulders and knees to be covered, though sandals are generally acceptable as long as they aren't "beachwear." For a 2026 trip, the best approach is to bring "walking sandals" with significant arch support and thick soles (such as those from Birkenstock or Ecco). This allows you to stay cool in the Mediterranean heat while providing the necessary protection for walking 10+ miles a day on hard, historic stone surfaces.