In 10 days, I’ll already be in Rome, probably one Campari and four stores into my two-week trip around Italy. We’re starting in the capital before traveling to Ponza for a handful of days spent doing absolutely nothing. Once we’ve hit peak relaxation—my skin as tan as it’ll get and my hair still crunchy from the seawater—we’ll be off again to Monza for the Italian Grand Prix. Finally, I get one day in Milan to eat, see pretty things, and take advantage of the VAT tax benefits. It’s a lot to pack for (especially in a carry-on suitcase), which means I need the next week and a half to plan my outfits. It also means that some pre-trip shopping has to be done. Luckily, one of my favorite things about traveling is buying stuff to wear while I’m away.

I’m sharing my Italian summer vacation wish list (2025 edition) below on the off chance that anyone reading this is also heading on an end-of-summer trip and in need of a jumping-off point. There are walking shoes that double as dinner shoes, shorts that can be dressed up or worn to the beach, and my pick for summer 2025’s chicest bikini. Dresses, accessories, eyewear, and more all await.