There’s arguably no harder period to dress for than the confusing summer-to-fall transition. It’s still blazing hot in most places, yet the desire to dress in linen pants and athletic shorts day in and day out has long since waned. In its place is a longing sensation for knitwear, lightweight jackets, and jeans—the cornerstones of early-fall fashion. That feeling is only compounded by the fact that all the new, fresh fall deliveries are beginning to arrive, each one chicer than the last. Personally, I don’t mind suffering a bit in the late-summer warm temperatures if it means I get to start enjoying the sartorial delights of fall. I welcome it, actually. There are too many great summer-to-fall transition items to shop to care.

From the Saint Laurent boots that I guarantee will sell out by the first signs of autumn to the tissue-thin sweaters that will scratch your itch to wear knitwear without breaking a sweat, the 30 pieces below are everything you need to master this difficult time to dress for with ease and style, of course. Light-colored denim that won’t trap heat? Check! Sandals that will get you through November and not feel “out” once spring 2027 hits? Check! Accessories to create compliment-worthy outfits out of simple early-fall basics? Check! It’s a treasure trove, really, one I’d suggest you shop through before everything’s gone.

Summer-to-Fall Luxury Shopping List