Nautica’s identity as a coastal preppy brand has been consistent since the brand’s inception in the ’80s. The brand features lots of preppy styles such as striped blazers, shirts with sailboat graphics, and even classic polo dresses like this one here.

Recreational Habits hopes to make preppy clothing accessible to everyone. They have fun activewear pieces like this tank (and matching skirt!) as well as sweet sweaters and dresses.

Ralph Lauren is an OG. The brand has been around since the ’60s and has become a staple brand for classic preppy pieces like polo shirts, blazers, and of course, an American flag sweater. Just picture yourself on a beach this summer with this layer draped over your shoulders. Très chic!

I’ve always considered J.Crew a 10/10, go-to brand. They have solid basic tees, jeans, sweaters, jewelry…you name it. Not only that, but J.Crew is also a great place to shop for preppy pieces. This boatneck muscle tee with blue and white stripes radiates a mature and elevated preppy girl look.

If you want to nail the preppy look this fall and winter, I’d highly recommend looking at pieces from LL Bean! The retailer has an outdoorsy vibe which is perfect for those who like to spend time in nature in the colder months of the year. Pair this Fair Isle sweater with your fave pair of jeans for a modern, casual get-up.

You gotta have some on-theme shoes to go with the whole moment! Enter: These Jack Rogers heels. The iconic round medallion detailing is essential to Jack Rogers’ shoes and is an instantly recognizable feature within preppy fashion.

JSYK, Barbour is a widely known brand that even the English Royals wear! They make great outwear that is fundamental to a year-round preppy wardrobe. Consider this quilted vest a transitional piece to prep-ify your ‘fit.

You may see the brand name Brooks Brothers and think of men’s suits. However, Brooks Brothers has some really great preppy pieces for women, like this gorgeous v-neck sweater with the classic white stripes around the neck and sleeve endings.

Lands’ End actually began as a company that sold sailboat equipment and then transitioned to apparel in the late 1970s. This nautical influence has taken over the style of the brand’s clothing, including this lightweight linen dress, which is the perfect piece to wear for a leisurely stroll in a coastal beach town.

Vineyard Vines might be the first brand that comes to mind when you think of preppy style. They’ve seriously solidified their spot in this specific fashion market! This gorge slip skirt paired with a belted cardigan will still give you a preppy look while simultaneously making you look chic as ever.

Look, I understand that preppy clothes can sometimes come along with steep price tags. However, there are a lot of inexpensive brands that feature pieces that you can style in preppy ways such as this button-down from Old Navy! Pair it with white jeans and a thick headband for a classic preppy look.

Preppy clothing isn’t limited to fancy dresses or sweaters. Southern Tide makes great preppy activewear such as this tank with ruffled straps and this printed tennis skirt. This whole ‘fit is perfect for playing some pickleball with your fam!

Lilly Pulitzer has been one of my fave preppy brands since I was young. They carry the most quintessential preppy pieces—from seashell-printed maxi dresses to short sets like the one shown here, Lilly pieces will 100 percent give you the ~look~ you’re going for.

English Factory offers several elevated basics and preppy pieces just like this dress. It features a scallop hemline which is a very common feature in preppy clothing!

Ann Taylor carries plenty of polished and sophisticated styles that can also give you a preppy look. How fab is the tweed and gold-button combo on this jacket?

Tommy Hilfiger is another classic brand in this fashion realm. The brand started in the ’80s and features preppy staples like polo shirts, dresses, and blazers. This gingham blazer and shorts set can be worn together or separately to make you look preppy any day.

You must have a boat shoe to really lean into the trend. I don’t make the rules! But more specifically, Sperry Top-Siders. Sperry shoes were developed as boating shoes in the early 20th century and have transformed into one of the most well-known symbols of preppy fashion.