Preppy style is all about polished, classic, and effortlessly cool looks. It’s the sharp collars, the tailored shorts, and the timeless stripes that make you stand out. Whether you’re aiming for a sophisticated vibe or a casual, chic look, these preppy summer outfits will have you looking on point all season long.
1. Sleeveless Polo Shirt and Shorts
Sporty meets preppy with a sleeveless polo shirt and white shorts. Your old-money summer look right here.
2. White Sleeveless Dress With Black Trim
Sporty elegance is key to preppy chic, and a white sleeveless dress with black trim always nails it.
3. Pink Sweater Vest and Beige Shorts
A pink sweater vest over a white tee paired with beige shorts—this is how you do summer Ivy-League chic.
4. Blue Button-Up Shirt and White Shorts
Meet your preppy girl summer BFF: the blue button-up and white shorts combo. A combo that never fails.
Denim shorts and a navy shirt is preppy casual done right. Your ready-for-anything summer outfit.
6. Sleeveless Button-Up Dress
A sleeveless button-up dress is preppy elegance at its finest. Just add a brown belt and you’re set!
You can’t go wrong with navy shorts and a striped polo shirt. Sporty, comfortable, and always in style.
8. Linen Button-Up Shirt and Shorts
Nail those classy, Nantucket vibes with a white linen button-up and matching shorts.
SEE ALSO: Elegant Outfit Ideas to Try This Summer
9. White T-Shirt and Black Pleated Skirt
Prep-school style with a modern twist: rock a white tee tucked into a black pleated skirt.
A striped linen shirt, navy shorts and a brown belt—nautical vibes are a preppy must!
11. Cable Knit Vest and White Shorts
Take a cue from the collegiate style playbook with a cable knit vest over a white shirt.
12. Striped T-Shirt and Black Shorts
Striped tee and tailored black shorts—preppy perfection in under five minutes.
13. Light Knit Top and White Pants
Light knit top and white pants? You’re basically a walking Hamptons postcard.
SEE ALSO: Stylish Ways to Wear White Pants
14. Beige Shorts and Sleeveless Button-Up
A white sleeveless button-up paired with beige shorts is giving serious yacht club vibes.
15. Striped Vest and White Pants
A striped vest paired with white pants—just add espadrilles and you’re good to sail away.
16. White Dress With Black Trim
White dress with black trim? I mean, that’s preppy royalty right there.
A blue polo shirt tucked into navy shorts—classic, clean, and screams country club casual.
18. Knit Polo Shirt and Shorts
Rock a knit polo and dark shorts this summer for that “straight outta J.Crew catalog” vibe.
19. Sleeveless Button-Up and Pleated Skirt
Summer prep in full swing with a sleeveless button-up and pleated skirt. All-white and all-right!
20. Black Dress With a White Collar
Blair Waldorf vibes, anyone? Black dress with a white collar has that elite school vibe down pat.
21. Black Polo Shirt and White Pants
Black polo and white pants—the contrast is sharp, and the vibe is sophisticated.
22. Striped Button-Up Shirt and Mini Skirt
Wear a striped button-up with a white mini skirt for instant prep cred.
23. White Button-Up Shirt and Tan Shorts
White button-up and tan shorts are any prepster’s summer go-tos. The perfect mix of casual and classy.
24. White Polo Shirt and Mini Skirt
Preppy to the max with a white polo and mini skirt. Ready for the tennis court or a chic day out.
25. Black Collared Shirt and White Shorts
Contrast game strong with a black collared shirt and white shorts. Sharp and stylish!
That’s it for our preppy summer outfit ideas! Which one is your favorite? Let me know in the comments and don’t forget to share your faves on social media.
SEE ALSO: Preppy Fall Outfit Ideas You’ll Love
