I don’t know if it was Clueless, Gossip Girl, or my New England boarding school years—but preppy style has me in a chokehold. This is travel prep meets prep. Or better yet… Prep-a-Porter.
A classic cotton button anchors every preppy outfit — ideal for travel layering or city days.
Honestly JCrew factory is the ultimate source if you're building preppy staple collection — they carry versatile button-ups perfect for travel and layering.
Women's Shirts & Tops
Too bad I can't ride a horse through TSA. Polished and timeless, this blazer adds tailored sophistication to airport looks and dinner outfits
Bullion Jacquard Blazer | Ralph Lauren
I am obsessed with collar on this. This blazer screams “upgrade me to business class”
Two-Tone Double-Breasted Piqué Blazer
Sporty yet stylish. Men aren't the only ones with performance garments. This pleated skort performs for long travel days and coffee runs.
Performance Pleated Skort
I love this playful, preppy twist on a classic silhouette with the double button details
KBB by KAHLANA Women's 'The Tuxedo Mini Dress' - Vintage Wash
This emerald would have the Wizard of Oz feeling jelly. Tweed with attitude in eye-catching colors
Emerald Tweed Stacie Dress
This cardigan is giving Cher Horowitz meets Elle Woods. IYKYK
Giselle Cable Knit Cardigan
Classic look AND machine washable, yes please
Women's Brushed Boucle Lady Jacket - A New Day™ Gray
I'm here for this modern nod to school uniforms
High Waisted Varsity Stripe Pleated Skirt
You can't pay homage to Clueless without plaid. Plaid perfection — versatile skirt that pairs with tees or blazers for effortless travel style.
MARGARET KNIT SKIRT
Combined with a button down shirt, you'll be ready for sightseeing
COMBINED POPLIN MINI DRESS
I love me some gold buttons. This tweed vest adds instant polish to casual travel outfits
Tweed Boxy Vest - Exclusive
Iconic Clueless meets Legally Blond
Women's Long-Sleeve Tweed Bow Jacket
Party in the front AND back. Skorts for the win!
Women's Tweed Mini Skort
A playful prep accessory — bow socks add fun charm to skirts and dresses
Long Socks with Bows
Glitter-accented chunky loafers for travel outfits that need a pop of sparkle.
Royal Elevate Loafer
Loafers don't need to be boring. I have these in gold.
Garren Lug Sole Loafers
Giving 24 carats that will elevate any travel outfit
Women's Rylyn Loafers
I own this uniqlo sweater in white and black. It's a staple for every outfit that I own. Perfect for layering and because of the Merino wool, high quality and lightweight
Merino Sweater | UNIQLO US
Comfortable and sustainable prep knit — great for travel days or casual dinners.
100% Organic Cotton Sweater Jacket in Navy
Classic cable knit with ivy league prep vibes
Women's Cable Knit Cardigan
Elevated basic that anchor every preppy travel outfit.
Women's Crew Neck Cable Sweater
This Jacket + pleated skirt = chef's kiss
Women's Oversized Iconic Racer Sweater
Timeless layering piece
Long Cotton V-neck Cardigan-Warm Ivory
The riding boot is a prep style essential
Brooke II Calfskin Tall Boot
Functional comfort meets classic style — travel-ready and timeless. A more wallet friendly option than Ralph Lauren
silvana tall buckle boots
It's giving lobster rolls in Martha's Vineyard
Multicolored Elastic Woven Golf Braided Belt
Classic belt and refined accents that pull every prep look together.
SANSTHS 2 Pack Skinny Leather Belts for Women
A chic, affordable silk scarf — timeless preppy flair
