Stripes are one of those forever patterns that instantly feel fresh as the seasons change, and I love how effortlessly they bridge the gap between now and warmer days ahead. From crisp cottons and breezy linens to polished silks and cozy knits, these striped pieces are the kind you can wear layered with boots and a trench now, then reach for again with sandals and sun-kissed skin on your next getaway. Whether you’re leaning into classic navy and white, playful pops of color, or softly painted stripes that feel made for vacation, this edit is all about versatile, feel-good staples that work just as beautifully at home as they do somewhere warm.
- This green cotton caftan is a warm-weather staple you'll reach for constantly. Wear it over a swimsuit to the pool, or pair it with minimalist leather sandals and a shell bag for a long lunch like I did above.
- This stunning silk blouse is a total showstopper. Tuck it into these fluid silk pants for a glamorous night out.
- I'm obsessed with the sporty elegance of this navy striped polo dress. It’s an easy one-and-done outfit for brunch or errands—just add heels or sandals and you’re ready to go.
- Whether worn over a swimsuit or belted as a dress, this linen-blend coverup is a vacation essential. Similarly, these breezy linen striped pants are the definition of effortless resort wear. Would wear either piece with this bag and these shoes.
- Handmade from crisp linen, this gown features exquisite pink and burgundy stripes. It is elegant enough for a destination wedding guest look with metallic heels.
- Perfect for transitioning into spring or chilly summer evenings, this cream and powder blue fisherman-style striped sweater is a year-round wardrobe staple. Simiarly, this nautical funnel neck sweater is exactly what I want to wear for a spring coastal weekend.
- This do-it-all shirt dress transitions from the office to vacation with ease. The drawstring waist creates a flattering silhouette, and the zip neckline allows you to adjust the look from professional to playful.
- Vertical stripes are so elongating on this colorful maxi dress. The smocked bodice ensures a comfortable fit, making it an ideal choice for a long vacation dinner that turns into dancing.
- The heavy cotton jersey on this rugby shirt gives it such a great structure. Pair it with white jeans and timless loafers for a classic tomboy-chic look that works for weekends.
- This happy raffia tote adds a pop of pattern to neutral outfits.
- This red striped half-zip sweatshirt is perfect for cozy days at home. It’s incredibly soft and looks effortlessly elevated with jeans and mules for a quick errand run. (Especially love it in Nantucket Red.)
- How fun is this halter dress? It actually has matching shorts underneath, making it practical for picnics or bike rides.
- The crisp brown stripes on this sweater dress feel so sophisticated for transitional weather. I'd wear this with tall leather boots and a trench coat now, then switch to sandals when the temperatures rise.
- Whether you're a seasoned tennis pro or just learning, this canvas tennis tote is a winner. It’s spacious enough for a weekend getaway and looks incredibly chic paired with an all-white ensemble.
- This dreamy mint strapless dress has me ready to book another flight. The tie-dye effect gives the stripes a relaxed, artistic vibe that would look stunning at a beach wedding with metallic gold sandals. (Size up!)
- Every closet needs a genuine French marinière. This lightweight cotton version is the ultimate staple—tuck it into high-waisted trousers or wear it under a blazer for instant Parisian chic.
- Get cozy in this retro-inspired rollneck sweater. (Size down.) The relaxed fit and happy colors make it a go-to for running errands on chilly mornings.
- Dreaming of a getaway? This raffia tote bag has been the perfect companion in the Bahamas. It’s large enough to hold everything you (and your littles) need for a day in the sand.
- Polished enough for a seaside party or brunch, this linen midi dress features a beautiful hand-painted stripe effect. The button details on the straps add such a special touch.
- Lounge in style with these olive wide-leg pants. They are incredibly soft and look effortless paired with a simple white tank and leather slides for a casual weekend.
- Classic navy stripes make this cotton dress a total wardrobe staple. I love the bra-friendly smocked bodice—wear it with wrap sandals and this classic straw bag for a quick, chic out-the-door look.
- Italian craftsmanship shines in this jacquard dress. The fabric and metal buttons feel so special; pair it with espadrille wedges for an elevated vacation look.
- Brighten up your errands with this sunny yellow canvas tote. It’s spacious enough for a farmers market haul or beach essentials, adding a cheerful pop of prep to any outfit.
SHOPPING LIST:
This content may contain affiliate links. If you shop through my links, I may earn a commission at no cost to you. Thank you for supporting my work!





















































