Your Late Summer-to-Fall Outfit Guide: 3 Looks I’m Loving Right Now

Late summer in Miami still feels every bit like summer — the kind where the sun lingers well into the evening and the air smells faintly of saltwater. But this is the time of year I start sneaking in little nods to the new season… soft knits draped over my shoulders, rich textures that hint at fall, and colors that feel fresh without being too heavy. I love that sweet spot where August afternoons roll right into those first crisp September mornings (especially on Nantucket, where the harbor breeze feels like a gentle reminder that sweater weather is just around the corner). These outfits are exactly that — easy, effortless, and ready for wherever the late-summer-to-early-fall days take you.
Your Late Summer-to-Fall Outfit Guide: 3 Looks I’m Loving Right Now
1. Cutaway Vest + Blue Corduroy Chic
I’m so glad tailored vests are having their moment again — I wore sets like this all the time as a young mom, and they feel just as fresh today. I love it with soft blue corduroy pants, woven gold ballet flats, a playful beaded tote, and gold sculptural earrings.
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2. Golden Hour Casual in Cashmere
When the weekend calls for easy and relaxed, this sunshine-yellow cashmere cardigan and pleated denim short combo is my go-to. Gold sandals and a raffia tote keep it coastal and effortless — just add a light breeze and a sunset.
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3. A Minimalist Moment in Ivory
This sleek ivory organza slip dress is pure understated elegance — perfect for a rooftop dinner or an end-of-summer soirée. I paired it with sculptural silver earrings, a fresh pop of sea-glass green in the bag, and silver heeled sandals that make it feel even more polished.
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