Preppy Style Outfit Idea for Chilled Days
This post is about sharing my tips about curating the perfect preppy casual outfit for a chilled day.
Deirbhile Cleary
3/30/20251 min read


Sundays are all about comfort, right? But that doesn’t mean you have to sacrifice style. If you're a fan of preppy looks with a laid-back vibe, I've got the perfect outfit idea for you. It’s simple, cozy, and effortlessly chic — the ideal Sunday combo for both lounging and stepping out for a casual stroll.
Start with a navy gilet from Jack Wills. It’s the perfect layering piece to keep you warm without overdoing it. Plus, the navy color adds that classic touch to your outfit. Underneath, pair it with a long-sleeve white or navy top (Mines is also from Jack Wills) — it's crisp, clean, and gives off that timeless preppy vibe.
Next, I’m all about Zara bootcut jeans. These jeans are a game-changer because they give you that relaxed feel but with a little extra flair. The bootcut style balances out the overall look, and it’s ideal for days when you want comfort but still want to look put together.
To complete the outfit, slip into your tan ankle Ugg boots. They're cozy, chic, and make your outfit feel like you’re walking on clouds — which, on a Sunday, is exactly what you want! And, of course, where would I be without my white Garmin sports watch? It’s my go-to accessory for staying active, but it also adds a bit of sporty elegance to the look.
Whether you’re out grabbing coffee, running errands, or just enjoying a quiet day, this look has you covered. It's comfy, stylish, and just the right mix of preppy with a touch of casual flair. Happy Sunday styling!
Lots of love,
Deirbhile xoxo