Shirt: Rails; Shorts: Roxy; Bracelet: Random find at Kitson.

As the summer starts to wind down, I’ve been looking for some fall pieces and this classic button down from Rails is my hands down favorite. Actually, anything Rails is a hands-down favoite.

Dress: Urban Outfitters; Shoes: Sam Edelman; Sunglasses: H&M.

Graffiti Alley in Toronto makes for the perfect backdrop.

Cover-up: H&M; Sandals: Nordstrom; Hat: TopShop; Bracelet: Francesca’s.

Ever shop H&M, Zara or TopShop and think, ‘this is a cute dress,’ then pull it off the rack only to realize it’s actually a beach cover up? I recently experienced that at H&M and decided regardless if it was meant for the beach or not, I was going to style this cover up, pair it with some cute sandals and wear it around town to dinner. Now, it’s my new favorite.

Romper: Tularosa; Sandals and Bracelet: Tory Burch.

I’ve officially found it — my go-to romper for this summer! I broke out this Tularosa piece on a visit to Florida a few weeks back, and I absolutely love it. Tularosa offers such a chic bohéme vibe, and this romper is no different. I will be wearing it all summer long!

Crop: TopShop; Skirt: TopShop; Sunglasses: Quay.

I’ve been DYING to wear this skirt ever since I bought from TopShop last year, but never found the right opportunity until we rented a private beach house on Longboat Key, Florida, this week. I love the flowy fabric, and the print is just beautiful. It comes up high enough that it pairs perfectly with this crop also from TopShop.

Romper: Nordstrom Rack; Bracelet: Marc by Marc Jacobs; Sandals: Steve Madden.

Fall is almost here. And while I’m not too pleased about that, I have managed to find some cute pieces that incorporate fall colors in semi-summer styles. This romper from Nordstrom Rack is one example. It’s super chic and still has a fall flavor to it.

Sweater: Vintage Havana; Shorts: Abercrombie; Sunglasses: Chloe.

I know it’s technically fall now, but I can’t put these white shorts away yet. Plus it’s like 80 degrees out today. That makes it OK, right? Loose knit sweaters are a must for late summer. So comfy and perfect for a lazy Sunday.

Top: Urban Outfitters; Shorts: H&M; Necklace: Nordstrom BP; Shoes: Louboutins.

I’ve been dying to wear these “I <3 My Loubies” Louboutin loafers for quite some time, but let’s be honest — they aren’t appropriate for just any outfit. But this weekend offered me the perfect chance. I paired them with leather shorts and a silk button down for a laid back date night at Carriage House Chicago.

Dress: Blu Moon; Bracelets: TopShop; Sandals in hand: Tory Burch.

On a recent trip up to a lake house in Michigan, the bf and I took in the sunset with some champagne, making for a perfect evening. I wore a fall-toned sundress by Blu Moon from Planet Blue. It’s one of my favorites and great for an evening on the beach.

Top: Anna Seff; Sandals: Steve Madden; Sunglasses: Ray-Ban.

This impromptu outfit features one of my favorite shirts from Anthropologie. It’s long hem in the front and back make it perfect for pairing with leggings for an easy casual look.