What to wear to Concours d'Elegance

What to wear to what? Concours d'Elegance is a week-long vintage car show in Pebble Beach, California—stick with me, ladies—and while the main event involves the man in your life drooling over a $20 million Ferrari 250 GTO, I agreed to go for the people-watching and the parties. The former runs the gamut from middle-aged men in windbreakers collecting sponsor swag to Botoxed trophy wives looking bored while their husbands make seven-figure bids on trophy cars. As for parties, I can only imagine what the high end of the spectrum is like, because we somehow ended up in the Carmel Highlands at the Cadillac House and for a couple hours, I got to pretend I was in an episode of Big Little Lies, minus the domestic abuse.

We took in the views, we lounged by the pool, we ate (free) lunch from the Charter Oak in Napa—which was so good, we're going there for brunch next weekend—and then I discovered the Jason Wu pop-up in the library. It's not as totally random as it sounds, as Cadillac's Escala comes with a set of Jason Wu luggage, but since the bags were largely being ignored by the (majority male) party attendees, I decided to borrow one for a few shots because a) they're simply gorgeous, b) they were much nicer than the one I was carrying that day, and c) when an opportunity like this presents itself, you seize it. Literally.

As for the rest of my outfit, this dress is an oldie but a goodie—it's breathable, it's flattering, and it looks great with or without a belt (I love a little status symbol in my accessories, particularly when I'm trying to blend in with people who have too much disposable income). The sunglasses are my new favorite pair, and the sandals are one of the most comfortable pairs I own, which is important when you're walking 14,000 steps, as I did.

OUTFIT DETAILS: Gap shirt dress (similar here) || Gucci belt || Jason Wu Mini Saddle Bag || Sam Edelman Trina sandals || Quay Australia After Hours sunglasses || Stella & Dot Trevally necklace, abundance necklace, pavé cuff, open wave cuff, signet ring, X-ring

This is the house, by the way—it's on sale for $10 million, in case you have a little extra change left over from the car auction.

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