08/22/2026
17+ OUTFITS. 5 DAYS. 1 CARRY-ON. 🧳✈️
How did I pack for Monterey Car Week with everything I needed — without checking a bag?
It wasn’t packing less. It was packing smarter.
For five days of events, dinners, beautiful destinations and changing plans, I wanted enough variety to create completely different looks without bringing my entire closet. Some days had 3 different events!
So instead of packing an outfit for every occasion, I built a small wardrobe of pieces that could mix, match and transform.
Think:
🤍 Blazers that could be dressed up or down
👗 Long and short dresses
🖤 Silk pants + versatile tops
👠 Heels, sandals + sneakers
🧣 Scarves that could become a top or headband
👜 Mini bags in different colors
🤎 A reversible belt
🕶️ Two pairs of sunglasses
👒 A statement hat for Pebble Beach
🧥 Layers for cooler California mornings and evenings
From those pieces, I created 17+ different looks — and you can see them throughout this carousel.
The biggest lesson I’ve learned from traveling this way?
You don’t need more clothes. You need more combinations.
When the pieces in your suitcase work together, one blazer can completely change a dress, a scarf can become a top, accessories can transform an outfit, and the same pair of pants can look completely different depending on what you pair them with.
Before this trip, I used Whering to digitally plan my outfits, mix and match my pieces, and see exactly what I wanted to wear before putting everything into my carry-on.
It made packing so much easier — and helped me avoid bringing things I didn’t actually need.
I also love traveling light! 🧳
Which look from the carousel is your favorite? 👗
