Maine

You wouldn't be caught dead there in the winter but the siren call of Maine in the summer summons you like a Brooks Brothers clearance sale. Your idea of roughing it involves going hiking where there's terrible cell reception, but at least you brought proper shoes to brave the rocky shoreline for that coveted sunset Instagram.

Dress code: Chino shorts and a gingham button-down rolled up to the sleeves, exposing your grandfather's watch or a drunken eBay purchase you pretend is an heirloom.

Five year plan: Your tech start-up gets bought out and you can finally open your dream artisanal brewery/coffee shop/shellfish farm.

Trigger word: L.L. Bean

Embroidered spirit animal: Lobster

Signature drink: "Bug Juice" (a.k.a. anything with enough vodka to make you forget about the mosquitos).