Key West, FL
This sleepy Florida city is one of the country's favorite beach locales. With equal access to both the Atlantic Ocean and the Gulf of Mexico, there's hundreds of miles of pristine salt water beaches. Peep a play or cabaret at the historic Red Barn Theatre, then get an unbeatable view of the entire island atop the Key West Lighthouse.
1. Theory peplum top, $195, Net-a-Porter.
2. Mulberry banana key fob, $120, Net-a-Porter.
3. A.P.C. braided leather wedge sandals, $215, SSENSE.
4. Karen Walker sunglasses, $236, ShopStyle.
5. Zimmermann triangle bikini, $230, Net-a-Porter.
6. Michael Kors printed shorts, $455, Farfetch.