Geena Davis in Thelma & Louise

PACKING ESSENTIALS: Opt for casual tees that feel a little bit rebellious and a lot rock ’n’ roll—and pair them with nostalgic acid-wash denim you’ll share with your ride or die.

Textile headband ($12, simons.ca)

Denim jeans ($67, topshop.com)

Brave leather belt ($105, braveleather.com)

Theodora Warre gold-plated-sterling-silver necklace ($301, matchesfashion.com)

Birks silver and enamel earrings ($175, maisonbirks.com)

Naked Wolfe leather and suede sneakers ($364, nakedwolfe.com)

Wesley Snipes in To Wong Foo, Thanks for Everything! Julie Newmar

PACKING ESSENTIALS: Glam meets camp meets old-world Southern whimsy in this something-for-everyone spin on covetable warm-weather style.