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How one of the most stylish women we know stuffs 13 (!) dresses in a carry-on for hotel hopping from Lecce to Ostuni

This Ibiza-based designer shares what she packs for an easy-going (carry-on only!) trip to her favorite bohemian island

The creative director of By Malene Birger shares her packing secrets for navigating the cobblestone streets of Hydra in style

The uber chic founder of Trunk Clothiers shares his travel style logistics

The LPA creative director on her go-to comfortable lounge clothes and how she always lands “glowing”

A lesson in restraint from the founder and creative director of Hunting Season

The E.M. Reitz founder shares her most disciplined packing edit for a 5-week trip

A polished color palette and the versatility of pajama pants, from the founder of The Flair Index