Gaia Repossi, the creative director of the fabled Repossi jewelry house, founded by her great-grandfather, is known for her flawless designs. Off duty she channels her artistic sensibilities by unwinding at her favorite spot: the Benesse Art Site Naoshima—a modern complex of museums, installations, and more on Japan's "Art Island," Naoshima.

FAVORITE LUGGAGE BRAND: Louis Vuitton—Pegase Legere 55 in black (1) or Zephyr 70 in cobalt.

PACKING LIST: Books. I'm currently reading Par la Presente Je N'appartiens Plus a I'Art, by Joseph Beuys. Also a solar-panel battery charger, sunglasses, organic sunscreen, and the Ubud perfume oil from Ayurveda Apothecary (2).

TRAVEL PLAYLIST: Brightblack Morning Light's live album.

FAVORITE PLACE TO STAY: Benesse House, Oval Building (3). The rooms are very Japanese-like, but you feel you are projected into a future, the one [Pritzker Prizewinning architect] Tadao Ando envisions with a great aesthetic. It's a very visual experience.

WHAT TO WEAR: Vintage shorts from the military-surplus store Doursoux, in Paris; Charvet shirts or pajamas; Loewe linen shirt; straw hat from Capri (4); Celine leather sandals (5).

CAN'T BE MISSED: The Chichu Art Museum there's a James Turrell piece (6) where the ceiling is cut as an artwork, so you can see the sky. It's incredible.

FAVORITE STORE: The Lee Ufan Museum. They sell small editions of drawings by Lee Ufan, and very well-curated paper goods from Japan (notebooks, file holders, pens I use for drawing, etc.) that I love to draw on and take back to the office.

MUST-DOS: Read and meditate.

MUST-EAT: Tofu on the Benesse House restaurant's menu.

MUST-KNOW LOCAL RULE: "You have to be quiet. For the Japanese, being loud is considered very rude.