This story first appeared in the May 16 issue of The Hollywood Reporter magazine.
1. Sporty jacket
Hailwood cotton coat by Burberry London (perfect for rainy days); $1,695, Burberry
3. Tech case
Double-stripe leather iPad case by Tod's; $365, at Tod's boutiques, 800-457-8637
Window-pane check travel-size umbrella by Brooks Brothers; $65.
5. Portable headphones
Lightweight P3 foldable headphones with hard case for travel by Bowers & Wilkins; $200, Mr. Porter.
6. Suede belt
Tan belt by Tod's; $295, at Tod's boutiques, 800-457-8637
7. Travel tote
Linen and leather Melrose bag by Tumi; $395.
Plastic Randall shades in Chameleon (tortoise/green) by Moscot; $295, at Moscot shops and online.
9. Casual pants
Slim-fit cotton trousers by Ermenegildo Zegna; $445, at Ermenegildo Zegna boutiques
10. Penny loafer
Yacht-ready rubber-sole leather shoes by Tod's; $575, at Tod's boutiques, 800-457-8637
Ultra-lightweight steel alloy 55cm case with 360-degree wheels and retractable handle by Rimowa; $850, Mr. Porter.