Jason Grant noticed an older, distinguished-looking man having dinner at a restaurant in Il Borro, Italy. Grant asked the maître d’ to pass along a message that he wanted to say hello to the man — Ferruccio Ferragamo of the luxury Italian footwear brand family.

A few minutes later, Grant and Ferragamo met. The next day, Ferragamo gave Grant a private tour of Il Borro, a 1,750-acre farm estate in the Arno Valley, which includes 100 acres and a vineyard that produces a variety of grapes. The area is a passion project for Ferragamo and his family.