Tired of the traffic jams on the Montauk Highway or freezing under a swanky blanket at Malibu’s top eateries? Consider the Italian islands of Capri and Sicily but first, go via Rome for a large dash of old-fashioned glamour. A great vacation is about rich experiences gathered in a short amount of time. It is also about sharing inside information.  No true A-lister has the time or patience for a D-list meal, a C hotel room or B cultural experience.  Exploring the old and curating the interesting, the new and the off–the-beaten path is what insiders want.

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