Why you should go: For the opportunity to experience an intimate Tuscan cooking class (max: six guests) with Michelin-starred chef Katia Maccari. You'll do this and more at Villa Il Patriarca, a 4-star villa immersed in the cypress-dotted countryside halfway between Florence and Rome. Here, you'll stay in the villa's best suite and enjoy daily breakfast and multicourse meals at the two on-site restaurants. One, the gourmet I Salotti, has long been recommended by Michelin.

Members only: Two guests can spend three nights in a suite—the villa's largest and most desirable room type, five categories above its standard double room—for $1398. This exclusive upgrade costs an extra $600 for non-members.