About a 25-mile drive southeast of Siena in the rolling hills of Tuscany’s Crete Senesi region, San Giovanni d'Asso is home to just a few hundred people. The highlight is the 12th-century castle, which now houses town offices. Directly opposite the castle is Villa San Giovanni, complete with a hanging garden, which is rentable by the week. The town is home to two lovely old churches, San Giovanni Battista and San Pietro in Villore. Every November, San Giovanni d'Asso holds a Truffle Festival.

Mainstream tourists haven’t discovered San Vito lo Capo yet—so if you’re looking for a low-key, authentic Italian beach break, now’s the time to book your trip to this seaside Sicilian town. The weather is best in the summer months, but foodies might want to wait till September, when San Vito lo Capo hosts its annual Couscous Festival.

From Shoreditch’s swaggering style to Camden’s punky vibe and chic Portobello Road, London is many worlds in one. The city’s energy means that no two days are the same. Explore royal or historic sites, tick off landmarks from your bucket list, eat and drink in exclusive Michelin-starred restaurants, enjoy a pint in a traditional pub, or get lost down winding cobbled streets and see what you stumble across – when it comes to London, the possibilities are endless.

The first time you go to New York, go ahead and be a sight-seer—everyone should visit the Statue of Liberty, the Met, Times Square, etc. But on a return trip, pick a neighbourhood and go deep. You’ll find hole-in-the-wall bars, great delis, quirky shops… exploring the non-touristy side of New York is an incredibly rewarding experience for a traveller.