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Summer in the northern hemisphere is still fresh and new, while winter brings its own opportunities for far-flung breaks or close-to-home adventures in the south. The schools, too, are yet to empty, meaning resorts from Turkey to the Caribbean are reaching their peak heat while remaining relatively quiet.

Your next ‘crazy venture beneath the skies’, as Jack Kerouac put it, could be in the American midwest where, in June, Colorado’s skies don’t get much bigger. Start on (Kerouac fave) Larimer Street in Denver – these days home to microbreweries and boutiques – before packing a map and your hiking boots for forays into the Great Outdoors. Take on Aspen’s dizzying rush Hunter S Thompson-style before crossing the summer-only Kebler Pass for rafting, riding, hiking and biking adventures in Crested Butte. Aim to end road trips in San Francisco, too, for views of the Golden Gate Bridge rising into blue skies through a bed of fog.

The island of Crete in Greece

Head to Crete this month for warm seas and fewer crowds

Greece is a long-season destination, of course, but June gives you the best of its warm, dry heat, without the onset of selfie-sabotaging crowds. Beach parties on Mykonos get underway towards the end of the month, or there’s Crete and Halkidiki before the school-holiday crowds. Folegandros, meanwhile, is our pick for an unspoiled Aegean escape – this petite isle is scattered with mountain villages and impressive white-washed churches.

Music festivals dominate the June calendar: the Montreux Jazz festival in Geneva being the chicest; Barcelona’s electronic-dance-oriented Sonar being the coolest; and Somerset’s legendary Glastonbury being the biggest (and most bonkers).

Miami Beach, Florida

Book ahead for winter-sun escapes in Miami Beach

Savvy hotel lovers know that, come the end of the northern hemisphere’s summer, you’ll probably be craving a final hit of winter-repelling warmth. So, make sure that by the end of June you’ve booked yourself a trip for late-summer sunshine (because there are others who’ll undoubtedly have the same idea at the best hotels). Our picks? Bodrum, Puglia and Miami are our September/October choices for sun-chasers.

For more travel inspiration, explore where to go in July

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