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Two months in Japan with a three-year-old sounds ambitious. But turns out a country famous for formality has endless patience for a toddler.

Every year, Lorenzo Sodi packs seven children, a mountain of beach gear, and the family car onto a ferry bound for Sardinia. Over six summers exploring the island’s more low-key eastern coast, they’ve perfected the routine.

Can a holiday with small children actually feel like a holiday? At this new family-only retreat in the Italian Dolomites, Lucy Scovell discovers a place designed for exactly that.

Devin Kirk has been taking his son Harry along on his travels since he was eight months old, from antique-buying trips in France to Jamaica and the Chateau Marmont. Over the years, he’s learned the value of returning to the same place (annual escapes to Biarritz), along with how to get a kid’s zoomies out…

Looking to show her young daughters a slower, more elemental way of living, Faustine Poidevin-Gros headed to the Black Mountains of Wales in search of folklore, fresh air, and old-world magic. Staying in a beautifully restored Victorian mill in Abvergavenny straight out of a children’s book, they spent their days hiking the hills of Brecon…

When Yolanda’s daughter was little she always brought a “friend” along on her travels, and Clara’s dad documented the imaginative nightly scenes that housekeeping created by tucking her stuffed animals into bed—in hotels from Mexico to Milan.

Returning to the American Southwest 35 years after her own childhood road trip, Emma Flanders retraces the route with her father and son through Zion, Bryce, Monument Valley and the Grand Canyon.

Gioconda Scott grew up roaming the grounds of Trasierra, the soulful Andalusian hideaway her mother transformed from a family home into one of Spain’s most beloved hotels. Recently, the chef re-created that same sense of magic at Al Moudira in Luxor, where she opened a farm-to-table restaurant while her own children spent their days riding…

Zakynthos may have a bit of a party reputation (and a beautiful beach that keeps breaking Instagram), but Cameron Curtis and her family discovered a very different, family-friendly side to the island.