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Photographer Stephen Ringer and his wife return to some of their most beloved, romantic places in Italy… with a two-year-old in tow. First stop: Rome, then on to La Posta Vecchia on the coast, ending at Corte della Maestà in the countryside.

From hide-and-seek in the Belvedere gardens and butterflies inside an Art Nouveau greenhouse, to carriage rides through the Old Town and watching the famous Lipizzaner horses, Vienna is a magical city for kids.

Since becoming a mother two years ago, With Nothing Underneath founder Pip Durell has rediscovered London at a slower, more observant pace: one marked by playgrounds, buggy-friendly cafés, ice cream stops and parks where toddlers can chase pigeons.

From road trips through southern Morocco to exploring the calanques in Mallorca, photographer Olivia Thébaut approaches family travel with curiosity and calm adaptability.

Lifelong Parisian and mother of two, Voyageurs du Monde creative director Faustine Poidevin-Gros maps the city at a child’s scale—hidden gardens and ice cream parlors, small museums that hold their attention, plus the practical intel that makes it all work.

From the secret subway station beneath City Hall to the Met’s kid-sized period rooms, old-school toy shops and children’s bookstores, and the date night spots worth calling the babysitter for.

In the endless quest for the family beach getaway that’s easy yet tasteful, designer Naina Shah combined two very different stays on the Yucatán coast: one social and polished, the other slower and more elemental.

From annual 10-hour flights to Greece with twins to dinners in Madrid that stretch well past bedtime, Ali Alquiza Klidonas brings her hard-won expertise to our family travel column.

Looking for an adventure over New Year’s, Hannah Bronfman and her family headed to the low-key island of Bequia. The kind of place where kids can run around on the beach while parents supervise from a distance during long, toes-in-the-sand lunches, and happy hour means rum and Cokes set to a soundtrack of soca music.