Hippie Playboy · Planning · Oct 19, 2026 — Jan 15, 2027
Three months following the warm coast south — a week of ADE in Amsterdam, a month living in Lisbon, a detour to Marrakesh for the film festival, December in the Algarve, and New Year's fireworks over Madeira.
The week is built around ADE — the Amsterdam Dance Event, Oct 21–25 — the biggest electronic music festival on earth, with 300+ venues turning the whole city into one dance floor. Days for the canals and the old city, nights for the music.
The city month, timed for the mildest, most golden early weeks. Basing in Santos on the riverside — trams up the hills, tiled façades, the light coming off the Tagus, and a serious late-night scene when the mood strikes.
Down for the Marrakesh International Film Festival — free public screenings out in the great square of Jemaa el-Fnaa, the whole city lifted a notch. Souks, riads, mint tea, and the Atlas mountains on the horizon.
Real, working-town Portugal just south of Lisbon, where the Arrábida hills tumble into clear turquoise coves. Some of the best seafood in the country, and dolphins in the estuary.
December on the Algarve — gold cliffs, hidden coves, and the warmest corner of mainland Portugal, saved deliberately for the worst stretch of winter.
Three months, mostly Portugal, built around one embarrassingly simple idea: go where it's warm, and keep going as it gets colder. Here's the whole plan.
