This 8-day luxury Portugal itinerary pairs the tiled energy of Lisbon with the slow, soulful beauty of the Alentejo — Portugal’s wine country of cork forests, marble villages and near-empty beaches. It is designed for travellers who want culture and craft without the crowds, staying in characterful townhouses and boutique wine estates throughout.
Like every Azul journey, this is a starting point rather than a fixed package: we tailor the pace, the hotels and the experiences entirely around you.
Settle into a design-led townhouse in the heart of the old city. Explore Alfama’s tiled lanes and miradouros with a private guide, ride the vintage Tram 28, and end the evening at an intimate fado house. A pastéis de nata masterclass and a food-and-wine walk bring the city’s flavours to life.
A day among the mist-wreathed palaces of Sintra — the technicolour Pena Palace, the romantic gardens of Monserrate and the mysterious Quinta da Regaleira — before dinner back in Lisbon.
Drive east into the golden Alentejo, stopping at cork forests and hilltop villages along the way. In Évora, a UNESCO World Heritage city, explore the Roman Temple and the extraordinary Chapel of Bones with a local historian.
A slow day among the vines: private tastings at family wineries, a long lunch beneath the olive trees, and time to simply do nothing at your boutique herdade (wine estate).
Discover the marble villages of Estremoz and Vila Viçosa, and the prehistoric standing stones of the Almendres Cromlech — older than Stonehenge — before a starlit dinner under the vast Alentejo sky.
End on the coast at Comporta, an hour south of Lisbon: rice paddies, umbrella pines and some of Europe’s most understated beaches. Barefoot luxury, seafood lunches and a final sunset before your flight home.