8-Day Tailored Tour of Portugal - Lisbon & Heritage
We would love to share a tailored 8-day journey through Portugal, designed around your interest in the lisbon region while keeping our most loved Portuguese highlights at its heart. Booked by hundreds of travellers and consistently rated outstanding, this private Mercedes-Benz journey balances iconic cities, hidden gems, and authentic cultural experiences. As we're just getting to know your travel preferences, we've put together this signature itinerary as a starting point to inspire your journey. This is, of course, fully flexible. We'd love to hear what excites you most, and we can tailor every detail to match your interests, pace, and style.
Day by day
- Day 1 — Arrival in Lisbon, Welcome to Portugal
Upon arrival at Lisbon Airport, guests are welcomed by their private driver and transferred into the city for a calm first impression of Portugal's capital. The day is intentionally light: time to settle in, enjoy the Tagus riverside atmosphere, and ease into Lisbon's historic neighbourhoods. - Day 2 — Lisbon Highlights: Belém, Alfama & the Old City
A full Lisbon day focused on the capital's essential districts, from the maritime heritage of Belém to the atmospheric lanes of Alfama. Guests explore landmarks such as Jerónimos Monastery, Belém Tower, and the historic old city, with time for Pastéis de Belém and viewpoints over Lisbon's terracotta rooftops. - Day 3 — Sintra, Cabo da Roca & Cascais Coast
A full day across Sintra's lush, romantic hills and the wild Atlantic coast. We drive through the Sintra-Cascais Natural Park, visit the iconic Pena Palace, wander Sintra's historic village, and continue to Cabo da Roca where Europe meets the Atlantic. The day closes along the coastal road via the old fisherman village of Cascais and Estoril, before returning to Lisbon for the night. - Day 4 — Évora, Monsaraz & Alentejo Wine Country
A journey into the Alentejo reveals whitewashed towns, ancient heritage, and open countryside. Guests explore Évora's Roman Temple, Chapel of Bones, and historic centre, continue toward Monsaraz for sweeping views over the plains, and enjoy a local Alentejo wine tasting before returning to Lisbon. - Day 5 — The Knights Templar Trail: Tomar & Almourol Castle
This day follows Portugal's Templar legacy through central Portugal, combining river scenery, medieval stories, and one of the country's most symbolic fortified landscapes. Guests visit Tomar and the Convent of Christ, with time to admire Almourol Castle's dramatic setting before returning to Lisbon. - Day 6 — Free Day at Leisure in Lisbon
A deliberately slower day in Lisbon gives guests time to rest, revisit favourite neighbourhoods, shop, enjoy a long lunch, or add optional experiences according to their interests. The day remains based in Lisbon and is kept flexible. - Day 7 — Departure from Lisbon
The final service of the journey: a private transfer to Lisbon Airport at the requested time, closing the trip with a smooth send-off.