A 14-Day Private Portugal Itinerary
Two weeks is the itinerary we compose for travellers who want the whole country — Lisbon and its south, the Alentejo plains, the wild Costa Vicentina and, if it fits, the north. It's the trip most people wish they'd booked the first time.
14 days · North → Centre → South
The rhythm of the journey
Your designer swaps, stretches or removes days so the pace fits your group. Nothing below is a package — every day already exists in our real Signature catalog.
- Days 1–3 · Lisbon · Sintra · Arrábida
The Lisbon triangle — city, forest, wine coast.
A soft arrival, one private Sintra day, and one day south of the bridge in the Arrábida wine country. By day four you understand why people fall for Lisbon.
- Days 4–5 · Alentejo · Évora
Évora and the marble villages.
Two nights in Évora — Roman ruins, cork-oak drives, and dinner at a table your designer has eaten at. A vinho de talha morning outside the city on day five.
- Days 6–7 · Costa Vicentina
The wild southwest coast — cliffs, empty beaches, fishing villages.
Two nights on the Costa Vicentina. Porto Covo, Vila Nova de Milfontes, Odeceixe — the Atlantic coast most trips never see. Slow, cinematic, and easy on the phone.
- Day 8 · Comporta · Tróia
Back north through Comporta.
Rice fields and pine forest on the drive back up. Lunch in Comporta, a walk on the beach, a night in Tróia or a quiet quinta on the estuary.
- Days 9–10 · Centro · Tomar · Coimbra
The Centro — Templar heritage and a university city.
The Convento de Cristo in Tomar, a slow lunch by the Mondego in Coimbra, and — if the season is right — a fado alma at a small tasca in the old town.
- Days 11–13 · Porto · Douro
Porto and the Douro Valley.
Two nights in Porto for the city, one night at a wine quinta in the Douro. This is the leg the Travel Designer builds most carefully — the good places book out first.
- Day 14 · Lisbon · Departure
Fly home from Lisbon.
A short domestic hop from Porto to Lisbon, a last coffee, and out. Two weeks is exactly enough to want to come back.
Fourteen days is our most-requested multi-day journey. Your Travel Designer decides where to slow down and where to skip — some travellers cut the north for more Alentejo, others do the opposite. The itinerary is a shape; the days are yours.
Signature days your designer draws from
About this itinerary
- Is 14 days too long for Portugal?
- No — Portugal is a small country with very different regions. Two weeks lets you go deep in both the south and the north without a rushed schedule. Shorter trips inevitably skip either the Alentejo or the Douro.
- How much does a 14-day private Portugal trip cost?
- It varies with hotel category, group size, and how many days are chauffeured versus self-drive. Your Travel Designer shares a realistic budget range on the first call — no obligation.
- Can we adjust the itinerary once we're travelling?
- Yes — because everything is private, the itinerary flexes day-by-day. Your designer stays reachable throughout the trip.
Compose the real days with a designer
The itinerary above is a shape. Your Travel Designer builds the real one — hotels, timings, tables — around your rhythm.



