Portugal Collection: Porto, Douro Valley Cruise & Fado Nights in Lisbon




This is a WeRoad Collection
A trip designed for ultimate comfort, with specially selected hotels and unique experiences.
Itinerary
Porto and Lisbon stare each other down from opposite ends of Portugal, connected by a first-class train ride. Eight days, just two bases, 4-star hotels in the center: time to actually experience these cities, among azulejos, hills, wine and that cheerful melancholy called saudade.
In Porto we head down to the Ribeira, up the Clérigos Tower, into the Lello bookstore and through the cellars of Vila Nova de Gaia. A full day goes to the Douro Valley, a UNESCO World Heritage site: a historic quinta, lunch in the vineyards and a river cruise. In Lisbon, it's live Fado in Alfama, Tram 28, Belém with the Jerónimos Monastery and pastéis de nata, then Sintra with the Palácio da Pena and Cabo da Roca, the westernmost point in Europe. The final day? LX Factory, Time Out Market and a night out in Bairro Alto.


Hello Porto! The city that cascades down to the river
First francesinha
We arrive in Porto and notice it right away: it's all downhill, all the way to the Douro.
The city tumbles toward the river past iconic azulejos facades and laundry drying in the windows.
Hotel check-in for three nights, no packing and unpacking required, then our first stroll to the Ribeira, the UNESCO-listed riverfront, with the Dom Luís I bridge above us.
Dinner on night one has a single mission: the francesinha, a sandwich with three types of meat buried under melted cheese and beer sauce. Light? Not exactly. Perfect!

Porto on foot: Clérigos, Lello, and the Gaia cellars
Twenty thousand azulejos
Porto is best explored on foot, and today we do it with a guide who knows exactly where to look.
We climb the Clérigos Tower for a 360-degree view and step into Livraria Lello, with a red staircase practically made to be photographed.
At São Bento station, twenty thousand blue tiles tell the story of Portugal on the walls of the lobby.
In the afternoon we walk across the bridge to Vila Nova de Gaia: a historic Porto wine cellar, where Port wine ages in barrels the size of rooms, and a tasting of three wines. Tawny, ruby, vintage: you'll really taste the difference!

Douro Valley: the historic quinta and the cruise
Terraced vineyards
Day trip to the Douro Valley, an hour and a half inland: this is our WOW experience.
It's the world's oldest demarcated wine region: the terraces cascade to the river like giant, hand-carved steps in the schist, shifting colors with the seasons.
We visit a historic quinta and have lunch among the vines with a river view.
In the afternoon, a one-hour boat cruise shows just how steep those hills are. Centuries to build, and you can tell!

By train to Lisbon, and fado in Alfama at night
Changing cities
A relaxed breakfast, then off to the station: three hours on a first-class train to Lisbon, with Portugal rolling by outside the window.
We arrive in the early afternoon and settle into Chiado for four nights, right in the heart of the city.
First stroll up and down the seven hills: flat streets don't exist in Lisbon!
In the evening, dinner with live Fado in Alfama, the oldest district. Two guitars, one voice and a word that defies translation: saudade. Stop talking, just listen.

Tram 28, Belém, and freshly baked pastéis
Classic Lisbon
We kick off with the iconic yellow Tram 28, climbing through the narrow alleys and brushing against the walls.
This isn't just for tourists: it's how the locals actually get to work.
Next up, Belém, the district of discoveries: the Jerónimos Monastery with its Manueline cloister and the tower in the middle of the Tagus.
Right next door, the bakery serving pastéis de nata since 1837 with the original monks' recipe. Piping hot, with cinnamon on top: who stops at just one?
Free afternoon.

Sintra, the Palácio da Pena, and Cabo da Roca
The westernmost point of Europe
Just forty minutes from Lisbon lies a place that looks straight out of a picture book.
Sintra is a hill wrapped in mist and filled with absurd palaces.
The most absurd is the Palácio da Pena: yellow, red and blue, with turrets and battlements placed there by a romantic king who wanted a fairytale castle and simply built it.
In the afternoon we head down to Cabo da Roca, the cliff where Europe ends: a monument with a quote from Camões, "where the land ends and the sea begins", and a one-hundred-and-forty-meter drop beneath your feet!
LX Factory, Time Out Market, and Bairro Alto
Lisbon, take it easy
The last full day is when we finally stop chasing monuments.
Morning at LX Factory, an old textile factory under the 25 de Abril bridge, now a hub of bookstores, design studios and cafes.
Lunch at Time Out Market, a covered market where the city's best chefs each have their own stall: thirty kitchens, one long table and the impossible task of choosing.
Free afternoon, then our final group dinner in Bairro Alto, where the streets are already buzzing by 9 PM. Cheers!
See you soon, Portugal!
Heading back from Lisbon
One last breakfast and one last miradouro before the airport: in Lisbon, the only way to say goodbye is from a viewpoint.
Eight days, two cities, a valley full of vineyards and a number of pastéis we're better off not counting.
Até já: it doesn't mean goodbye, it means see you soon.
What's included
7 nights in 4-star hotels in Porto and Lisbon
All breakfasts
Welcome dinner on day 1, dinner with live Fado on day 4, and a group dinner on day 7
First-class train from Porto to Lisbon on day 4
Porto guided tour, including entry to the Clérigos Tower on Day 2
Medical and baggage insurance - (coverage limits by destination country/region - €10,000 Italy, €20,000 Europe, €30,000 World, €50,000 USA/Canada)
What's not included
- Airport transfers
- Food and beverages when not specified
- All that is not mentioned in "what's included"
Optional activities
Please see below extra optional activities that you can experience during your trip. Your Group Leader will be happy to assist with organizing these activities for the group. Availability may vary depending on location and group preferences.
Please note these activities are provided by third party suppliers and liability rests exclusively with these third party suppliers.
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Additional info
- TransportFirst-class train between Porto and Lisbon, private van for your out-of-town excursions, and public transport to zip around the city.
- Documents
You'll just need a valid ID card for travel or a passport. No visa required, since Portugal is in the European Union.
- Physical rating
Low. You'll be doing quite a bit of walking, and since both Porto and Lisbon are built on hills, you'll just need a pair of comfy shoes. That's it!
- Meeting point and goodbyes
We'll meet up on Day 1 at Francisco Sá Carneiro Airport in Porto. The adventure wraps up on Day 8 in Lisbon.
- Info on private roomsShow all details
Why WeRoad
Small groups, on average 11 people
Move or change your trip for free up to 31 days before departure
Book with $ 0. Pay the $ 100 deposit only once the trip is confirmed
The Group Leaders
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