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Collection

This is a WeRoad Collection

A trip designed for ultimate comfort, with specially selected hotels and unique experiences.

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Party and nightlife
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Monuments and history
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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.

A map of Portugal showing a travel route starting in Porto and ending in Lisbon.
A panoramic view of a riverside city with a large metal bridge and colorful buildings illuminated by the golden light of sunset.

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!

A person stands on a sidewalk next to a traffic light in front of a large wall covered with intricate blue and white tiles.
Traditional boats float on a river next to a bustling waterfront lined with colorful, historic buildings under a clear blue sky.
A dense cityscape of colorful buildings on a hill, illuminated at dusk with reflections on the river in the foreground.

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!

Terraced vineyards cover rolling green hills next to a curving river under a bright blue sky.
A row of grapevines on a terraced hillside overlooking a wide river flowing through a valley.

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!

A narrow city street with a bright pink road passing under a stone archway between colorful yellow and blue buildings.

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.

A yellow funicular tram on tracks in the middle of a narrow, steep cobblestone street between buildings.
An ornate, white stone fortress with turrets sits in calm water, accessed by a narrow wooden bridge under a clear blue sky.
A low-angle close-up of sculpted historical figures on a large stone monument against a clear blue sky.

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.

A colorful castle with yellow and red towers, viewed from its stone ramparts where people are walking under a cloudy sky.
A WeRoad group trip walks on a grassy cliff overlooking the ocean, with a white and red lighthouse visible on the hilltop.

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!

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!

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

Round-trip flights to and from the destination
  • 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.

  • N/A

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Additional info

Learn more about accommodation, transport, and other useful travel information.
  • Transport
    First-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

Our Group Leaders are chosen because they’re people just like you: passionate travelers who share the experience authentically, while having the skills to take care of the organisation, and help you get the most out of every moment of the trip.

Find your flight

For this trip, we recommend arriving and departing from these airports.

ArrivalPorto (OPO)
ReturnLisbon (LIS)
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FAQs – Frequently Asked Questions

About this trip

About WeRoad

About Portugal

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