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Hiking vacations, road trips & tailormade tours to Portugal


Easy going and easy on the eye, with layers and layers of history beneath your feet and all around you. Portugal’s capital really is an enchanting city, full of discoveries at every turn...

Portugal lisbon baixa praça tramways c diego
Trams have been trundling through Lisbon for 150 years

From the trams descending hilly, winding streets, to the grandeur of views over the red roofs, to the imposing Castelo de Sao Jorge looming over it all, Lisbon is a place which lends itself to lengthy wandering.

Doing a good part of that wandering in the right company is what gives you a bit of understanding of and a connection with local Lisbon to go along with all your pretty photos.

Lisbon is very much a city to be explored on foot, at least if you’re spending the bulk of your time within the compact ‘bairros’ of Alfama, Castelo, Chiado, Baixo and Bairro Alto. It’s all very easy on the eye, but we wouldn’t be doing our job if that’s as far as it went for you.

Fortunately, there’s a few people we know and entrust to wander around their home city with you and open up doors you wouldn’t even know existed...

Portugal lisbon belem pasteis de nata c diego
Portugal lisbon tile museum azulejo restaurant c diego

Yes they’ll show you the famous view from the viewpoint in Chiado, but they might also take you back into the quiet streets to show you their favourite local shop, stop for a coffee at a small neighbourhood café or explain the tile tradition of Portugal in front of an old house. It’s all very fluid and very tailored to you. Ask them a question and they’ll happily discuss the cost of living in the city and the pressure of tourism over housing prices, or a comment about the political situation.

That, all of that and who knows what else, is all part of the ever-evolving fabric of Lisbon.

Portugal lisbon alfama colorful houses c diego
Portugal lisbon belem discoveries monument family c diego

You won’t be able to visit Lisbon, particularly in the Alfama, without coming across mention of the fado, which is often casually referred to as, ‘Portuguese Flamenco.’ Not, it should be said, that many Portuguese would care for it to be described that way! Traditional fado conveys mourning and longing, or saudade, a feeling of loss often associated with the sea or the struggles of the poor. Its origins may stretch back centuries, though its history can only be traced to the 1800s.

Portugal lisbon fado show

One thing it does share with flamenco (as well as tango and samba) is that you can choose from a wide array of venues offering an evening show and dinner. Like those other emblematic genres, the quality varies widely, and it’s not hard to see a poor one.

However, there are some very good places which offer a genuine cultural experience - fado is still taken very seriously indeed by many locals. It can be undeniably moving to experience the strains of a traditional 12-stringed guitar guitarra Portuguesa and the sultry voices of the city’s best fadistas.

Your Vacation Guide will tell all.

How to visit Lisbon with Pura Aventura
Spending a couple of nights in Lisbon is one thing, contrasting the busy city streets with the peaceful scattered cork oaks, olive groves and hilltop fortresses of the countryside is quite another. Flying in and out of the city is convenient and quick, approaching it largely on foot along the wild coastlines and fishermen trails of the Atlantic coast is something very different indeed. That’s why we often appended Lisbon to a week or so in Alentejo, from the Spanish border across to the coast and up to the capital. If you’re a keen walker then you can do just that on our self-guided Inn to Inn walking vacation. Otherwise we have self-drive routes to which we can happily add in the vineyards and terraced hills of the north, or perhaps have you hop over the border into Andalucía and back. Whatever takes your fancy, please do let us know.

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Great Road Trips: Portugal from Porto to Lisbon

  • £3,845 pp
  • 23 days
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Portugal lisbon tram chris bladon

Great Road Trips: Southern Spain & Portugal

  • £3,840 pp
  • 22 days