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Destinations / Europe / Portugal / Tailor-Made Portugal: Inspiring Iberia

Tailor-Made Portugal: Inspiring Iberia

7 days, 5-star from $6,995

For seven days of beautiful landscapes, diverse cities, delectable gastronomy, and an abundance of UNESO World Heritage Sites, head to the far west of the Iberian Peninsula. On top of must-see sights ranging from medieval castles to golden beaches, Portugal is a hive of nightlife, shopping and LGBTQ+ activity, particularly in cities like Lisbon and Porto. Outside the cities, Portugal is bursting with scenic wonders like the Algarve, the Mountains of the Moon, and the Douro Valley wine region. For an added touch of comfort, Portugal’s year-round sunny weather is cooled by Atlantic Ocean breezes, resulting in warm summers and temperate winters.

While all of Portugal is a delight, your first visit to this historic nation should undoubtedly include a stay in Lisbon, where each neighbourhood has a distinct personality. Drop by the Belem district to see the famous Jeronimos Monastery, or stroll through Bairro Alto to see cobbled streets filled with partygoers after sundown. In addition to Lisbon, you need to experience the more laid-back city of Porto, where the main draws include old wineries, Baroque churches and coastal treasures. Follow our itinerary, and you’ll also stop at destinations including Sintra, Coimbra and the Douro Valley.

Portugal at a Glance

While Portugal is teeming with crowds of tourists during the months of June to August, the hot summer provides the perfect conditions for sunseekers, and plenty of off-the-beaten-path destinations offer peace and quiet. Be aware that forest fires are an annual event if you intend to brave the more remote rural areas. For slightly milder conditions and less crowd-jostling, visit from April to June or September to November. Winter may be the quietest time of the year, but many regions attract visitors from colder climates in search of the winter sun. The cold season also brings the biggest waves to beach towns like Ericeira, Nazaré and Peniche – great for surfers, less so for families with youngsters.

For the LGBTQ+ community, Portugal is one of the world’s friendliest and most welcoming destinations. Homosexual activity, same-sex marriage and same-sex adoption are legal, as is the right to change gender via a simplified process without requiring surgery. Recognition of non-binary gender is ambiguous, but the ban on LGBTQ+ discrimination is enshrined in Portugal’s Constitution. Wherever you go in Portugal, there’ll be no shortage of openly gay couples and rainbow flags displayed at gay-friendly establishments.

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Euro (EUR)

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Not needed for travellers from the US, Canada and Europe

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Best Time To Visit

March – October

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Western European Standard Time (GMT)

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Homosexual Activity


Photo: Hugo Sousa

Photo: Carlos Correia

7-day travel itinerary

By following our seven-day Portugal travel itinerary, you’ll start in Lisbon before making your way through Sintra, Coimbra, Porto and the Douro Valley. If you have more than seven days to spare, you might want to start in the Algarve on Portugal’s southern tip before venturing north.


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After a potentially long flight to Lisbon, take the first day to check in to your hotel, relax and prepare yourself for the week ahead.

Lisbon Tram


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Lisbon sightseeing

On day two, explore the diverse districts and attractions of Lisbon. Head to the Alfama Quarter to admire the oldest section of the city, complete with narrow alleys, steep streets, delicious restaurants, and lively fado bars. After shopping in Baixa, discover Saint George’s Castle in the Moorish Quarter and the magnificent Jerónimos Monastery in Belem. Do sample the delectable Pastel de Nata custard pastries from Pasties de Belem while you’re in the area.


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On day three, head to the UNESCO-listed town of Sintra, the former summer retreat of Portuguese monarchs. You'll soak up views of historic palaces, the mountaintop Capuchos Monastery, Guincho Beach, and Cape Rock. If you have time, stop by the fishing town of Cascais before following the scenic route through Estoril back to Lisbon.


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On day four, you’ll stop in the historic city of Coimbra to see Portugal’s oldest university while travelling to Porto. Before departing Coimbra, visit landmarks like the University Library and the Old Cathedral of Coimbra.


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Sightseeing and wine tasting in Porto

While exploring Porto on day five, you simply need to relax at the bars and restaurants along the Cais da Ribeira waterfront. We also suggest visiting landmarks such as the Gothic Sao Francisco Church and the 19th-century Stock Exchange before stopping at a port wine lodge for a spot of wine tasting. Spend the rest of the day soaking up the atmosphere of the city.


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Douro Valley

Home to around 600,000 acres of land under cultivation, the Douro Valley is a picturesque UNESCO-listed wine region that’s more than worthy of your full attention on day six. During your time here, you can visit the historic town of Amarente, famous for the São Gonçalo Bridge hanging above the Tâmega River and the Gonçalo Church. You can also tour a wine estate and sample port wine in Pinhão. Spend your afternoon in Régua to find out how port wine made its mark on the world.


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Depart Portugal

On day seven, you can return to Porto to either fly home or to your next destination from Francisco Sá Carneiro Airport.

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Additional recommended experiences

If you want to enhance your journey, we suggest sitting down to watch a live fado performance in one of Lisbon’s historic fado houses, such as Café Luso. Also, attend a tile-making workshop to learn about a time-honoured Portuguese craft, which combines Islamic, Chinese and European design influences. If you’re looking to spend an extra night in Porto, you won’t regret exploring the affluent coastal enclave of Foz du Douro. You might also enjoy visiting city centre attractions like Aliados Avenue, the Palacio de Cristal Gardens, Clérigos Church, and the magnificent Lello Bookshop.

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Let Us Book Your Luxury Portugal Vacation

Get in touch if you would like us to arrange your Portugal trip. Did you have a different Portugal itinerary in mind? No problem. We tailor every trip to your individual travel style and budget so just let us know what you’re looking for.


A private itinerary designed for you


Hand-selected luxury accommodation


Exclusive insider-access opportunities and inspiring sightseeing


English-speaking local guides


Airport meet and greet with private transfers

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