13 days tailor made from $5,330 pp
From $5,330 pp
At a glance
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Don't forget that all of our itineraries are totally customized and so this is just an idea of what we can build for you.
Experience Portugal by exploring it’s two most famous cities, Lisbon and Porto.
Rebuilt after the devastating 1755 earthquake, Lisbon emerged as one of Europe’s most livable capitals. The city’s neighborhoods each tell different stories: medieval Alfama with its fado houses where Portugal’s signature music was born in the 1820s, party-central Bairro Alto, and maritime Belém where Portuguese explorers once planned their world-changing voyages.
Fado music captures Lisbon perfectly. This haunting style expresses saudade and hearing it in an authentic casa de fado connects you directly to Portuguese culture.
Porto built its reputation on trade and hasn’t forgotten it. The Romans called it Portus Cale, giving Portugal its name, and that practical spirit lives on. The UNESCO-listed Ribeira district’s narrow medieval streets lead to the Douro River, where port wine caves hold vintages dating back centuries.
Port wine itself started by accident – 18th-century British merchants added brandy to preserve wine for the journey home, creating one of the world’s great fortified wines. The azulejo tiles covering Porto’s buildings aren’t just beautiful; they’re practical weather protection that doubles as storytelling art.
The Perfect Pairing
The three-hour train ride between them reveals changing Portuguese landscapes, but the real journey happens within each city. Lisbon’s international energy balances Porto’s regional pride. Both cities welcome LGBTQ+ travelers with genuine warmth, offering vibrant scenes alongside centuries of history.
This two-city combination works because it tells Portugal’s complete urban story – from maritime empire to modern European nation – in two great cities.
In detail
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Don't forget that most of our itineraries can be totally customized. Our expert team will be able to talk you through all the options.
Day 1: Lisbon
When you arrive at the airport your driver will meet you and take you to your hotel. Once you’ve settled in you’ll be heading out to enjoy dinner at Adega Machado in the Bairro Alto district. Here you’ll discover Portugal’s great tradition of Fado music.
Day 2: Lisbon
Today you’ll embark on a guided walking tour of Lisbon. You’ll stroll through Praca do Comercio, Lisbon’s most iconic square. You’ll visit both the National Palace and the Gardens of Queluz – a remarkable example of the harmonious link between landscape and palatial architecture in Portugal.
At the Av Fontes pereira de Melo you’ll see the most photographed street art in Lisbon.
In the evening, dine at La Brasserie de L’Entrecote; a one of a kind restaurant inspired by the famous Cafe de Paris in Geneva.
Day 3: Lisbon
Wake up bright and early and take a half hour train ride to Sintra, a beautiful small town. Here you’ll find a lot of striking architecture.
Although Sintra is small it boasts considerable cultural riches. You’ll want to visit the ancient walls of the Castelo dos Mouros, a castle built by the Moors around a thousand years ago. At the Palacio Nacional, you’ll discover a stunning residence inhabited by Portugal’s aristocracy during the golden age of exploration.
After a traditional Portuguese dinner you’ll return to Lisbon.
Day 4: Porto
Take an early morning train to Porto. As its name suggests, Porto is a city known for its Port. When you arrive at the station your driver will meet you and transfer you to your hotel.
You can explore the city at your own pace. You’ll no doubt want to visit Cais da Ribeira – a pier with lovely views and plenty of bars and restaurants. This would be a good time to sample some of the city’s famous port.
Day 5: Porto
Take a trip to Ribeira Square, a UNESCO World Heritage Site. Visit the Igreja do Carmo, a historic church that showcases Portugal’s unique tile art. Then, take a boat across the river for a tour of Porto’s famous port caves.
Day 6: Porto
Head to the Vinicola Ramos Pinto winery for a tour of the vineyard and a wine and port tasting session. You may wish to purchase a bottle or two to take home.
If you have the time visit Farol Molhe do Douro. You’ll be greeted with beautiful views of the sea meeting the river, offering a quite reprieve from city life.
In the evening, head to A Bolina, a riverside restaurant serving traditional tapas.
Day 7: Departure
Once you’ve done some last minute shopping your driver will transfer you to the airport for your return flight.
Other Suggested Trips
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Our itineraries are here to inspire you. Everything we do is tailor-made so our team of luxury travel experts will customize an itinerary for you.
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