Plan and book your private, tailor-made tour with vetted local experts
Timeless Portugal: Porto, Lisbon, and the Algarve trip invites curious travelers seeking authentic, tailor-made experiences to slow down in cobbled neighborhoods, share meals with locals, and find hidden viewpoints.
Let a local specialist design private tastings, small group discoveries, and coastal moments so each day reflects your interests. Ready to create trips to Portugal that feel personal and unforgettable?
| Day | Morning | Afternoon | Evening |
|---|---|---|---|
| Day 1 | |||
| Day 2 | São Bento meet; Douro scenic train Régua; N222 transfer Pinhão | ||
| Day 3 | Private wine producer tour, olive oil tasting, scenic return drive | ||
| Day 4 | Exploring Alfama's winding lanes, tram rides, riverside cafés | ||
| Day 5 | Bairro Alto nightlife; miradouro beer; Cacilhas seafood and vinho verde | ||
| Day 6 | Pena Palace, Sintra historic center, Sintra National Palace | Roca Cape drive; Guincho Beach; Boca do Inferno; Cascais walk | |
| Day 7 | Transfer to Lisbon bus station; 4-hour scenic drive to Algarve | Wandering cobbled streets, exploring historic center, cliffs, beaches, boat trips | |
| Day 8 | Winery tasting, vineyard tour, countryside drive, Silves stroll | ||
| Day 9 | |||
| Day 10 | |||
| Day 11 | Private airport transfer, luggage assistance; espresso or short walk |
Arrive in Porto and transfer to your hotel, kicking off your travel to Portugal with a deep dive into local culture, architecture, and, of course, Port wine. Join a guided walking tour through the UNESCO-listed historic center, stopping at landmarks like Clérigos Tower, Lello Bookshop, Aliados Avenue, Sé Cathedral, and São Bento Train Station.
Stroll down Cândido dos Reis and Galerias Paris streets, pause in Gomes Teixeira Square, take in the view from Vitória viewpoint, and explore Infante D. Henrique and Ribeira squares.
There’s time built in to meet local artisans, sample regional bites, and snap photos of Porto’s riverfront charm.


Meet at São Bento Station, Porto, for a scenic train along the Douro Line to Régua, then a guided transfer along the N222 to Pinhão. Board a traditional Rabelo for a one-hour cruise from Pinhão to Romaneira and back, visit a Quinta for Moscatel tasting with the Quinta's enologists, and enjoy a typical Duriense lunch cooked in iron pots.
Transfer to Favaios to explore the Bread and Wine Museum and the Favaios Bakery before returning to Porto.

Be picked up in a minivan (up to eight passengers) from Porto for a tailor-made, authentic Douro Valley exploration, an essential highlight in any well-planned Portugal itinerary. Visit Croft Vineyards to learn about winemaking, enjoy a Port tasting paired with Portuguese cheeses, and glide along the Douro River on a one-hour boat trip from Pinhão.
Stop for lunch at a typical local restaurant with meat, fish, and vegetarian options. In the afternoon, meet a small table wine producer for a private tour and olive oil tasting, then return to Porto via a scenic road with panoramic valley views.

A private transfer takes you to the station for a first-class train from Porto to Lisbon. The journey lasts about three hours, offering scenic views, attentive service, and relaxed comfort on this tailor-made Portugal trip.
On arrival, a private transfer brings you to your hotel. Spend the afternoon exploring Alfama's winding lanes, taking an iconic tram, or savoring riverside cafés.


Tips from Sara
Portugal Travel Expert

In Lisbon, skip Time Out Market at peak hours and head to Mercado de Campo de Ourique instead. It’s local, less crowded, and you’ll still get great food without the Instagram queues.
Meet your local guide at Martim Moniz and dive into Mouraria’s multicultural streets, home to hidden bakeries, street art, and classic tiled buildings. Along the way, taste pastel de nata, a strong espresso, Portuguese cheeses, homemade marmalade, and a glass of Port as you explore Rossio, the neo-Gothic Rossio train station, Chiado, and Bairro Alto. The tour wraps up at a scenic miradouro with a cold Portuguese beer in hand.
If you’re planning a trip to Portugal that’s all about food, culture, and authentic experiences, this one delivers. Cross the Tagus by ferry to Cacilhas for fresh seafood, crisp vinho verde, and laid-back south bank views, a local side of Lisbon most visitors miss.

This small-group day tour to Sintra takes you through one of the best places to visit in Portugal. Wander the fairy-tale Pena National Palace, a 19th-century Romantic masterpiece, then stroll Sintra’s historic center and explore the Sintra National Palace at your own pace. This tailored Portugal trip blends local insight with free time for boutique shopping and pastry stops.
After lunch, drive through Sintra Natural Park to the dramatic cliffs of Cabo da Roca, the westernmost point of continental Europe. Continue along the Atlantic coast with a stop at Guincho Beach, pass the sea-carved cliffs of Boca do Inferno, and wrap up with a relaxed walk along Cascais Bay.

After breakfast, your private driver will take you to Lisbon's bus station for a scenic 4-hour ride to the Algarve and Lagos. Relax and enjoy coastal and countryside views on your Portugal trip.
On arrival, your private driver will bring you to the hotel. Spend the afternoon wandering Lagos' cobbled streets, historic center, dramatic cliffs, and golden beaches. Choose from tailor-made suggestions for fresh seafood, boat trips to sea caves, and intimate local experiences.

Relax on a four-hour small group minivan tour to a local Algarve winery for an intimate tasting of three exceptional regional wines paired with a tapas plate of cheese and sausages. Visit the production and wooden barrel rooms and learn about local winemaking.
Return through the Algarve countryside to see oranges, ancient cork trees, and historic villages. Enjoy free time to stroll Silves' cobbled streets and its Moorish castle before returning to Lagos.

From your base in Lagos, take a small group, tailor-made outing to the fishing village of Sagres. Explore Sagres Fortress perched on the cliffs and soak up dramatic Atlantic views that define this Algarve stretch.
Continue to Cape St. Vincent, the southwestern tip of Europe, to see the lighthouse and the meeting of the Mediterranean and Atlantic. On the return, stop at Beliche Fortress for more breathtaking cliffside panoramas. Perfect for travelers on a Portugal trip seeking authentic coastal scenery and local history.

Enjoy a day of tailor-made relaxation along the stunning beaches around Lagos. Walk 25 minutes from the city center to Praia de Dona Ana, explore Praia do Camilo a little further, or stretch out on Meia Praia's 4 km sands.
Choose sunbathing, swimming, or a coastal hike. Visit Barragem de Bravura north of Lagos for tranquil views, then take a boat or kayak around Ponta da Piedade to see caves, cliffs, and the crystal clear waters of Lagos Bay.

On your final morning of this Portugal trip, a private driver will transfer you to the airport of your choice, Lisbon or Faro, with luggage assistance and flexible timing to suit your flight.
Before you go, enjoy a last espresso or a short walk to soak in the light and memories from this tailor-made Portugal trip. We look forward to creating your next authentic, custom journey.
