Luxury Luxury Portugal Tour: Porto, Douro Valley, Sintra, Lisbon & Alentejo vacations

Luxury Portugal Tour: Porto, Douro Valley, Sintra, Lisbon & Alentejo

12 days From $10,680 pp

At a glance

? 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.

This isn’t your typical Portugal trip. From the moment you land in Porto, everything shifts up a gear. Expect private transfers, world-class hotels, and access to experiences most travelers never see.

The Douro Valley delivers on its reputation as the world’s oldest wine region, but you’ll experience it from Six Senses Douro Valley, where vineyard views stretch endlessly and the spa treatments actually live up to the hype. The wine tastings here go beyond the usual tourist offerings – you’re meeting the people who make these wines and understanding what sets this region apart.

Sintra changes the pace entirely. The fairy-tale palaces are real, and staying at Tivoli Palácio de Seteais means you’re living in one. This 18th-century palace turned hotel sits perfectly positioned for exploring Portugal’s most romantic town without the day-trip crowds.

Lisbon shows its range, from Belém’s serious maritime history to neighborhoods where locals still outnumber tourists. The private Tagus River cruise at sunset give you a an unbeatable view of the city.

The Alentejo region closes out the trip with a completely different energy. São Lourenço do Barrocal represents Portuguese luxury done right. Biking through their vineyards, tasting wines made on property, and using their private observatory puts you squarely in “how is this real life” territory.

In detail

? 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: Arrive in Porto – Settle into Portugal’s Second City

Your journey begins with an international flight to Porto, Portugal’s second city and a hub of history, culture, and incredible cuisine. Upon arrival, a private escort will transfer you to The Yeatman, a luxurious wine-themed hotel with panoramic views over the Douro River. Spend the afternoon at leisure, taking time to explore the surrounding neighbourhood, stroll along the waterfront, or relax with a glass of local wine. In the evening, perhaps enjoy a meal at the hotel’s Michelin-starred restaurant or head into the city to sample fresh seafood at a riverside eatery.

Day 1: Arrive in Porto – Settle into Portugal’s Second City

Day 2: Exploring Porto & Private Douro River Cruise

Begin your day with a guided exploration of Porto, combining walking and driving to experience its diverse architecture and lively neighbourhoods. Visit the historic Ribeira district, take in the intricate tilework at São Bento Station, and admire the imposing Clerigos Tower. Drive to the Foz do Douro, where the river meets the Atlantic, before crossing into Vila Nova de Gaia for breathtaking views from the Serra do Pilar viewpoint. Board a private boat for a scenic Douro River cruise, enjoying lunch onboard as you sail past Porto’s iconic bridges. The day ends with a private port wine tasting before returning to The Yeatman.

Day 2: Exploring Porto & Private Douro River Cruise

Day 3: Porto to the Douro Valley – Cooking Experience & Vineyard Stay

Bid farewell to Porto as you head into the rolling hills of the Douro Valley, one of the world’s oldest wine regions. En route, stop for an exclusive cooking experience in a countryside home, where you’ll learn how to prepare traditional Portuguese dishes before sitting down to a home-cooked lunch. After a guided tour of the property, continue your journey north to Six Senses Douro Valley, a five-star retreat renowned for its spa, vineyard views, and wellness focus. Spend the evening enjoying the hotel’s exceptional facilities, from wine tastings to a relaxing dip in the infinity pool.

Day 3: Porto to the Douro Valley – Cooking Experience & Vineyard Stay

Day 4: Wine Tasting & Vineyard Exploration in the Douro Valley

Spend the day uncovering the Douro Valley’s rich wine heritage. Begin with a private tour of a renowned port winery, learning about the centuries-old production process before sampling some of their finest vintages. Continue to a winery offering panoramic views, where you’ll enjoy a leisurely lunch paired with local wines. In the afternoon, visit another top producer for a final tasting before returning to Six Senses Douro Valley. Spend the evening at your own pace, indulging in the hotel’s spa treatments, enjoying dinner at their farm-to-table restaurant, or simply relaxing with a glass of wine on your private terrace.

Day 4: Wine Tasting & Vineyard Exploration in the Douro Valley

Day 5: Journey from the Douro Valley to Sintra

Depart the Douro Valley and make your way south to the enchanting town of Sintra, known for its fairytale-like palaces and lush landscapes. Upon arrival, check in at Tivoli Palácio de Seteais, a grand 18th-century palace-turned-hotel. The rest of the day is yours to unwind—wander through Sintra’s picturesque streets, sip coffee in a historic café, or simply enjoy the luxurious surroundings of your hotel. In the evening, consider dining at a local restaurant to sample Sintra’s signature pastries and fresh seafood.

Day 5: Journey from the Douro Valley to Sintra

Day 6: Sintra’s Palaces & Hidden Gems

Step into a world of romantic architecture as your private guide takes you on a tour of Sintra’s most famous landmarks. Explore the whimsical Quinta da Regaleira, a palace surrounded by mysterious tunnels and gardens designed by an Italian opera set designer. Continue to the colourful Palácio da Pena, perched high on a hilltop with sweeping views over the countryside. Stroll through Sintra’s historic centre and enjoy lunch at a traditional restaurant before returning to Tivoli Palácio de Seteais for a relaxing evening.

Day 6: Sintra’s Palaces & Hidden Gems

Day 7: Sintra to Lisbon – Tasting & Sightseeing Tour

Depart Sintra and travel to Portugal’s capital, Lisbon. After checking into Tivoli Avenida Liberdade Lisboa, a historic luxury hotel, embark on a guided tour of the city. Wander through Lisbon’s vibrant neighbourhoods, sampling local delicacies such as pastéis de nata and bacalhau. In the afternoon, take a drive to the district of Belém, the historic launching point of Portugal’s great explorers. Visit the ornate Jerónimos Monastery and the iconic Torre de Belém before heading back to your hotel. The evening is free to explore Lisbon’s lively dining scene.

Day 7: Sintra to Lisbon – Tasting & Sightseeing Tour

Day 8: Leisure Time in Lisbon & Sunset River Cruise

Enjoy a leisurely morning in Lisbon, revisiting your favourite sights or exploring new areas such as Castelo São Jorge or the trendy LX Factory district. In the evening, set sail on a scenic sunset cruise along the Tagus River. Relax with drinks and light bites as you take in the city skyline from the water, passing landmarks like the 25 de Abril Bridge and the Monument to the Discoveries. Return to Tivoli Avenida Liberdade Lisboa for a final evening in Portugal’s capital.

Day 8: Leisure Time in Lisbon & Sunset River Cruise

Day 9: Lisbon to the Alentejo – Roman Ruins & Wine Tasting

Travel east to the Alentejo, a region known for its rolling plains, ancient towns, and exceptional wines. Stop in Évora, the region’s capital, to visit its well-preserved Roman temple, impressive Gothic cathedral, and maze-like Moorish alleys. Just outside the city, sit down for a wine-tasting lunch at a prestigious vineyard before continuing to São Lourenço do Barrocal, a luxurious countryside retreat. Spend the evening exploring the sprawling estate or relaxing at the hotel’s award-winning spa.

Day 9: Lisbon to the Alentejo – Roman Ruins & Wine Tasting

Day 10: Relax & Unwind in the Alentejo

Enjoy a full day at leisure in the Alentejo. Take a bike ride through the estate’s vineyards and olive groves, indulge in a rejuvenating spa treatment, or simply relax by the pool with a good book. In the evening, dine at the hotel’s farm-to-table restaurant, savouring dishes made from fresh, locally sourced ingredients.

Day 10: Relax & Unwind in the Alentejo

Day 11: Vineyard Tours & Stargazing in the Alentejo

Spend another day immersed in the beauty of the Alentejo countryside. Take a guided tour of the hotel’s vineyards, ending with a tasting of their signature wines. In the evening, embark on a private stargazing experience at the estate’s observatory, taking in the stunning night sky over the vast, open landscape.

Day 11: Vineyard Tours & Stargazing in the Alentejo

Day 12: Farewell to Portugal & Departure

Say goodbye to Portugal as you journey back to Lisbon for your return flight home. If time allows, take a final stroll through the city or pick up last-minute souvenirs before heading to the airport. Your return flight will arrive the same day, marking the end of an unforgettable adventure.

Day 12: Farewell to Portugal & Departure

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