Discover Portugal in 14 Days: The Ultimate Wine, Food & Cultural Itinerary

Portugal is a country where history, wine, and gastronomy blend effortlessly. From the iconic streets of Lisbon to the terraced vineyards of the Douro Valley, every region offers its own rhythm, flavors, and traditions.

14-Day Premium Tour in Portugal

Designed for the demanding traveler, the 14-Day Premium Tour in Portugal is a complete journey through the country’s most remarkable cities and wine regions, combining private visits, exclusive tastings, top cuisine, and carefully selected premium hotels, always with a private chauffeur and a seamless itinerary.

The Itinerary: A Day-by-Day Journey Through Portugal

Day 1 – Arrival in Lisbon & Classic Portuguese Dining

Your journey begins in Lisbon, where your private chauffeur welcomes you at the airport and transfers you to your hotel. To set the tone for the days ahead, the evening is reserved for dinner at Gambrinus, one of Lisbon’s most iconic restaurants, known for its timeless atmosphere and strong culinary tradition.

Day 2 – Lisbon Highlights & Belém’s Historic Wonders

Today is dedicated to discovering Lisbon’s most important cultural landmarks. With a private tour, you’ll explore the city’s historic soul, from Lisbon Cathedral to the panoramic views of São Jorge Castle, passing through the elegant streets of Baixa and the boutiques of Avenida da Liberdade.

Lunch is served at the legendary Solar dos Presuntos, a must for travelers seeking authentic Portuguese cuisine. In the afternoon, the tour continues to Belém, the birthplace of Portugal’s Age of Discoveries. Here you’ll admire iconic monuments such as Jerónimos Monastery, Belém Tower, and the impressive Padrão dos Descobrimentos, surrounded by riverside scenery and cultural heritage.

Day 3 – Sintra Palaces & the Coastal Charm of Cascais

No journey through Portugal is complete without visiting Sintra, one of the most magical UNESCO World Heritage destinations in Europe. Your private tour includes some of the country’s most extraordinary landmarks, such as Pena Palace, Quinta da Regaleira, and the Castle of the Moors, where romantic architecture and nature create a truly unforgettable atmosphere.

Pena Palace, Sintra

Lunch is served at Incomum Restaurant, an elegant culinary stop in the heart of Sintra. Later in the day, you’ll continue to Cascais, a refined coastal town known for its marina, charming streets, and relaxed Atlantic lifestyle.

Day 4 – Setúbal Peninsula Wine Region & Prestigious Tastings

Explore the Setúbal Peninsula, one of Portugal’s most traditional wine regions. The day begins with a visit to Quinta da Bacalhôa, an emblematic estate where wine, art, and history meet. After a private tour of the palace and museum, you’ll enjoy a premium wine tasting.

Wine Corner Restaurant

Lunch is served at Wine Corner Restaurant, a welcoming space connected to one of Portugal’s most respected wine producers. In the afternoon, you’ll visit José Maria da Fonseca, founded in 1834, for a guided experience through its historic cellars and a super premium tasting.

Day 5 – Évora & the Timeless Soul of Alentejo

The journey continues into Alentejo, a region defined by vast landscapes, heritage towns, and exceptional wines. In Évora, a UNESCO World Heritage Site, you’ll explore highlights such as the Roman Temple, the impressive cathedral, and the unforgettable Chapel of Bones.

Evora Roman Temple, Diana Temple

You’ll then check in at the remarkable Convento do Espinheiro Hotel & Spa, a former 15th-century convent transformed into a premium retreat. Dinner is served at Divinus Restaurant, where Alentejo gastronomy is elevated in a unique historical setting.

Day 6 – Alentejo Wineries & Cartuxa Tradition

Today is dedicated to some of Alentejo’s most respected wine names. You’ll visit Monte da Ravasqueira, a modern estate surrounded by vineyards, where you’ll learn about winemaking and enjoy a reserve tasting.

Lunch is served at Dom Joaquim, a favorite for authentic regional flavors. In the afternoon, the experience continues at the historic Cartuxa Wine Cellar, a symbol of tradition and excellence in Évora, where you’ll enjoy a guided visit and tasting.

Day 7 – Michelin Dining, Olive Oil & Alentejo Workshops

Your day begins at the world-renowned Herdade do Esporão, where wine and olive oil production reach exceptional standards. Here you’ll visit the mill and enjoy a technical olive oil tasting.

Herdade do Esporão

In the afternoon, you’ll visit São Lourenço do Barrocal, an authentic Alentejo estate where you can choose a workshop experience such as wool crafting, wooden spoon carving, or flower arranging.

Day 8 – Coimbra & Arrival in the Douro Valley

On your way to Northern Portugal, you’ll stop in Coimbra, a historic city deeply connected to Portuguese culture and academia. Here you can visit the famous university, explore the old cathedral, and enjoy the unique atmosphere of its historic center.

After lunch at Pedro & Inês Restaurant, the journey continues to the Douro Valley. You’ll check in at Quinta do Vallado, one of the most iconic wine estates in the region, offering peace, comfort, and stunning vineyard scenery.

Day 9 – Quinta do Crasto & Quinta Nova: Icons of the Douro

Discover two of the Douro Valley’s most prestigious wine estates. The morning begins at Quinta do Crasto, internationally recognized among the world’s top vineyards. 

Terraçu's Restaurant

After a guided visit through its cellars and vineyards, you’ll enjoy a tasting of its renowned wines. Lunch is served at Terraçu’s Restaurant, where local flavors meet panoramic views. In the afternoon, you’ll visit Quinta Nova, one of the most respected names in the Douro, for an immersive tour and a reserved wine tasting.

Day 10 – Private Douro Cruise & Lamego Heritage

A highlight of the tour awaits: a private cruise on the Douro River, where the valley’s terraced vineyards unfold in breathtaking scenery. Lunch is served at the iconic DOC Restaurant, led by Chef Rui Paula, where modern gastronomy meets the flavors of the Douro.

Pipadouro

In the afternoon, you’ll explore Lamego, a city filled with history and architectural beauty, including its cathedral, museums, and the famous sanctuary of Nossa Senhora dos Remédios.

Day 11 – Douro Gastronomy & Quintas with Soul

The day begins at Quinta das Carvalhas, one of the Douro’s most emblematic estates, with a vineyard-focused experience and a tasting paired with regional products. Lunch is served at Quinta de Ventozelo Restaurant, where traditional recipes are prepared with ingredients grown on the estate.

Day 12 – Porto: The City of Culture & Architecture

Discover the timeless charm of Porto with a private tour. From Clérigos Tower to Livraria Lello, from the tile-covered São Bento Station to the grand Palácio da Bolsa, Porto reveals itself through history, art, and stunning viewpoints over the Douro River.

Real by Casa da Calçada

Lunch is served at Real by Casa da Calçada, a refined gastronomic experience.

Day 13 – Port Wine Cellars & Exclusive Tastings in Gaia

Your last full day is dedicated to the world-famous Port wine lodges in Vila Nova de Gaia. The day begins at Graham’s Lodge, offering one of the best panoramic views over Porto and an unforgettable tasting experience.
Lunch is served at Vinum, a restaurant known for celebrating Portuguese flavors with Douro character.

In the afternoon, visit Cockburn’s Lodge, where tradition is still alive through the work of coopers and historic aging rooms. The experience ends with a premium Port wine tasting paired with chocolate, a perfect final touch to your journey.

Day 14 – Departure from Porto

After breakfast and check-out, your private chauffeur will transfer you to Porto International Airport, concluding your 14-day journey across Portugal’s most remarkable regions.

Why Choose a 14-Day Premium Tour in Portugal?

This 14-day premium tour in Portugal is a complete itinerary designed for travelers who want to experience the country beyond the surface. With private visits, prestigious wineries, unforgettable gastronomy, and carefully selected hotels, it offers a seamless journey through the very best of Portugal.

Over 14 unforgettable days, you will experience:

• Portugal’s most iconic wine regions (Douro Valley, Alentejo, Setúbal)

• UNESCO World Heritage cities (Lisbon, Sintra, Évora, Porto, Coimbra)

• Exclusive tastings at top Portuguese wineries

• A private Douro River cruise

• Gastronomic moments with some of the country’s most respected chefs

• Carefully selected 5-star accommodation options

• A fully seamless experience with a private driver

This is more than a tour; it’s a complete immersion into Portugal’s wine, food, and culture.