Portugal is no longer a hidden gem; it is a premier destination for those seeking the finer things in life. This 12-day itinerary seamlessly weaves together the country’s historic 'Classic Routes' with ultra-luxury escapes, taking you from the tiled hills of Lisbon to the golden vineyards of the Douro Valley.
Expect seamless transitions between regions via first-class rail and private chauffeurs. You will indulge in Michelin-starred gastronomy, stay in converted monasteries, and enjoy private access to monuments that define the soul of Lusitanian culture.
The Itinerary
Day 1: Lisbon, Portugal - The Grand Arrival
Luxury Airport Transfer
Arrive at Humberto Delgado Airport and meet your private chauffeur for a transfer to the historic center in a Mercedes S-Class. Check into your suite at the Four Seasons Hotel Ritz Lisbon.
Gourmet Lunch at Bairro do Avillez
Enjoy a contemporary Portuguese lunch at José Avillez’s famous multi-concept space, focusing on premium seafood and local charcuterie.
Private Tuk-Tuk Heritage Tour
Traverse the steep hills of Alfama and Mouraria in a high-end electric tuk-tuk, stopping at panoramic viewpoints (miradouros) without the walking fatigue.
Michelin-Starred Dining at Belcanto
Indulge in a multi-course tasting menu at the two-Michelin-starred Belcanto, where traditional Portuguese flavors are reimagined as edible art.
Day 2: Lisbon, Portugal - Maritime Majesty
Jerónimos Monastery Private Access
Visit the UNESCO-listed Manueline masterpiece before the crowds, exploring the intricate cloisters with a private historian.
Belem Tower & Pastéis de Belém
View the iconic fortified tower and enjoy a skip-the-line experience for the original custard tarts, still warm from the oven.
Private Yacht Sunset Cruise
Board a private yacht at Doca do Bom Sucesso for a sunset sail along the Tagus River, enjoying local sparkling wine and views of the 25 de Abril Bridge.
Fado Evening in Chiado
Experience an intimate Fado performance at a premium venue like Clube de Fado, paired with aged Alentejo reds.
Day 3: Sintra, Portugal - Palaces of the Elite
Chauffeur to Pena Palace
Avoid the steep climbs with a private driver to the colorful Pena Palace, the romanticist crowning jewel of the Sintra mountains.
Lunch at Seteais Palace
Dine at the Tivoli Palácio de Seteais, an 18th-century palace offering views of the Atlantic and the Moorish Castle.
Cabo da Roca Excursion
Visit the westernmost point of continental Europe, standing atop dramatic cliffs overlooking the crashing Atlantic waves.
Return to Lisbon via Cascais
Drive through the elegant seaside town of Cascais, the 'Portuguese Riviera,' for a quick stroll and gelato.
Day 4: Alentejo, Portugal - The Golden Plains
Luxury Rental Pick-up
Collect a premium SUV for the scenic drive south into the heart of the cork-growing Alentejo region.
Évora Heritage Walk
Explore the Roman Temple of Diana and the eerie Chapel of Bones with a local guide in the UNESCO city of Évora.
Olive Oil Tasting
Visit a family-owned estate for a private olive oil tasting session, learning about the region's ancient pressing traditions.
Check-in at Convento do Espinheiro
Retreat to this luxury hotel housed in a 15th-century convent, surrounded by olive groves and history.
Day 5: Alentejo, Portugal - Wine & Wellness
Exclusive Wine Blending Workshop
At a premier estate like Herdade do Esporão, engage in a private workshop where you create your own custom wine blend.
Al fresco Vineyard Lunch
Dine amidst the vines on a menu of acorn-fed black pork and locally sourced cheeses.
Spa & Relaxation
Enjoy a vinotherapy treatment at the hotel spa, utilizing the antioxidant properties of grape seeds.
Stargazing in Alqueva
Visit the Dark Sky Alqueva reserve for a private astronomical observation session under some of Europe's clearest skies.
Day 6: Coimbra, Portugal - Academic Elegance
Drive North to Coimbra
A 2.5-hour drive takes you from the Alentejo plains to the historic university city of Coimbra.
Joanina Library Private Tour
Marvel at the baroque splendor of the world's most beautiful university library, home to ancient manuscripts and a colony of bats that protect them.
Monastery of Santa Cruz
Visit the national pantheon and burial place of Portugal's first kings, located in the heart of the lower town.
Stay at Quinta das Lágrimas
Check into this historic palace hotel, famous for the legendary star-crossed love story of Pedro and Inês.
Day 7: Douro Valley, Portugal - The Terraced Vineyards
Scenic Drive to the Douro
Wind through the hills of the Douro Valley, the world's oldest demarcated wine region and a UNESCO World Heritage site.
Quinta della Rosa Lunch
Enjoy a farm-to-table lunch overlooking the Douro River, paired with their signature white ports.
Traditional Rabelo Boat Cruise
Relax on a private, restored Rabelo boat, the traditional vessel once used to transport port wine barrels to Porto.
Six Senses Retreat
Arrive at the Six Senses Douro Valley, the region's most prestigious luxury hotel, for an evening of riverside tranquility.
Day 8: Douro Valley, Portugal - Port Wine Immersion
Quinta do Bomfim Visit
Explore the Symington family’s flagship estate and learn the secrets of Vintage Port production.
Gourmet Picnic in the Vines
Enjoy a curated luxury picnic hamper in a private spot among the terraced vineyards, featuring local delicacies.
Cooking Class with a Chef
Participate in a private culinary session at your hotel, learning to make traditional Portuguese 'Arroz de Pato'.
Wine Pairing Dinner
A multi-course dinner at the hotel’s Vale de Abraão restaurant, focusing on seasonal ingredients and estate wines.
Day 9: Porto, Portugal - The Northern Jewel
First-Class Train to Porto
Board the Alfa Pendular in Conforto Class for a smooth, high-speed journey into Porto’s stunning São Bento Station.
São Bento Tile Tour
Admire the 20,000 hand-painted azulejo tiles in the station concourse, depicting scenes of Portuguese history.
Check-in at The Yeatman
Located in Vila Nova de Gaia, this wine-themed hotel offers the best views of Porto's Ribeira district.
Port Cellar Tasting
Enjoy an exclusive 'Library Tasting' at Taylor’s Port Cellars, featuring rare tawnies from the last century.
Day 10: Porto, Portugal - Culture & Cuisine
Palácio da Bolsa Private Tour
Visit the Stock Exchange Palace, specifically the Arabian Room, an incredible display of Moorish-revival architecture.
Lunch at Cantinho do Avillez Porto
Enjoy casual luxury dining with a modern twist on Porto’s traditional 'Francesinha' sandwich.
Clérigos Tower Ascent
Climb the iconic tower for a 360-degree view of the Douro River and the orange-tiled rooftops of the city.
Dinner at Pedro Lemos
Dine at this Michelin-starred restaurant located in a beautiful stone house in the Foz district.
Day 11: Porto, Portugal - Arts & The Atlantic
Livraria Lello Skip-the-Line
Enter one of the world's most beautiful bookstores with a priority voucher, admiring the neo-gothic staircase.
Serralves Contemporary Art Museum
Explore the Art Deco villa and the minimalist museum designed by Pritzker-winner Álvaro Siza Vieira.
Foz do Douro Coastal Walk
Take a private driver to the Foz district where the river meets the ocean, and walk along the Pergola da Foz.
Farewell Dinner at Vila Foz
Celebrate your final night with a high-end seafood experience at the Michelin-starred Vila Foz Hotel & Spa.
Day 12: Porto, Portugal - Farewell
Leisurely Breakfast with a View
Enjoy a final Portuguese breakfast of fresh fruit and pastries overlooking the city skyline.
Private Airport Transfer
Your chauffeur will transfer you to Francisco Sá Carneiro Airport (OPO) for your flight home.
Departure
Check in and relax in the VIP lounge before your departure.
Flight Home
End of your 12-day luxury Portuguese journey.
Best Time to Visit Portugal
The ideal time for this luxury route is during the shoulder seasons: Spring (April to June) and Autumn (September to October). During these months, the weather is pleasantly warm, the Douro Valley vineyards are either lush green or vibrant gold, and the crowds at major monuments are manageable. Summer (July and August) can be extremely hot in the Alentejo, while Winter (November to March) can be rainy, though Porto’s moody atmosphere remains charming.
Currency & Money
Portugal uses the Euro (€). Credit cards are widely accepted in luxury hotels, high-end restaurants, and most shops. However, it is always wise to carry a small amount of cash for tips (though not mandatory, 5-10% is appreciated for exceptional service) and for small purchases in traditional markets. ATMs (Multibanco) are ubiquitous throughout the country.
Getting Around Portugal
For this itinerary, we recommend a blend of transport modes. Within Lisbon and Porto, private chauffeurs or high-end ride-sharing services like Uber Black are most efficient. For the journey to the Alentejo, a premium car rental allows for exploration of rural estates. Between Coimbra and Porto, the Alfa Pendular (high-speed train) in Conforto Class offers a relaxing and scenic experience. Domestic flights are available but generally unnecessary given the country’s compact size and excellent rail network.