14 Days in Portugal

Your private driver will meet you at Lisbon Airport and transfer you to your luxurious hotel in the heart of the city. After settling in, hop aboard one of the city's iconic canary-yellow trams to begin exploring this charming and hilly capital!

This morning, your private driver will meet you in the hotel lobby for a scenic journey to the UNESCO World Heritage Site of Sintra, a royal residence since the 14th century. Begin with a tour of the vibrant Pena Palace, a stunning example of Romantic architecture and the legacy of Ferdinand II, the King-Artist. Wander through its ornate rooms and enjoy breathtaking views-often shrouded in the mystical mists of the Sintra Hills.

Afterwards, your driver will take you into the village of Sintra, where you can stroll the charming streets and enjoy lunch. Continue through the Natural Park of Sintra-Cascais, passing the dramatic Guincho coast and Cabo da Roca, the westernmost point of mainland Europe. Arrive in the seaside town of Cascais before returning to Lisbon in time to freshen up for dinner.

After breakfast, meet your local guide for a visit to a bustling marketplace filled with fresh produce, spices, and regional delicacies. Stroll through the colorful stalls, then join a hands-on cooking class where you'll prepare traditional Portuguese dishes using fresh ingredients. Sit down to enjoy the fruits of your labor over a delicious, home-cooked lunch. This immersive culinary experience offers a perfect blend of culture, cuisine, and community.

Enjoy a final morning in Lisbon before meeting your private driver for the journey north to Porto. First, stop in Óbidos, a romantic medieval town gifted by King Dinis to his queen on their wedding day in 1282. Meander through cobbled streets lined with whitewashed houses adorned with colorful trim. At the top of the hill, explore Óbidos Castle, a blend of Moorish and medieval architecture, surrounded by beautifully preserved walls offering panoramic views of the countryside.

Next, visit Nazaré, a picturesque coastal town renowned for its colossal waves. Take a funicular or hike to the Sítio da Nazaré for breathtaking views and visit the Centro de Interpretação da Nazaré Canyon to learn about the deep submarine canyon responsible for the town's legendary surf. Don't miss the Sanctuary of Our Lady of Nazaré, a revered pilgrimage site blending Gothic and Baroque styles.

Continue on to Porto for a four-night stay.

Meet your private guide at your hotel for a half-day walking tour of Porto. This customizable tour can be tailored to your interests-whether exploring the city's Jewish heritage or visiting iconic landmarks such as the Dom Luís I Bridge, Clérigos Tower, Palácio da Bolsa, and the famed Lello Bookshop, often called the most beautiful bookstore in the world.

In the evening, choose from a wide variety of restaurants offering everything from fresh seafood and traditional Portuguese cuisine to contemporary Asian fusion.

Your private driver will take you on a scenic journey through rolling vineyards to the stunning Douro Valley. Arrive at the private pier to board a classic boat for a tranquil river cruise past terraced hillsides and charming villages.

Visit a local winery to learn about the region's rich wine-making traditions, followed by a tasting and traditional Portuguese lunch. After a relaxing return cruise, your driver will take you back to Porto.

Enjoy a leisurely breakfast and a slow-paced morning to revisit your favorite spots in Porto. In the evening, take a guided tour of one of Porto's renowned port wine cellars, followed by a tasting session and a live Fado performance-a hauntingly beautiful genre of traditional Portuguese music.

Depart Porto and head south toward the Alentejo region. En route, stop in Coimbra, a vibrant city known for its prestigious university-one of the oldest in Europe. Explore the ancient Roman ruins of Conímbriga, one of the best-preserved archaeological sites in Portugal.

Continue to your countryside retreat near Monsaraz, where you will stay for three nights.

Experience a more tranquil side of Portugal in Alentejo. Your estate hotel, part of a small farming village and owned by the same family for over 200 years, offers a range of enriching experiences: beekeeping, fishing or boating on Lake Alqueva, painting, flower arranging, birdwatching, horseback riding, wine tastings, cooking classes, or spa treatments.

In the afternoon, meet your guide and head into the hilltop village of Monsaraz, with roots tracing back to Roman and Moorish times. Visit the 13th-century Monsaraz Castle, perched at the village's highest point, offering sweeping views of the Alentejo plains and Alqueva Reservoir.

This morning, you will visit a small, family-run olive oil farm. Meet the passionate former schoolteachers who founded this project with the support of their local community. Learn about traditional olive oil production, enjoy a tasting, and savor a delicious farm-to-table lunch. Return to your hotel for a peaceful final evening in Monsaraz.

Your private driver will collect you for the final leg of your journey to the Algarve. En route, stop in Silves, a tranquil town nestled in the foothills of the Serra de Monchique. Visit a local vineyard for a wine tasting featuring premium Algarve wines paired with regional cheeses and charcuterie.

Arrive at your historic boutique hotel, dramatically perched on a cliff overlooking the Atlantic.

Today, embark on a guided kayak adventure to the famous Benagil Cave. Paddle along the stunning golden cliffs and crystalline waters to the massive sea arch that marks the cave's entrance. Inside, discover a breathtaking vaulted chamber with a natural skylight and a hidden beach accessible only by water.

Spend the afternoon relaxing by the pool, indulging in a spa treatment, or simply soaking in the Algarve sunshine.

This morning, set off on a guided hike along the Seven Hanging Valleys Trail, one of the most scenic coastal hikes in Portugal. Stretching between Praia da Marinha and Vale Covo, the trail passes through a series of dramatic "hanging valleys" carved by ancient rivers now suspended above the sea.

After your hike, return to your hotel to unwind on your final afternoon in the Algarve.

Your unforgettable journey through Portugal comes to an end today. Your private driver will transfer you to the airport for your flight home.