Discover the cultural and gastronomic highlights of Portugal and Spain on this luxury 10-day trip. You'll take private tours of UNESCO-listed landmarks, from Sintra's hilltop castles to Seville's Alcázar, and a stay at Granada's Alhambra fortress. Culinary adventures include wine tasting in Portugal's rural Alentejo region, an Iberian ham experience, and touring a historic Andalusian olive oil estate. Along the way, stay in historic hotels, gorge on tapas, and witness traditional flamenco performances.


  • Trek through forest trails to Sintra's enchanting palaces and hilltop castles
  • Discover Alentejo's wineries and cork forests on a private Jeep safari
  • Tour Seville's UNESCO-listed cathedral and the Alcázar's palaces and gardens
  • Get a taste of Spain with Iberian ham, tapas, olive oil, and wine-tasting sessions
  • Experience Granada’s traditional hammams and flamenco performances

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Lisbon (Portugal), Food & Cultural Tour Lisbon
Day 2 Visit Sintra's Palaces, Castles & Forests Lisbon
Day 3 Transfer to the Alentejo, Explore the Hotel's Grounds Alentejo
Day 4 Alentejo Jeep Tour with Winery Visit Alentejo
Day 5 Transfer to Seville (Spain), Jamón Tour & Tasting Seville
Day 6 Seville Historical Tour, Gourmet Tapas & Wine Tasting Seville
Day 7 Andalusian Olive Oil Estate Tour, Michelin-Star Dinner at Abantal Seville
Day 8 Transfer to Granada, Alhambra & Generalife Gardens Tour Granada
Day 9 Explore Granada, Hammam Session & Flamenco Show Granada
Day 10 Train to Madrid, Depart   

Detailed Itinerary

Day 1: Arrive in Lisbon (Portugal), Food & Cultural Tour

Fly into colorful Lisbon, and explore Portugal's capital

Welcome to Lisbon! Portugal's vibrant capital is full of winding cobbled streets traversed by yellow trams, with medieval towers, Baroque palaces, and dome-topped monasteries. That's not to mention world-class restaurants, buzzing markets, and a busy bar scene.

Meet your driver at the airport and head to the city's main square, Praça do Município, where you'll check into the 4-star luxury hotel AlmaLusa Baixa/Chiado. Settle into one of the boutique rooms or suites in this 18th-century building, which offers everything from original fireplaces and flagstone floors to supreme city views.

Later, take a private tour of two of Lisbon's most ancient neighborhoods, Mouraria and Alfama. Stroll from 12th-century alleys into the modern-day city, soaking up the laid-back vibes of each area and stopping along the way to sample authentic Portuguese dishes and snacks. You'll also learn about Mouraria's roots as the birthplace of fado, a Portuguese music form that dates back to the 1820s.

Day 2: Visit Sintra's Palaces, Castles & Forests

Head out of the city to discover Sintra's fairy-tale castles and palaces

Escape the city today and travel half an hour west to the UNESCO World Heritage Site of Sintra. Set among cool, forested hills, Sintra acted as a summer retreat for Portuguese royalty and, as such, is dotted with turreted palaces, villas, and fairy-tale castles. These enchanting landscapes, which you'll delve into on the tour, served as inspiration for Lord Byron's poems.

Accompanied by an expert guide, you'll hike through forest trails to explore Sintra's architectural wonders. These include a Moorish castle dating back to the eighth century and Palácio da Pena (Pena Palace), a 19th-century romanticist building that blends Moorish and Portuguese late-Gothic architectural styles. Afterward, return to Lisbon for a final evening in the capital. 

Day 3: Transfer to the Alentejo, Explore the Hotel's Grounds

Wander the cobbled streets of medieval towns like Monsaraz

This morning, you'll transfer 1.5 hours east into the Alentejo, Portugal's largest region. The fertile landscape is carpeted with vineyards, cork plantations, olive groves, and wheat fields. Among the rural splendors, you'll find medieval towns like Monsaraz, which are surrounded by imposing walls and topped with a castle. São Lourenço do Barrocal, your chic 5-star hotel, lies in the shadow of Monsaraz, surrounded by unspoiled countryside.

Spend the rest of the day relaxing at your hotel, a whitewashed former farmhouse that's been in the same family for over 200 years. The property has a selection of barns converted into luxurious rooms and cottages by renowned architect Eduardo Souto de Moura. Room highlights include traditional red floor tiles and wooden shutters combined with modern comforts like underfloor heating. 

Windows look out over the 1,927-acre (780 ha) estate, which you can explore on foot, bike, or horseback. Discover olive groves, vegetable gardens, a pool, and a vineyard where you can enjoy a wine-tasting session. Head to the spa for a decadent massage; try the signature Barrocal Purifying Massage, delivered with herbs grown on the estate. End the day with some farm-to-fork dining at the on-site restaurant. 

Day 4: Alentejo Jeep Tour with Winery Visit

Take a Jeep out into rural Alentejo to learn about wine production and cork harvesting

Uncover the rural wonders of the Alentejo today on a private Jeep safari. Head out with a local guide to experience the beauty of the countryside, bumping through forests of cork and holm oak trees, where Iberian black pigs snuffle for acorns and farmers harvest cork. You'll learn the story of an English family that planted roots in the Alentejo in the 19th century and discover the secrets of olive oil and cork production. 

Continue to nearby vineyards, where you'll learn about the production process, from vine to bottle, and hear about how the Alentejo region's clay-lime soils and climate combine to produce award-winning varieties. Taste everything from syrah and Alicante Bouschet to Touriga Nacional and Aragonez. Return to your hotel afterward for a final night in the peaceful Alentejo.

Plan your trip to Portugal
Chat with a local specialist who can help organize your trip.

Day 5: Transfer to Seville (Spain), Jamón Tour & Tasting

Stop in Aracena for some jamón tasting

Today, you'll say goodbye to Portugal and transfer three hours over the Spanish border to Seville, the capital of Andalusia, which blends Gothic cathedrals with stately mansions and palaces. An hour north of Seville, you'll stop at Aracena to meet a guide for an Iberian jamón (ham) tasting experience. 

Aracena is a mountainous area known for producing Iberian ham, which is cured in the mountain air for up to three years and is considered by many people to be the jewel in the crown of Spanish gastronomy. Visit a family-run farm to see how pigs are reared, then continue to the town of Jabugo to witness the meat-curing process, followed by a ham-tasting session and glass of fino or manzanilla wine. 

Enjoy a gourmet lunch at one of Aracena's top restaurants, feasting on everything from locally-produced wild mushrooms and cheese to Iberian pork and asparagus, everything fresh and seasonal. Sip fine Spanish wines and indulge in a dessert before walking up to the town's castle. You'll make the final hourlong drive to Seville in the late afternoon. 

Stay at Hotel Alfonso XIII, an iconic city landmark built in 1929 by King Alfonso to host VIP guests and royalty. The hotel's majestic Andalusian design, complete with Moorish details, has been restored, and its sumptuous rooms offer marble floors, crystal chandeliers, and azulejos (Spanish and Portuguese painted tiles). Savor the ambience in this 5-star Luxury Collection Hotel, which features a garden shaded with palm trees and a pool. 

Day 6: Seville Historical Tour, Gourmet Tapas & Wine Tasting

Follow your guide and hear all about Seville Cathedral and its bell tower, La Giralda

Delve into Seville's 2,000-year history today on a private walking tour. Your guide will cover highlights such as UNESCO-listed Seville Cathedral, a 15th-century Roman-Catholic church home to the tomb of Christopher Columbus and recognized as the world's largest Gothic church. Admire the cathedral's looming bell tower, La Giralda, which was built as a minaret for the Great Mosque when the Moors ruled Andalusia. 

Next, wander to the orange-tree-filled Santa Cruz neighborhood, which lies in the old city center. Take a break for some tapas and wine at one of the area's cute cafés, then continue to the Royal Alcázar, a set of palaces and gardens recognized by UNESCO for its synthesis of Christian and Muslim cultures. Finish your tour with a walk along the banks of the Guadalquivir River.

This evening, get a taste of Seville with a private tapas and wine-tasting experience. Head out with a foodie guide, who'll take you to bars and bodegas loved by locals, where you'll enjoy tapas paired with Andalusian wines. Finish with a full dinner at one of Seville's top restaurants, sampling typical dishes such as salmorejo (cold tomato soup), espinacas con garbanzos (spinach with chickpeas), and presa iberica (pork shoulder). 

Day 7: Andalusian Olive Oil Estate Tour, Michelin-Star Dinner at Abantal

Head out of Seville for an olive oil estate tour

Venture out of Seville this morning for a private tour of an Andalusian olive oil estate. Soak up countryside views on your way to a famous estate where Christopher Columbus's son, Hernando, began producing and exporting olive oil to the New World in the 17th century. Tour the estate's old manufacturing center with its 16th-century oil presses, wander the rows of emerald olive trees, and learn about the entire production process. End with a tasting session of the estate's top olive oils. 

Return to Seville for a free afternoon; ramble through the historic city streets independently or relax by the pool at your hotel. The day ends with a lavish dinner at Michelin-star restaurant Abantal, known for its innovative Andalusian cuisine. Sample a tasting menu that captures southern Spain's iconic dishes with a contemporary edge, devised by acclaimed chef Julio Fernández.

Day 8: Transfer to Granada, Alhambra & Generalife Gardens Tour

Tour Granada's Alhambra, which dates back to the ninth century

Start the day with a scenic, three-hour transfer through the Andalusian countryside to Granada. Set in the foothills of the Sierra Nevada, the city is renowned for its Moorish architecture and history, as well as its bars and flamenco venues. Check into your 5-star hotel, Parador de Granada, which lies in the city's most famous landmark, the Alhambra

Set on a hill above Granada, this Muslim fortress dates back to the ninth century but was rebuilt in the 14th century by the Nasrid Dynasty. The dramatic landmark was a Moorish palace until the Christian reconquest in 1492 when it became the Royal Court of Ferdinand and Isabella. Your elegant room in the palace features original tile work, antiques, and views of the Generalife Gardens

Once you've settled in, take a private tour of this UNESCO World Heritage Site's grand buildings, which include striking examples of Moorish history. Observe features such as the hand of Fatima on the gateway of the Puerta de la Justicia (Gate of Justice), fingers outstretched to ward off the evil eye, or the extravagant design in the Patio de los Arroyanes (Court of the Myrtles). You'll also stroll through the Generalife Gardens with panoramic views of Granada. This evening, you can dine on Andalusian and Moorish-inspired dishes at the on-site restaurant, which sprawls onto a terrace overlooking the flower-filled gardens. 

Day 9: Explore Granada, Hammam Session & Flamenco Show

Unwind in a traditional hammam; soak in hot and cold baths and choose from rejuvenating treatments

Explore Granada independently this morning. Highlights range from the city's oldest square, Plaza Nueva, to the medieval center Albaicín. Take a walk through the Jewish Quarter, Barrio Realejo, and visit the 16th-century Granada Cathedral, the city's largest and most opulent Roman Catholic church.

This afternoon, you'll relax with a steam bath at one of Granada's traditional hammams. Hop between different rooms with varying temperatures for a detoxifying steam, then soak in hot and cold baths, followed by optional massages and treatments.

End the day with a flamenco show in a Sacromonte cave. Flamenco is the ultimate artistic expression of Andalusia, and Granada's Sacromonte neighborhood is one of the best places to explore this art form. The area is the birthplace of the zambra, a flamenco dance party that dates to the 16th century, and the marital rituals of the Moors. Between the 18th and 19th centuries, locals waited at cave entrances, ready to perform their flamenco show for travelers.

Day 10: Train to Madrid, Depart 

Say goodbye to Granada as you head to Madrid for your onward flight

Today, your luxury tour of Portugal and Spain comes to an end. Your driver will take you to the train station, where you'll board a train for the 3.5-hour journey to Madrid. From here, you'll take a private transfer to the airport in time for your homebound flight. Safe travels!

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Map of Luxury Journey Through Portugal & Spain: Culture, Countryside & Gastronomy - 10 Days
Map of Luxury Journey Through Portugal & Spain: Culture, Countryside & Gastronomy - 10 Days