Luxury Spain and Portugal Tour: Barcelona, Madrid, Lisbon & Sintra vacations

Spain and Portugal Tour: Barcelona, Madrid, Lisbon & Sintra

9 days From $8,320 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.

A journey through two neighboring capitals and their satellite towns, taking in each city’s own LGBTQ+ quarter along the way.

This luxurious journey through Spain and Portugal blends cultural discovery, world-class hospitality, and unforgettable experiences. The route moves between two capitals and the historic towns that shaped them, Toledo for Madrid and Sintra for Lisbon, tracing each country’s golden age beyond its capital.

Begin in Barcelona, where Gaudí’s modernist masterpieces set the stage for the day, and an evening in the Eixample, one of southern Europe’s most established LGBTQ+ neighborhoods, extends naturally from it. Beyond the city, Montserrat’s mountaintop monastery offers a quieter counterpoint.

In Madrid, walk through the legacy of Spanish royalty, from Plaza Mayor to the Royal Palace, with Chueca, the country’s LGBTQ+ hub since Spain’s transition to democracy, a short walk away. Toledo follows, a UNESCO-listed window into the country’s Christian, Jewish, and Muslim past.

Crossing into Portugal, Lisbon’s LGBTQ+ scene centers on Príncipe Real, much as Chueca and the Eixample anchor Madrid and Barcelona. Explore the city’s historic quarters before the coast: Estoril, Cascais, and Sintra’s Pena Palace.

Five-star accommodations, private transfers, and curated experiences run throughout, returning you home with memories from two of Europe’s finest countries.

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: Arrival in Barcelona – A Warm Welcome

Upon arrival in Barcelona, meet your private driver for a seamless transfer to H10 Metropolitan, a stylish boutique hotel in the heart of the city, moments from Passeig de Gràcia and its run of modernist facades.

Your welcome package will be provided with all necessary travel documents, and a dedicated assistant will be on hand to guide you through check-in and answer any questions.

Spend the afternoon at leisure, soaking in the lively atmosphere of Las Ramblas, where flower stalls and century-old cafés line the boulevard down to the harbor, or unwinding at your hotel’s rooftop terrace as the city settles into evening.

Day 1: Arrival in Barcelona – A Warm Welcome

Day 2: Barcelona – Gaudí’s Architectural Masterpieces

Embark on a full-day private tour exploring the visionary works of Antoni Gaudí. Wander along the elegant Paseo de Gracia, stopping at Casa Batlló and La Pedrera, two of Gaudí’s most iconic creations. Continue to the breathtaking Sagrada Família, where intricate designs and towering spires leave a lasting impression.

Explore Barcelona’s Gothic Quarter, admire the Roman walls, and stroll along the famous Las Ramblas. The day ends with a visit to Park Güell, where Gaudí’s colorful mosaics and imaginative structures overlook the city.

In the evening, the Eixample, a short taxi ride away, offers one of southern Europe’s most established LGBTQ+ neighborhoods for those who want to extend the day.

Day 2: Barcelona – Gaudí’s Architectural Masterpieces

Day 3: Montserrat – A Sacred Mountain Retreat

Leave the city behind and journey into the Catalan countryside for a half-day visit to Montserrat, a sacred mountaintop monastery that has been a place of pilgrimage for nearly 1,000 years, its jagged peaks visible from Barcelona on a clear day.

Explore the Renaissance Basilica and view the twelfth-century carving of the Black Madonna, the patron saint of Catalunya, still visited by pilgrims who climb a narrow staircase behind the altar to touch the relic.

Take in sweeping views over the rugged landscape, where the mountain’s serrated silhouette gives Montserrat its name, before returning to Barcelona for an evening at leisure.

Day 3: Montserrat – A Sacred Mountain Retreat

Day 4: Barcelona to Madrid – High-Speed Luxury & Historic Madrid

Board a high-speed train for a seamless journey to Madrid, arriving in just 2.5 hours. A private driver will take you to Hotel Atlántico, a refined hotel on Madrid’s famous Gran Vía.

In the afternoon, explore Madrid’s historic quarters on foot, uncovering the legacy of the Habsburg and Bourbon dynasties. Visit Puerta del Sol, Plaza Mayor, and the impressive Royal Palace, the largest in Western Europe.

Wander through medieval alleyways, discovering historic taverns and architectural gems before ending the day in the grand Plaza de Oriente, a short walk from Chueca, the city’s LGBTQ+ hub since the years following Spain’s transition to democracy.

Day 4: Barcelona to Madrid – High-Speed Luxury & Historic Madrid

Day 5: Toledo – A Journey into Spain’s Medieval Past

Travel to Toledo, Spain’s medieval capital and a UNESCO World Heritage Site, perched above a bend in the Tagus River that once made it nearly impregnable.

With a private guide, explore the city’s labyrinthine streets, visiting the stunning Toledo Cathedral, one of the largest Gothic churches in the world, the Santa Maria la Blanca Synagogue, and the formidable Alcázar of Toledo.

Learn about Toledo’s rich history as a melting pot of Christian, Jewish, and Muslim cultures, a coexistence known as convivencia, while admiring the city’s Gothic and Moorish architecture side by side.

Return to Madrid in the afternoon for an evening at leisure.

Day 5: Toledo – A Journey into Spain’s Medieval Past

Day 6: Madrid to Lisbon – Arrival in Portugal’s Capital

Meet your private driver for an airport transfer and board a direct flight to Lisbon, crossing from Castile into a country with its own distinct rhythm and language.

Upon arrival, an English-speaking assistant will be waiting outside customs to greet you and accompany you to your hotel, Hotel Britania, a refined Art Deco-style retreat built during Lisbon’s 1940s heyday, in the heart of the city.

Receive a welcome package with relevant documents and tickets before settling in for the evening, perhaps with a glass of port to properly mark your arrival into Portugal.

Day 6: Madrid to Lisbon – Arrival in Portugal’s Capital

Day 7: Lisbon – The City of Seven Hills

Explore Lisbon’s rich history with a private guide and driver. Visit Rossio Square in the heart of the city before venturing into Alfama, Lisbon’s oldest district, where winding streets lead to the Lisbon Cathedral and breathtaking views from Miradouro da Senhora do Monte.

Head to Belém, Lisbon’s monumental district, home to the Jerónimos Monastery and the Belém Tower, both UNESCO World Heritage Sites.

Conclude with a visit to the Monument to the Discoveries, a tribute to Portugal’s great explorers, before returning to your hotel. Príncipe Real, home to Lisbon’s LGBTQ+ scene, is a good option for the evening ahead.

Day 7: Lisbon – The City of Seven Hills

Day 8: Lisbon, Estoril, Cascais & Sintra – A Coastal Escape

Enjoy a scenic drive along Portugal’s stunning coastline, stopping at hidden sandy beaches and historic fortresses built to guard the mouth of the Tagus. Visit the elegant resort town of Estoril, once a haven for exiled European royalty and wartime spies during the Second World War, and stroll along the Tamariz Beach promenade.

Continue to Cascais, a vibrant fishing village turned luxury retreat, before heading to Cabo da Roca, the westernmost point of continental Europe, where the Atlantic stretches uninterrupted toward the horizon.

In Sintra, wander through the old town’s charming boutiques and pastry shops before ascending to the magnificent Pena Palace, a whimsical fusion of Gothic, Moorish, and Manueline styles perched atop the hills in a fog that gives the town its particular, otherworldly character.

Day 8: Lisbon, Estoril, Cascais & Sintra – A Coastal Escape

Day 9: Departure from Lisbon – A Graceful Farewell

Bid farewell to Portugal as your private driver transfers you to the airport for your onward journey, tracing the route back along the Tagus one final time.

If desired, an English-speaking assistant can accompany you to ensure a seamless departure experience, closing out a journey that carried you from Catalonia’s modernist ambition through Castile’s imperial past and into Portugal’s own age of discovery.

Day 9: Departure from Lisbon – A Graceful Farewell

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