Lisbon, Portugal

Portugal & Spain Luxury Vacation

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited

Portugal, Spain

Places Visited

Lisbon, Sintra, Alentejo, Setubal...

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Suggested Duration

11 Days

This handcrafted journey will take you through the legacies of Iberia, as you trace the route of the great explorers and the unprecedented civilizations. From Lisbon to Madrid you’ll enjoy an in-depth exploration of what has made Iberia so special including azulejo tiles, olive oil and wine, Moorish design, fado, and flamenco, plus art, architecture, and passion. These 11 days will celebrate the delicate and the decadent, to create a unique impression of a region that remains as authentic as ever.

Customizable Itinerary

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Trip Highlights

  • Explore art for the soul by learning the flamenco and experiencing a fado performance, elegiac expressions from Andalusia and Lisbon
  • Savor the architecture of the ages as you get up close with the Manueline style of Belem and the exquisite design of the Moors
  • Travel into the royal legacies of Spain and Portugal with a day in Sintra complemented by Europe’s largest palace in Madrid
  • Escape into the villages of yesteryear, from Andalusian Ronda to medieval Evora, both timeless insights into a place and century
  • Taste your way through the best of regions, like gourmet olive oil near Merida and an Andalusian tapas crawl
  • Visit some of the great art museums, including the Calouste Gulbenkian collection in Lisbon and the Prado
  • Wander along the lanes of history in vast old quarters like Seville and Granada
  • Gain a detailed insight into local design, such as azulejos tile production as an expert guide leads you through the Alhambra
  • Explore with private guides and stay in a handpicked collection of Iberia’s boutique hotels

Detailed Description

Iberia’s great legacies are impossible to replicate, from the soulful passion of flamenco and fado to Manueline and Moorish design, with poetic palaces and azulejos tiles. In both Spain and Portugal, you will find destinations that don’t merely preserve the past but maintain history as the proud starting point for now. Hilltop villages still move to a medieval beat, exotic smells drift over the landscapes, and the cities are cast in swathes of color. This handcrafted tour of Spain and Portugal goes in search of the legacies that are too unique to copy, those legacies that haven’t been exported but are used as tenets for the 21st century.

Travel from Lisbon to Madrid on this 11-day journey that is a celebration of time and space. You’ll follow in the footsteps of the explorers of old, trace the style of the great pre-medieval civilizations, uncover the legacies of art and design, and encounter some of the planet’s greatest architecture. Seven UNESCO World Heritage Sites are part of the route but this isn’t a tour of museum pieces, more an expedition to destinations where the history is very much alive. Watch how hand-painted Portuguese tiles are created, learn the art of flamenco and fado, stay at ageless properties, and taste your way through tradition. All tours will be private and you’ll travel mostly by privately-chauffeured vehicle, other than the high-speed train to Madrid.

Start with an eclectic experience in Lisbon consisting of a fado performance, private art collection, Manueline architecture and the royal palaces of Sintra. Then, cross the Alentejo region to visit Setubal and Evora, two very different impressions of past legacies. Jump across the border to Roman Merida and enjoy private olive oil and wine tasting on route before you lose yourself in the city of Seville. Flamenco has its home here, as do conquistadors stories. Travel across Andalusia, where the legacy of the Moors is found in Ronda, Granada, and Cordoba. Each destination will reveal a wide sphere of history and design. Then take the train to Madrid, where the Spanish capital will be a grand final stop for this handcrafted private tour.

Starting Price

$9,900 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of Zicasso's Referral Service

4.91 stars based on 3316 reviews.

Spain Trip Review: Toledo, San Sebastian, Wine Tasting,...

We have been very happy with everything Zicasso's travel agent planned for us. All of the days were good, but some were just amazing. We enjoyed all of it.

Reviewed By Lauren S.

Spain Family Trip Review: Basque Country, 15-Day Tour

Our family was very happy with our trip. The experiences were excellent, the local travel guides were exceptional, and all of the logistics went off without a hitch. It was great to have someone always a text away!

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Spain Vacation Review: 2 Weeks

From beginning to end, Zicasso's travel experts took great care in taking care of everything. We received great communication, guides, hotels, transportation, suggestions, etc, and they were reliable before and during our trip

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Portugal, Spain Tour Review: Porto, Cangas de Onis, Sidecar...

The planning experience was wonderful overall. From the initial conversation about what my family was looking for to the final touches to the itinerary, Zicasso's travel expert was engaging, responsive, and helpful.

The accommodations he selected for us exceeded expectations; they were spacious, beautiful, and well-located. The tours/activities suggested were really fun and gave us a sense of the locale in a unique and memorable way that fit our family well. Once we were in-country, communications were easy and helpful. We felt very well cared for.

Payment to our travel company was easy and it was a real pleasure once we were in-country to have all the identified items already paid for. I would definitely book a trip with them again.

Reviewed By Olivia L.

Spain Vacation Review: History, Architecture, Hiking, E-Biking,...

Zicasso's travel specialists did a great job for us. They clearly listened to us and curated an experience that was made specifically for us. It checked all of the boxes and more.

Highlights were the local tour guides in each city. It was great to meet and get to know local people, learn so much history, see the architecture (Gaudí in Barcelona and the awesome palaces and cathedrals that we visited), the Montserrat hike, Caminito del Rey (which was absolutely better with a guide), and the Marbella e-bike adventure.

The hotels were wonderful; all unique and all great choices. We came home happy and tired, which is the sign of a good trip for us (since we do not ever sit on beaches or at pools and relax!).

Reviewed By William L.

Spain Travel Review: Asturias, Covadonga, Shrine, Fishing...

My family and I loved Asturias. We considered it a “once-in-a-lifetime” trip. Zicasso's travel agent planned the perfect outings for us. Our guides were knowledgeable and helpful. Our agent also provided us with very helpful hints and suggestions for restaurants and shops. Both of the hotels he chose were located perfectly and staffed by friendly employees.

Reviewed By Junis N.

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