Lisbon, Portugal

Portugal & Spain Luxury Vacation

Ratings of Zicasso's Service
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 3436 reviews.

Spain 7-Year Anniversary Vacation Review: Prado Museum,...

We had a great eight-day trip to Madrid, planned by Zicasso's tour partners. They worked with me every step of the way to update the itinerary multiple times throughout the planning process and also helped provide great attraction, eatery, and transport recommendations.

When we arrived in Spain, we felt we were in good hands the entire time. Every driver and tour guide was on time, responsive, friendly, and knowledgeable! The agency even surprised us with a few gifts throughout our trip to help us celebrate our seven-year anniversary! I would definitely use them again!

Reviewed By Janice T.

France, Portugal Trip Review: Paris, Lisbon, Seine River,...

We recently used Zicasso's travel specialist to help plan and coordinate our trip to Paris and Lisbon, and the experience was absolutely outstanding from start to finish. Every detail of our itinerary was thoughtfully arranged and the entire trip ran smoothly, thanks to their meticulous planning.

In both cities, the accommodations they selected were perfect—centrally located, charming, and comfortable, with excellent service. We truly felt like we were staying in places that matched our style and needs. The staff at both hotels were very accommodating and helpful.

The excursions and tours arranged by the agency were equally impressive. Each guide was knowledgeable, engaging, and added so much depth to our experience. Whether it was exploring hidden gems in Paris or enjoying the culture and history of Lisbon, the tours were well-paced, enriching, and never felt rushed or overly touristy.

We especially appreciated how flexible and responsive the team was throughout the process. They took the time to understand what we were looking for and customized everything to fit our preferences. It made a huge difference knowing we were in such capable hands. We can’t recommend this agency highly enough. Their professionalism, attention to detail, and personal touch turned our trip into an unforgettable experience. We would like to extend our heartfelt thanks to the wonderful individuals who made our journey so memorable. Each of them played a unique role in crafting an experience that exceeded our expectations.

Our travel agent, who thoughtfully customized our itinerary with care and creativity. Her ability to listen and tailor the trip to our interests laid the perfect foundation for everything that followed.

Our trip planner, for her warm, personal touches that welcomed us at each hotel and for being readily available throughout our travels. Her kindness, attention to detail, and support made us feel truly cared for every step of the way.

Our culinary tour guide, who led us on a delightful tasting tour. Her friendly energy, deep knowledge, and passion for the local cuisine added a rich and flavorful layer to our time abroad.

Our winery expert, whose expertise and engaging personality made our champagne tastings unforgettable. His insights and enthusiasm helped us appreciate each sip in an entirely new way.

Our history guide, for sharing his deep knowledge of history with such warmth and compassion. His thoughtful storytelling and genuine care made our time together educational and incredibly meaningful.

Reviewed By Michelle S.

Spain Vacation Review: Barcelona, Seville, Sagrada Familia,...

Our trip to Spain was fantastic! Zicasso and their travel planner did an amazing job selecting well-appointed hotels in great locations, providing transfers, curating experiences and tours, and providing local tour guides who knew about Spain!


Reviewed By Kimberly T.

Portugal Trip Review: Sagres, Lisbon, Cooking Class, Hiking,...

We had an amazing trip to Portugal. The Zicasso travel agent's planning allowed us to enjoy a wonderful and stress-free holiday. She and her team even picked us up from and dropped us off at the airport.

We enjoyed all of the activities she planned. The tour guides were extremely knowledgeable.

Her restaurant recommendations were great too! Our drivers were friendly and helpful.

Reviewed By Hope M.

Portugal, Spain Mother-Daughter Vacation Review: Cooking...

Memorable Mother-Daughter Trip!

We had a wonderful mother-daughter trip to Spain and Portugal! I traveled with my 16-year-old daughter and everything was beautifully organized—excellent accommodations, knowledgeable guides, reliable drivers, and thoughtful recommendations throughout. One of the absolute highlights was a cooking tour in Spain, which gave us an unforgettable, authentic experience.

The agency was extremely responsive and a huge bonus was their app, which made it easy to access our itinerary and connect with them via live chat for questions, tips, and extra suggestions along the way. We felt fully supported from start to finish and would enthusiastically recommend Zicasso's travel partners to anyone planning a special trip.

Reviewed By Shela H.

Portugal Trip Review: 7 Nights

We had an excellent trip! Everything went as planned. The guides were extremely knowledgeable and accommodating. We would definitely use Zicasso again.

Reviewed By Amy G.

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