Portugal & Spain Luxury Vacation

Lisbon, Portugal

What to expect on this itinerary

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.

Countries Visited

Portugal, Spain

Places Visited

Lisbon, Sintra, Alentejo, Setubal, Evora, Merida, Andalusia, Seville, Santa Cruz, Ronda, Granada, Cordoba, Madrid

Suggested Duration

11 Days

Customizable Itinerary

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Day 1

Lisbon – Evocative Impressions of the Portuguese Capital

Upon your arrival, Lisbon will delight you from the first impression. Almost every building seems to hold you captive and every plaza has its own energy and style, which will encourage you to linger. Each neighborhood presents a different side to the city, and the contrasts between Baixa and Alfama will be just one example on your first day. You’ll be greeted at the airport by a guide and transferred to a 19th-century palace turned guesthouse, where the gardens are a tranquil place to relax and unwind. Spend the late-afternoon hours on an orientation tour, as you stroll through the Portuguese capital and get to know what makes it so unique. For the evening meal, you will have a choice of legendary Lisbon chefs, who each serve an iconic local dish at the vibrant Time Out Lisbon Market.

What's Included:

Transfer
Accommodation
Tour
Breakfast
Day 2

Lisbon – Manueline Beauty and the Haunting Art of Fado

Day 3

Lisbon – Day Trip to the Royal and Poetic Landscape of Sintra

Day 4

Evora – Exploring the Vast Beauty of Alentejo

Day 5

Seville – Gourmet Olive Oil Tasting and a 2000-Year History

Day 6

Seville – Strolling the Old City and Learning the Flamenco

Day 7

Granada – Pre-Medieval Villages and the Jewel of the Moors

Day 8

Granada – The Extraordinary Legacy of the Moors

Day 9

Madrid – Delicate and Decadent – Two Contrasting Spanish Cities

Day 10

Madrid – An Art Historian Leads You Through the Prado and a Foodie’s Tour of the City

Day 11

Madrid – Departure

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

$7,900 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.

4.9

Verified Traveler Reviews

Based on 750 reviews

Spain, Portugal Trip Review: Lisbon, Porto, San Sebastian, Barcelona, Seamless Travel, Wine, 10 Nights

My wife and I have been lucky enough to travel to many places around the world, but our April 2025 journey organized by Zicasso's tour company was easily one of the best. Our agent and her team thought of every detail. All we had to do was show up and enjoy these two beautiful countries!

We went to Four cities: Lisbon, Porto, San Sebastián, and Barcelona. The itineraries were thoughtfully planned to give us great experiences without wearing us out too much. And the guides in each city were fun, knowledgeable, and engaging. The transportation was always easy and on time, and the hotels were top-notch.

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Spain, Portugal Luxury Trip Review: Seville, Madrid, Ronda, Nature Park, Horseback Riding, Flamenco, Fado, Tapas, 2 Weeks
"We were first-time travelers to Spain. It was wonderful. Spain is full of color, flavor, and music. All of this was coordinated flawlessly by the travel company."

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Spain, France Travel Review: Madrid, Toledo, San Sebastian, Bayonne, Biarritz, Saint-Jean-de-Luz, Hondarribia, La Rioja, Barcelona, Montserrat, Penedes, Private Guide, Wine Tasting, 10 Nights

We visited Madrid, Toledo, San Sebastián, Bayonne, Biarritz, Saint-Jean-de-Luz, Hondarribia, La Rioja, Barcelona, Montserrat, and the Penedes (Cava) region.

We loved our private guides, private wine tastings, and day trips outside of the big cities.

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Spain, Portugal Tour Review: Barcelona, Madrid, Toledo, Malaga, Granada, Seville, Ronda, Algarve, Evora, Lisbon, Sagrada Familia, Alhambra, Benagil Caves, Cuisine, Private Boat Ride, 19-Day Trip

My husband and I returned from a 19-day trip to Spain and Portugal on September 22nd and would highly recommend our travel agency, arranged through Zicasso Travel.

Our travel agent customized a trip, taking into account our budget and incorporating visits to Barcelona, Madrid, Toledo, Málaga, Granada, Seville, and Ronda in Spain, and the Algarve coast, Évora, and Lisbon in Portugal.

We easily communicated via emails, phone calls and zoom, and after four drafts we agreed to a final itinerary that met out interests, along with his excellent recommendations. Our agent was always gracious and understanding to the changes we wanted to make. He also included some down time on a few half days of tours to do some sightseeing on our own along with his recommendations.

Having planned two trips abroad ourselves in the past, and being older, it was so reassuring to have a competent and knowledgeable travel agent to take care of all train reservations, tickets, hotels, private drivers and tour guides. It was also reassuring to know if we encountered any problem during the course of our trip we could contact someone at a 24/7 emergency number. The train transportation arranged between a few cities went smoothly in the comfort of first class, our private drivers were pleasant, professional and informative and our individual tour guides that were arranged to meet us were prompt and so knowledgeable which made each tour all the more memorable. Lastly, our agent was able to provide the resources for us to meet some personal needs at each hotel where we stayed.

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Spain Tour Review: Barcelona, Madrid, Seville, Malaga, Toledo, Granada, 10 Nights

The owners of Zicasso’s tour company were amazing from start to finish. They curated a custom trip for us to Barcelona, Madrid, Seville, Málaga, Toledo, and Granada. They listened to our requests and came up with a brilliant itinerary that included personal drivers, hotels, dining recommendations, and tour guides. They were also so quick to respond to our questions and pivot our plans when needed. This was a very special 30th-anniversary trip for us and they knocked it out of the park.

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Morocco, Portugal, Spain Anniversary Tour Review: Casablanca, Porto, Lisbon, Sevilla, Malaga, Madrid, Sherry Tasting, Private Guides, Private Drivers, History, Culture, 17-Day Trip

Zicasso’s travel agency helped us plan a 17-day, three-country tour (Morocco, Portugal, and southern Spain). We were able to enjoy all the highlights of each city we visited with a very well-paced schedule!

The travel company's staff were flexible too! Adjusting the initial itinerary for cost and sites to visit was not an issue. We cut out a leg to Barcelona and some private drivers where prudent. We also adding things back in (i.e., a sherry-tasting experience, etc., was accommodated).

During our trip was where this travel company truly excelled. The staff very conscientiously checked in on us as our tour progressed and were proactively reminding us (via a messaging tool) of meeting places and the names of guides for the next day. They stayed on top of our itinerary and continuously inquired if they could do anything else! I enlisted their help when I had trouble checking in to our flight from Casablanca to Porto. At my request, she stepped in and helped successfully check us in! Knowing of my difficulties in checking in to intra-EU flights, she then took the initiative to check us in to our next flight from Lisbon to Sevilla! I even had a scare when I forgot some valuables in the safe in our hotel in Málaga, but she was able to retrieve them and send them to me in Madrid! It was comforting to know we had someone in our corner looking out for us!

We have gone with Zicasso on many trips, but this tour operator met and far exceeded our expectations for this trip! The travel company not only saved me a great disappointment for my forgetfulness, but provided very informative private guides, courteous drivers, and exceptional personal service throughout our itinerary! This was our 43rd-anniversary trip and they provided us with wonderful memories that will last us a lifetime!

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Customizable Itinerary

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

28,000+ Verified Traveler Reviews