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 935 reviews

Portugal Family Tour Review: Lisbon, Sintra, Evora, Porto, Algarve, Madeira, Douro Valley, Cooking Class, Tile-Painting Workshop, 13 Nights

The travel agent from Zicasso's tour company planned for my family of four the most spectacular and luxurious two-week trip around Portugal. We traveled to and enjoyed the highlights of Lisbon, the romantic architecture in Sintra, the incredible history of Évora, the beautiful coastline of the Algarve, the laid-back atmosphere and gorgeous scenery of Madeira, the beautiful, historical, bustling city of Porto, and the stunning scenery of the Douro Valley. 

The travel agent's suggestions and bookings were all perfectly aligned with what we envisioned and the accommodations booked were all beautifully appointed and family-oriented – five-star hotels that catered to the entire family, with indoor pools and kids greeted with backpacks and toys at the door, and nightly treats on pillows.

The tour guides booked were all very knowledgeable and kind. They were patient with my two- and four-year-olds, and taught us all so many new, amazing things.

Every day was a highlight, but I would say my girls really enjoyed the tile painting as well as the pastel de nata-making workshops.

My husband and I really enjoyed Évora and Sintra, and truly seeing the beauty and history of it all.

We absolutely fell in love with Portugal, the culture, and the food. My only regret is not having more time so we could’ve seen the Azores as well and stayed even longer. 

We so look forward to this travel agent planning us another perfect vacation in the near future!

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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 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, Portugal Luxury Travel Review: Wine and Food Tastings, Cooking Class, Flamenco, City Tours, 12 Nights
"It was an absolutely amazing and unforgettable trip. Our travel company made all the dreams come true, and in only a handful of messages and phone calls."

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Spain Travel Review: Madrid, Mallorca, Granada, Toledo, Barcelona, Horse Show, Horseback Riding, 10 Nights

We were very happy to be matched with Zicasso’s travel consultant to arrange our travel plans. His expertise and thoughtfulness were obvious through every detail, and his suggestions proved to be the right ones in nearly every case. The transfers made the travel stress-free and smooth. The drivers were professional and most engaging, with only one slight mix-up on the location when departing Mallorca, but this caused no issue.

We returned to Zicasso because of our wonderful experience they arranged for our trip to Italy a few years ago, and this experience was equally fantastic. It was very assuring for my wife and I to receive the notices and updates from our travel consultant while our travel was in progress. He was prompt and detailed from start to finish. My wife speaks Spanish very well and loved the opportunity to interact and rebuild her vocabulary.

All hotels selected were excellent. The service quality was a standout at the hotel on Plaza de las Cortes in Madrid and the resort on Carrer de les Molins in Mallorca, in particular. The accommodation in Granada was beautiful, although just for feedback, the room location was not so good, having a full window wall at nearly ground level looking at people at a cafe — which meant keeping the blackout drapes pulled the entire time — and, consequently, a little noisy. That is just meant as a note if you book this hotel in the future. The lower levels at the back of the hotel should be avoided. That probably had more to do with what was available at check-in time, but just a note.

As we mentioned to our travel consultant during the trip, all four private tour guides we had were wonderful and very knowledgeable. The day trip to Toledo was a standout, as was the Alhambra in Granada. The horse show at the Spanish riding school fulfilled my wife's wish over many years and it didn't disappoint. Our guide in Granada stayed with us nearly an hour beyond her time (even though we mentioned the time to her). She replied that she enjoyed spending time with those who appreciated her city – and we did. We enjoyed her historical perspective very much and she seemed to enjoy it too. Our other guides were all terrific and it was evident they all enjoy their work and are proud of their cities and heritage.

We loved the horseback riding at the ranch with our guide in Mallorca. The staff there went above and beyond when my wife lost a bracelet on the trail (unknown where or when). We were nearly back at the hotel when we got a call that one of their staff had found the bracelet. The manager offered and dropped off the bracelet at the hotel that night on her way home, before we left for Barcelona. Great people!

The crowning point was ending our travel at the Sagrada Família at sunset — awe-inspiring! We really don't have any complaints or things we would change. There is much we would add, however, had we had more time (and money).

Thank you, Zicasso, and Zicasso’s travel company, for helping make a great memory for my wife and me.

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Spain Travel Review: Sevilla, Granada, Madrid, Culture, History, Local Cuisine, Flamenco, Cooking Class, 12 Nights
"Our agent worked to understand our interests and suggested other items he thought would be a good fit. I would definitely recommend this company."

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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