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

$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.

4.9

Verified Traveler Reviews

Based on 526 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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Portugal Family Travel Review: Cooking Class, 1 Week

Our trip to Portugal was absolutely amazing. It exceeded our expectations, and everything felt so well-organized and executed. My family loved all of the tours and different activities, and we felt very well cared for and taken care of.

The best type of vacation, especially when traveling with kids, is the one where you don't have to worry about anything. This was exactly what we experienced on this trip. The drivers, tour guides, hotel staff, etc., were amazing, knowledgeable, and reliable. We would absolutely use this company the next time we travel!

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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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Spain, Morocco Trip Review: Madrid, Seville, Granada, Gibraltar, Malaga, Cordoba, Casablanca, Oualidia, Marrakech, Tapas Tour, 17 Days

The custom trip and itinerary were developed by Zicasso’s travel company and they made numerous recommendations for exploring, starting in Spain, in Madrid, and continuing down to numerous Andalusian cities, including Seville, Granada, Gibraltar, Málaga, and Córdoba.

Not only was the itinerary prepared with great detail and consideration, but every effort was taken to ensure the lodging requested met five-star requirements. Drivers and guides were assigned to us at all of our destinations, and this included airport arrivals and departures. Drivers and guides were not only punctual, they were personable and extremely knowledgeable, with decades of experience.

Our trip continued to Morocco, where we flew into Casablanca from Málaga. Again, airport connections were perfect and we had VIP arrival service on landing. Our driver and guide were aligned with us for the week we spent between Oualidia and Marrakech. Lodging was exceptional and our expectations were certainly exceeded.

Furthermore, the travel company made it a point to communicate with us openly over WhatsApp, answering the few questions we had in a prompt manner and checking in with us throughout the trip.

This is the first time I have 100% used a travel company and I could not have been more pleased with the delivery of the trip and the overall cost.

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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, 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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Customizable Itinerary

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

30,000+ Verified Traveler Reviews