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 542 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 Travel Review: Porto, Douro Valley, Alentejo, Lisbon, Lagos, 11-Day Trip

I'd make this 4.5 stars if I could. We had a five-star experience with a few glitches, but they were addressed quickly and kindly.

Zicasso’s travel specialist is a gem. She goes out of her way to clearly communicate what to expect, who you'll be with, and the times for meets and activities. She made us feel special, as though we were her personal guests rather than just clients. We had a luggage issue that she went out of her way to help resolve.

We asked to stay in nice places with AC and king-size beds, and she delivered. All places were great and a bit different from what we're used to and from each other. Most of the drivers were also a lot of fun to be with and spoke at least reasonably good English.

I offer two suggestions for those who use this service. One, always verify meet times and contact info that you receive. Two, don't pre-book two meals in a day if you're staying at a place that offers breakfast. It's just too much food too close together.

We had an 11-day vacation. We chose variety rather than immersion, so went from Porto to Douro Valley to Alentejo to Lisbon to Lagos in the Algarve area, with some stops in between and drivers who brought us everywhere. Next time, we'd likely choose two or three places for a more immersive experience.

I highly recommend this travel company and the travel specialist in particular.

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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, Portugal Tour Review: Madrid, Granada, Seville, Ronda, Lagos, Lisbon, Cascais, Sintra, Nazare, Obidos, 2 Weeks

After returning from our incredible trip through Spain and Portugal, I felt compelled to leave a review for the travel company that helped make this experience so memorable.

From our very first conversations, the level of service and attention to detail from Zicasso’s travel specialists was truly exceptional. Every aspect of the trip was thoughtfully planned, from selecting beautiful four-plus-star hotel accommodations to coordinating private drivers, transfers, tours, and day trips throughout Spain and Portugal. It was clear they personally vet and care about the quality of every experience they recommend.

Our itinerary included Madrid, Granada, Seville, Ronda, Lagos, Lisbon, Cascais, Sintra, Nazaré, and Óbidos, and every transition throughout the trip was seamless and stress-free.

What truly set this agency apart, however, was the level of care and support they provided when things became unexpectedly difficult during our travels. My husband experienced severe stomach issues throughout much of the trip, including needing medical attention and a hospital visit while abroad. During an already stressful situation, the travel specialists went far above and beyond anything we expected from a travel agency.

They were immediately responsive at all hours, helped coordinate support when needed, offered assistance communicating with pharmacists, checked in on us regularly, and ensured our private drivers and guides remained available and flexible around our circumstances. Their kindness, compassion, and genuine concern made an overwhelming situation feel much more manageable while being far from home.

There was also one hotel room during the trip that did not meet expectations and the agency handled it immediately and professionally. The travel specialist quickly stepped in, offered to cover the upgrade, and worked directly with the hotel to ensure we were comfortable. Both the agency and the hotel responded with a level of customer service that honestly exceeded my expectations.

I also appreciated how receptive the travel specialist was to feedback throughout the trip. There was one driver whose driving style made me somewhat uncomfortable and, after mentioning it, he responded immediately, took the concern seriously, and ensured all future drivers met the level of professionalism and comfort we expected.

It’s rare these days to find a company that combines professionalism, responsiveness, luxury-level planning, and true personal care the way this team does. This was not simply a “booked vacation,” it felt like having trusted support throughout the entire journey.

I cannot recommend the travel specialists and their agency highly enough. If you are considering travel to Spain, Portugal, or Europe in general and want a seamless, personalized, high-touch experience, they are absolutely outstanding.

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Portugal Travel Review: Lisbon, Douro Valley, Arrabida, E-Bike Tour, Hiking, Safari, 9 Days

Our trip to Portugal exceeded all of our expectations. Zicasso’s travel specialist took the time to listen to our input and put together an itinerary that was executed seamlessly and left us with meaningful memories that will last a lifetime. The local guides, accommodations, and recommendations were all top-notch!

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Spain Vacation Review: Granada, Cordoba, Seville, Architecture, History, 2 Weeks

Zicasso’s travel specialist did an excellent job of coordinating all the somewhat complicated logistics for our trip to Andalusia. Hotel accommodations were very good and well-located. The multiple guides we had in Granada, Cordoba, and Seville were all knowledgeable and very personable.

During the trip-planning phase, the travel specialist was in frequent contact with us to ensure the trip was tailored to our specific interests and pacing preferences. During the trip, our other travel specialist was in daily contact with us to check on our status and needs.

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Customizable Itinerary

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

31,000+ Verified Traveler Reviews