Dream-Like Don Quixote Tour of Spain

La Mancha windmills in Castilla-La Mancha Spain.

What to expect on this itinerary

Embrace the mixture of genuine tradition and the dream-like beauty of charming towns, bustling cities, and enchanting towns during this 13-day Don Quixote Spain tour. Follow in the footsteps of the noble figure and Miguel de Cervantes in addition to witnessing spinning windmills and preserved medieval castles. Uncover Spain’s artistic grandeur, authentic flavor, and immersive culture from the movement of flamenco to legends of knights and queens.

Countries Visited

Spain

Places Visited

Madrid, Toledo, Almagro, Alarcon, Cuenca (Spain), Albarracin, Siguenza

Suggested Duration

13 Days

Customizable Itinerary

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Day 1

Toledo - Arrive in Spain and Enjoy Toledo

The medieval city of Toledo will create the timeless ambiance as you imagine knights and nobles wandering the preserved cobbled lanes that overlook the waters of the Tajo River. The cultural synthesis between the Jewish, Muslim, and Christian communities has been preserved in mosques with horseshoe arches, glamorous Sephardic synagogues, and dramatic Gothic cathedrals. Your flight will land in Madrid’s Barajas International Airport, where your private transfer will meet you at customs. Once in Toledo, you can settle into the charm of the city and the luxuries of your hotel. You can also visit the 13th-century Moorish Bridge and 18th-century Baroque gateway.

What's Included:

Transfer
Accommodation
Day 2

Toledo - Discover Historic Toledo

Day 3

Almagro - Windmill Road Trip

Day 4

Almagro - Explore Beautiful Almagro

Day 5

Alarcon - Medieval Alarcon

Day 6

Cuenca - The Hanging Houses of Cuenca

Day 7

Albarracin - Enjoy the Most Beautiful Town in Spain

Day 8

Siguenza - Traverse Historic Siguenza

Day 9

Siguenza - Delight in El Monasterio de Piedra

Day 10

Madrid - Visit Alcala de Henares en route to Madrid

Day 11

Madrid - Art in the Capital City

Day 12

Madrid - Revel in a Free Day and Flamenco

Day 13

Madrid - Depart for Home

Trip Highlights

  • Witness the serene windmills whirling over the lush hills of Castilla-La Mancha for an immersive view of the life and visions of Don Quixote de la Mancha
  • Visit the childhood home of Miguel de Cervantes in the town of Alcala de Henares for insight into the life of the author in artifacts such as preserved art and furniture
  • Embrace the distinctive historic ambiance of medieval towns across the Castilla-La Mancha when visiting the historic hanging houses of Cuenca
  • Bask in the celebrated artwork of historical and contemporary Spain on a private tour of the Reina Sofia and Thyssen Bornemisza museums
  • Discover the captivating passion and enchanting rhythm of flamenco when viewing a celebrated performance accompanied by a delicious dinner
  • Wander the tranquil grounds of the Piedra Monastery to find soothing waterfalls hidden within the preserved woodlands
  • Delight in the pink hues of the homes and cathedral in Albarracin, a gorgeous town whose discerning color stems from the unique hues of the local stone
  • Enjoy the fascinating artistic aesthetic of El Greco’s works displayed in medieval Toledo to find the point at which authentic Spain and Don Quixote’s dreamy Spain converge

Starting Price

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.

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Fantastic family trip - one of our best ever due to the impeccable planning and service provided by our agent and his team. Our trip started in Madrid and included day trips to Toledo, Segovia and LaGranja.  We loved the boutique hotel which was our home base for those first days.  Great location, elegant and unique.  Our walking tour guides in each of these cities were fabulous - knowledgable and a pleasure to spend the day with.  We ventured to Seville via high speed train for 2 days where the highlights were a biking tour of the city - such a fun way to see the sites and enjoy some exercise - and an evening "tapas tour" for dinner on our final night.  We stayed in another gorgeous and unique property, located in a perfect area for lots of walking!  The restaurants that our agent booked for us were outstanding!  Our agent checked in with us throughout the trip to make sure that we were happy, and we even had the pleasure of meeting him for a pre-dinner cocktail one evening.  How often does that happen?  5 star service! 

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This travel agency arranged a wonderful trip for my son and I through Lisbon, Sevilla, Corboda, Toledo and Madrid.  I didn't have a lot of time to research and plan the trip, but they asked the right questions and arranged everything so that we would get a taste of the local area, food, customs and history, all through excellent tour guides and lists of other attractions and restaurants.  Our agent was very responsive and concerned, checking in with us periodically, and taking immediate action when there was a problem at one hotel.  I knew that someone had our best interests in mind throughout.  I highly recommend this company to help arrange your trip.  They will set your mind at ease and provide you with an experience full of amazing memories.

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Travel Review: Tour of Spain & Portugal, Lisbon, Douro Valley, Seville, San Sebastian, Ronda, Local Culture & Cuisine, Art

We had an amazing 6 weeks travelling to 13 places exploring Iberian food, architecture, people, culture and history. It was phenomenal, and it was made possible by the exceptional job done by this travel company and the knowledge and detail that this agent and his crew brought to the planning. Their value of deep in-country experience and pride was invaluable.

Our itinerary was: Lisbon, Porto, the Douro, Salamanca, Segovia, Madrid, Toledo (day trip), Seville, Granada, Nerja, San Sebastian, Salardu (Val D'Aran), and Barcelona. We consulted with this travel company to travel at the best season: when the south is not yet hot, and when the north is not still cold. We drove for three segments, had personal drivers for a few, took a train for two segments, and flew for the long segment. A detailed written description was provided for each locale, and for places to explore along our driving routes. We saw very historical and wonderful sites that tourists often do not visit. In each town, we were provided a personal local guide to orient us, and to provide us with a feel for customs of the place. Hotels were phenomenal. A lot of details for a long trip. And this travel company made impeccable plans that executed perfectly. 

I am recommending this company to my friends seeking in country expertise for that... extra special experience. 

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Luxury Spain Vacation Review: Madrid, Barcelona, Segovia, Salamanca, Nerja, Toledo, Prado, Alcazar, Tapas Tour, Culinary Class

We had an incredible trip to Spain – it certainly exceeded our expectations.  At first we were hesitant to book a trip with an online company, but the trip was amazing.  Our agent was very professional, and readily available to answer any questions we had while planning our trip. He asked us questions regarding our travel preferences and our personal interests, then delivered a perfect itinerary based on his knowledge and passion for Spain.  We found his personal suggestions to be the most exhilarating of the trip – a visit to a vineyard in Sedella, driving from Seville to Nerja and visiting the whitewashed villages were some of the more memorable things that were suggested by our agent and which are not outlined in the average Spain travel book. Our final itinerary, tickets, maps, and restaurant suggestions were delivered to our hotel and were awaiting us upon arrival on our first day in Madrid.  The presentation was extremely thorough and professional, and our agent was easily reachable via phone, email and text if we had any questions.  Our hotels were situated in ideal locations for what we wanted to do in each region, and the service and staff at each of them was exceptional. The tour guides provided in each of the cities were incredibly experienced and brought history to life while telling us about the different buildings, architecture, and art of Spain. Our travel company delivered a wonderful trip for us that was the perfect balance between must-see attractions (Toledo, the Prado, Alcazar for example) and typical Spanish life away from the tourist areas.

Your overall comments on Zicasso

This is an amazing service and we have told all of our friends about it.

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Review: Family Christmas Vacation in Spain & Portugal, Lisbon, Seville, Barcelona, Madrid, Flamenco Performance, Food & Wine

Our travel agency delivered above and beyond what me and my family could have ever expected. They put together an amazing 12-day itinerary. We originally had requested 3 cities in Spain and Portugal (Lisbon, Madrid and Barcelona) but our agent suggested adding Seville, which turned out to be one of the most beautiful cities and the perfect place to spend Christmas. Our agent set us up with the best restaurants and amazing tours. All of his guides were top notch and extremely personable. Our Christmas Eve dinner was amazing at our hotel in Seville but one of the highlights of our trip was ringing in the new year with dinner at a Michelin Star restaurant in Barcelona! If you ever plan a trip to Spain - I definitely recommend using this company!

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Customizable Itinerary

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

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