Dream-Like Don Quixote Tour of Spain

Plaza de Cervantes in Alcala de Henares.

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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Julius G.
Spain Tour Review: Madrid, Alhambra, Guggenheim, Picasso Museum, Wine Tasting, 11 Nights

Zicasso's travel company was outstanding, checking on us daily. The trip was outstanding and all our needs were met. We planned the trip with the help of the tour operator and they made any changes we wanted, as well as advised us on what to see. All the guides and drivers were great and very knowledgeable. I would recommend them and will use them again.

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Teresa K.
Portugal, Spain Vacation Review: Tapas Tour, Private Luncheon, 14-Day Trip

Zicasso's tour operator provided an amazing itinerary for our two-week trip to Portugal and Spain. The owners provided us with communication on WhatsApp, where they checked in daily. The tours they chose for us were great, with knowledgeable guides. We had transits to and from the airports, where the tour operator kept communication with us and the drivers to ensure a smooth transport. I would fully recommend the tour operator.


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Chris V.
Spain, Portugal Trip Review: Porto, Ribadesella, Bilbao, 11 Nights

The trip was all that we expected and the Zicasso travel agency's planning and assistance were exceptional.

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Alex G.
Spain 25th Anniversary Tour Review: Madrid, Sevilla, Ronda, Granada, Malaga, Nerja, Triana, Royal Alcazar, Museums, Local Cuisine, 10-Day Tour

I'm not sure it's possible to be any more satisfied with the service provided by the Zicasso travel partner's team.

Ahead of the trip, our travel designer was in constant contact, by phone and email. In terms of the itinerary and the logistics/preparation for the trip, we discussed the right locations, iterated on the excursions, and ultimately planned out a wonderful holiday in celebration of our 25th wedding anniversary. He listened (for example, that we wanted more food experiences vs wine), suggested (for example, Segovia vs Toledo, Nerja vs Marbella), and coordinated all of the details.

And our concierge was amazing once we were on the ground. Coordinating with drivers and guides (especially since our inbound flight was delayed), making suggestions for restaurants and booking reservations, and providing guidance for myriad logistical situations (for example, the best route to take while driving from Sevilla to Ronda).

The travel company's team really delivered for us and we cannot thank them enough for our incredible Spain experience!

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Michele M.
Spain Vacation Review: 2 Weeks

From beginning to end, Zicasso's travel experts took great care in taking care of everything. We received great communication, guides, hotels, transportation, suggestions, etc, and they were reliable before and during our trip

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Michael D.
Spain, Portugal Travel Review: 3 Weeks

Zicasso's travel specialists were absolutely fantastic! They had everything organized perfectly and they were there to help us out all the time!

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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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