The Don Quixote Tour of Spain: In the Footsteps of a 400 Year Old Masterpiece

What to expect on this itinerary
Don Quixote is the epitome of ancient Spain, a surrealist adventure blessed with unrivaled poetry and fantasy. Celebrating the 400 year anniversary of Cervantes’ masterpiece, this handcrafted itinerary recaptures the Spain of Don Quixote, taking a seductive route bathed in history and legend. Windmills, walled towns, wine estates, paradors; the fictional blurs with the exquisite as you recreate a knightly story and one of the greatest works of Western literature.
Customizable Itinerary
Oropesa – Mystical Welcome into one of Spain's Finest Ancient Towns
The Castle of Oropesa stands sentinel above Toledo, the turrets and cupolas dominating a medieval town of indulgence. Cross the 11th century stone bridge and you're lost within the fiction of yesteryear, the cobbled streets winding past restaurant terraces and statuesque heroes. Built in the early 15th century, the Castle of Oropesa is your first parador, your first night in historic luxury accommodation. You're met in Madrid by your driver guide and head directly to this fairytale fortress. The afternoon is at your leisure before the evening is filled with a mystical immersion into the past. A gala dinner is served in the castle's grand dining hall, with live entertainment and a multitude of different dishes served with wine.
What's Included:
Oropesa – Lost in Medieval Fantasy and Fiction
Mora – The Cute Towns of Cervantes’ Masterpiece
Consuengra – A Journey Through the Windmills and Ancient Villages of La Mancha
El Toboso – Wine Tasting at the Home of Don Quixote's Greatest Love
Almagro – A Fabulous Parador in a Delightful Town
Manzanares – Visiting Cervantes’ Prison and Relaxing on La Mancha Plains
Valdepanas – A Day of Wine and Castles in the Mountains
Tomelloso – The Town of Cervantes’ Imagination
Madrid – Palaces and Tapas in Spain's Capital
Madrid – Departure
Trip Highlights
- Tour the Spain of Miguel de Cervantes’ imagination, journeying through the windmills of La Mancha and the tiny towns that inspired Don Quixote's adventures
- Immerse yourself in the beauty of Spain's Golden Age by sleeping in exquisite paradors, converted castles and monasteries that recreate 17th century glory
- Enjoy two days of exclusive wine tasting at some of Spain's oldest wine estates and historic vineyards
- Get lost in some of Spain's finest medieval sites; including castles, tiny hilltop villages of whitewashed stone, noble 16th century houses, and quaint stone churches
- Explore the life of Miguel de Cervantes, visiting the prison where he wrote Don Quixote and the inspiration for “somewhere in La Mancha in a place whose name I do not care to remember…”
- No journeys are longer than one hour as you relax in the historic heart of Spain
- An expert Don Quixote guide is your chauffeur, breathing life into the stops on this Council of Europe accredited cultural route
Detailed Description
Bathed in fantasy and swashbuckling adventure, Don Quixote is one of the greatest literary fictions of Western history. While the hero imagines his knightly story, Miguel de Cervantes’ inspiration can be found all over the historic La Mancha region of Spain. Celebrating the 400 year anniversary of the book's full publication, this unique tour recaptures the quixotic spirit and timeless glory of a Spain that lives long in everyone's imagination. Wander through the cobbled streets of whitewashed stone villages, admire the windmills that Quixote once fought, sleep in castles direct from idealistic fairytales, and settle into the rhythm of medieval Spain. The destinations feel fictional, lost in their ancient glory and unchanged for centuries. But then a feast of tapas and wine is delivered to an al fresco terrace and the surreal becomes real.
This itinerary connects destinations on the European Council accredited Don Quixote cultural route, taking you across the plains of La Mancha and the heart of Spain's Golden Age. An expert guide helps your imagination run away with the adventures of Quixote as you visit the places that influenced and inspired Cervantes’ idealism. Accommodations are mostly in paradors: 16th and 17th century buildings that have been converted to luxurious hotels. Sleep in castles and monasteries, tucked away in towns unchanged since the book's publication. All transfers are by luxury saloon vehicle and the itinerary has a very relaxed pace, with lots of time for leisurely Spanish dinners and evenings absorbing the atmosphere of village plazas.
Start in Oropesa, a medieval town of such splendor it seems mythical. Cross the 11th century drawbridge to the 16th century castle parador and the quixotic paradigm immediately takes over. Spend days three and four touring the tiny traditional villages and famous windmills of La Mancha, stopping at museums, plazas, and fascinating structures of 16th century stone. Day five is dedicated to wine tasting at the home of Dulcinea, the woman Don Quixote's wooed with his knightly errands of chivalry. Enjoy some of Spain's finest paradors on days six and seven, the relaxed destinations combined with a visit to the prison where Cervantes wrote his masterpiece.
As you journey south you weave into the mountains of La Mancha, mysterious villages clinging to peaks with promises of medieval glamour. Day eight visits some fabulous vineyards in a little visited part of Spain, while day nine explores the most influential town in the book, Tomelloso. Completing the tour, you head to Madrid on day ten, stopping at two magnificent palaces en route. After ten days on this luxury Spain tour, The Ingenious Gentleman Don Quixote of La Mancha is more than fiction; it's an ode to the timeless beauty of Spanish tradition and culture.
Starting Price
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.
Verified Traveler Reviews
Based on 899 reviews
Don Quixote and La Mancha Odyssey
Search for Windmills, Paradors, and Castles
On this odyssey we sought to discover one of the most famous areas in Spain thanks to literature: La Mancha. The route started near Toledo and was the setting for the adventures of Don Quixote, the character brought to life by Miguel de Cervantes. Along the way, we saw wide open plains and small mountain ranges with one of the region's more famous symbol: the windmills of La Mancha, visited Castles in Spain, Stayed at paradors, and explored the plains of La Mancha
See more
See more
Our travel agency planned a two week, multi-city trip for us, covering Madrid, Toledo, Cordoba, Granada, Seville, the White Villages and Barcelona. They arranged in-country hotels, transportation, drivers, guides, restaurant reservations and tours. They did an excellent job on all fronts: Professional, friendly, thoughtful and thorough. Highly recommended.
See more
Words can't explain just how important this trip was for my 90-year-old Uncle. In 1944, he was a U.S. soldier in Germany, and during that time, he had one week's leave from the Army. He decided to visit Spain for that week, and he absolutely fell in love with the country. He promised himself that one day he'd return. Nearly 75 years later, I had the privilege of helping him make that dream come true. However, I could never have made that trip as smooth and absolutely enjoyable and free of all stress that it was if it weren't for our travel planner and her associates at the travel agency. They were careful and thoughtful in their assessment of what and how we needed to travel the country, given my Uncle's age.
The travel agency asked all the right questions, then created an amazing itinerary that encompassed all the cities and towns we wanted to experience without rushing from one place to another. My Uncle did not want to be herded on a bus tour, nor did he want to sit on a bus with lots of other tourists and not be able to understand the tour guide. He wanted private tours of major sites in each of the towns we visited and he wanted to be able to have resting time each day. Additionally, he wanted four-star accommodations, rather than whatever accommodations a group tour was providing.
Our travel planner and her team created the most incredible vacation for my Uncle, that included professional, patient, and incredibly knowledgeable tour guides who were also personable and fun-loving people. They all spoke excellent English besides their native Spanish, and had tickets to the most popular sites, bypassing huge long lines to get us into the facilities ahead of everyone. They also provided wheelchair accommodations and made sure my Uncle had access to bathroom facilities when necessary. I made sure each private tour guide received a generous tip for their wonderful services.
Additionally, I can't say enough about the accommodations that we had along the way. They were all four to five star that all included an AMAZING delicious breakfast buffet each day. I can still taste the wonderful cheeses, fruit, huevos, ham, chocolate croissants and perfect cappuccinos! The presentation of each breakfast was outstanding!
We first visited Barcelona and had a two bedroom apartment that was absolutely perfect and located near food, fun and transportation. The staff was friendly and amazing, and everyone spoke English. The apartment was five star all the way! We had a wonderful tour with our guide where we got first class treatment, bypassing the long lines for the Templo Expiatorio de la Sagrada Familia, which was designed by famous architect Antonio Gaudi. Then she took us to the Old City of Barcelona where we walked on the same streets built by Romans. My Uncle is still talking about that experience!
The next day, we boarded a bus with a small group of travelers to see Monseratte, a Benedictine monk mountain retreat. It was one of our highlights of the entire trip, and was quite emotional for my Uncle. The views from Monseratte are absolutely breathtaking and I was able to get some fantastic photographs from the top of the mountain. Absolutely recommend this day trip. After we left Monseratte, we enjoyed an afternoon of wine tasting and tapas at a family vineyard with our small group of about ten travelers. We had so much fun and we all bonded as a group. Such a wonderful way to end our day.
From Barcelona, we were flown to Granada, where we stayed in another fantastic five-star hotel adorned with Marble and decorative rod iron throughout the facility. It was also in the heart of the town and easy access to shopping and sites. We took a taxi up the mountain to the La Hambra where we met our next tour guide who gave us a wonderful tour of the city within a city. What a site to see and such history to learn! Later in the day, when we returned to Granada, we walked the city and shopped- lots of great shopping- and had a wonderful dinner at an outside cafe. This is definitely a trendy, upscale shopping area.
Next, our travel agency arranged for a private driver to take us from Granada to Seville because the train was inoperable and we would have had to take a bus for part of the nearly three-hour trip to Seville. Our private ride was smooth, relaxing and our driver was very personable. He also had a very clean, comfortable car. I highly recommend this mode of transportation!
Once in Seville, we checked into our hotel- yet, another spectacular accommodation- including a rooftop pool and bar that overlooked the entire city of Seville. The rooms are spotless and I absolutely love the bathrooms, equipped with glass showers, large overhead showerheads and excellent craftsmanship. Our evening Tapas and wine tour with our guide was so memorable. She took us for a walk through her neighbourhood of narrow cobblestone streets and rod iron balconies to see various historical sites such as a Music museum and conservatory, an ancient breathtaking Cathedral that was still operational, and the town plaza where neighbours would meet and children would play. The area was so quaint, we didn't want to leave. Moreso, our guide had arranged for us to go from one Tapas bar to another in the neighbourhood- never waiting in any lines- and tasting the most exquisite Tapas and wine/beer we'd ever had on the trip! She paid all expenses and ordered the food and drink throughout the night.
Sadly, we had to leave Seville and take the highspeed train to Madrid, where we stayed for several days in an absolutely beautiful hotel on Jorge Juan Avenue. Newly renovated with an old European flair of gorgeous white marble everywhere, beautifully decorated lobby and bar, a lower-level cellar that was renovated into this amazing kitchen, breakfast buffet with old brick and wood decor, including an old iron stove, and central to the whole hotel was a gorgeous rod iron cage-elevator that Europe is so well-known for. Can't speak highly enough of this hotel!
Madrid is a very large city and quite majestic. They have a large central park in the midst of the city and it's filled with people walking their dogs, scooters, joggers, and kayakers surrounding a beautiful small lake adorned with marble monuments. We really enjoyed eating ice cream and walking in this park, and also saw a lovely art exhibit while there. Our second day in Madrid included a 25-minute train ride to Toledo, where we met our tour guide who showed us all over this quaint historical town. She grew up in Toledo and knew everyone, so we got private tours of little businesses that would make gold jewelry by hand, as well as a six-generation business that handcrafted amazing pottery with 24K gold inlay. The town is also known for its steel and sword making. We saw amazing swords and gold- lots of gold. Absolutely a must for gifts of gold or steel products at amazingly low prices. We truly loved the Cathedrals and narrow winding cobblestone streets of Toledo. It's a small town with a rich religious history of various religious backgrounds. Now I know where "Holy Toledo!" came from!
Overall, the trip was a life changer. My Uncle shed a tear when we had to leave because he enjoyed this trip more than any other place he's ever visited in his life. At 90 years old, he said he is now complete. To our travel planner and everyone at this company, I can't thank you enough for providing such a memorable gift for an old man who wanted nothing more than to have one last trip to a beautiful country he has never forgotten. Muchas gracias!
See more
See more
The trip was great! We were happy to have visited Toledo, Granada and Seville! And of course Madrid and Barcelona didn't disappoint at all! Would definitely go back again! =)
See more





