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Toledo, Windmills & Wineries Private Tour


A fantastic tour in which to discover the best parts of Castilla La Mancha. Toledo is a spectacular city filled with cultural gems and top notch gastronomy. You will enjoy a delicious meal with incredible views of the city and stay at an excellent hotel. On day two, you will discover the land of Don Quixote de La Mancha by visiting the famous windmills, enjoying interesting wineries, and tasting the local cuisine


- Discover culture, monuments & landscapes of the amazing region of La Mancha (land of the famous Don Quixote)

- Get to know the ancient Imperial Capital of Spain: Toledo (UNESCO World Heritage Site & City of 3 Cultures)

- The best gastronomy of Toledo and La Mancha

- Incredible views of (and from) the famous Don Quixote windmills

- One of the best hotels in Toledo (and the possibility to choose)

- Talk about and taste wine with experts in 2 fantastic wineries

- The possibility of continuing your trip to Seville by high-speed train from Ciudad Real


  • Hotel pickup in Madrid (or as close to your accommodation as possible)
  • Expert tour guide/driver who will accompany you throughout the trip
  • Transportation in a luxury minivan with air conditioning
  • Visit to the UNESCO Heritage Site of Aranjuez
  • Special gastronomic meal in Toledo with spectacular views of the city
  • Visit to 3 monuments of Toledo
  • 1-night accommodation in a luxury hotel in Toledo
  • Buffet breakfast at your hotel
  • Visit the famous Don Quixote windmills of La Mancha
  • 2 winery visits and wine tasting with experts
  • Quality lunch in a special restaurant to enjoy La Mancha cuisine
  • Return to Madrid or transfer to Ciudad Real if you wish to continue to Seville or Córdoba by AVE high-speed train


  • Any product or service not specified in the previous section.
  • Tips for your guide

Please Note

How do I make my reservation?
To make your reservation, simply send us your request by clicking on “Make an enquiry”. We will contact you as soon as possible to confirm availability of your dates.

I would like to extend the trip and add another tour of yours that I like
Yes, of course, please contact us with your preferences. Additionally, if you add another 1-day or Multi-day tour from Madrid to this one, you will receive a 5% discount on the second tour. If you wish to continue this trip to another Spanish city instead of returning to Madrid, we would be happy to help organize your transportation.

Cancellation and changes policy

If cancelled 30 days before the start of your trip, 15% of the total services cost will be deducted. For cancellations within 30 days of the starting date of the service, 30% of the total cost will be charged. Tours cancelled within 7 days prior to the first day of your trip are non-refundable. We advise that you consider purchasing Trip Cancellation / Travel Insurance.

Any change request made by the customer after already having booked and confirmed the dates of the trip may imply an additional administration fee of 5% and may also impact the overall trip price due to provider price changes. Cancellation of the trip may be necessary if date changes impact availability (in which case, the cancellation policy will apply).

This tour offers an easy and fantastic way to discover the largest wine region in the world, the land of Don Quixote. In addition, you will discover the gorgeous city of Toledo and enjoy the best of Spanish gastronomy and wine. No need to rent a car, plan which wineries to visit, or map out how to get there. Transportation by private luxury minivan is included with pickup from your hotel by your friendly expert guide. The perfect multi-day tour to indulge yourself with wine, culture, and beautiful vineyard landscapes.

Day 1 Madrid-Aranjuez-La Mancha-Toledo
Day 2 Toledo-La Mancha-Madrid (or Ciudad Real if you wish to continue to Córdoba or Seville by AVE train)

*The following is the most probable itinerary. It is subject to change depending on availability and days of the week.

DAY 1 – Madrid - Aranjuez - La Mancha - Toledo

Be picked up from your hotel by your friendly local guide for your private tour to the largest wine region in the world with over 1.5 million acres. You will walk around the magnificent Royal Palace of Aranjuez (UNESCO World Heritage), visit a sanctuary that has many secrets to be revealed about the Jewish expulsion from Spain, and discover the underground houses where peasants lived until the second half of the 20th Century. Finally, you will enjoy a great meal with spectacular views of Toledo before getting inside the old Imperial City. Check in at your beautiful hotel before visiting three of Toledo’s most stunning monuments with your guide. Enjoy dinner at a local restaurant and get a good night’s sleep because La Mancha awaits you.

DAY 2 – Toledo - La Mancha - Madrid (or Ciudad Real if you wish to continue to Córdoba or Seville by AVE train)

After breakfast at your hotel, you will meet your tour guide for your wine tour in La Mancha. Your day includes visits to the famous windmills of Don Quixote and to 2 of our favorite La Mancha wineries. Each winery tour will conclude with wine tasting. Lunch will take place at a traditional local restaurant where you will enjoy the best of Manchego cuisine.

Your private tour of La Mancha will end with drop-off at your hotel in Madrid or at Ciudad Real train station if you wish to continue to Córdoba or Seville by AVE high-speed train.

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