Toledo small group tour from Madrid with winery & windmills - Toledo small group tour from Madrid with winery & windmills -

Toledo small group tour from Madrid with winery and Don Quixote Windmills


Toledo small group tour description

Experience the wonders of Toledo through this exciting and fun group tour which includes not just Toledo, but also the captivating sights of La Mancha and the iconic windmills of Don Quixote and a visit to a cherished family-owned winery where you will indulge with some local fine wines. The tour includes a traditional manchego lunch and, of course, you will immerse in the rich history of Toledo by visiting 2 of its monumental landmarks;  the awe-inspiring cathedral and one of its magnificent synagogues.

Group Tour Highlights

  • Immerse yourself in the rich culture of the historic city of Toledo
  • Visit the windmills of Don Quixote and enjoy traditional Manchego food
  • Visit a local winery with high-quality wine and a fun and informative wine expert at the winery´s premises

This Toledo group tour includes

Professional Guide

A friendly expert guide for the day in Toledo and th windmills. A wine expert at the winery.

Top quality vehicles

Transportation in a high-quality minivan with air-conditioning

Guided walk in Toledo

Your guide will make sure you enjoy the best streets and itinerary in Toledo, including some time at one of its traditional shops

Entry passes to Toledo´s cathedral and the synagogue

The guided walk in Toledo includes a visit to 2 monuments (entry fees included) : the Cathedral and the Synagogue

Traditional meal

A high quality, traditional manchego meal (Vegetarian options available - please let us know in advance) to enjoy the typical recipes from La Mancha

Family owned winery visit

A family owned winery visit, including wine tasting (of 2 quality, wines)

Central meeting point in Madrid and drop -off

The tour starts and ends at a central location in Madrid

Taxes & services

21% Spanish Taxes (VAT). Complimentary water

Practical information & Dietary restrictions

The tour starting time is shown below. The exact meeting point is shared in the booking confirmation message. Please make sure you arrive at least 10 minutes prior to the tour starting time. Dietary restrictions need to be provided in the booking form

Both meeting point and drop-off at the end of the tour is at the same location near Puerta de Toledo square. The exact meeting point will be shared in the confirmation email.

See Map

Toledo from Madrid small group tour itinerary

(This is a sample itinerary for the small group tour to Toledo from Madrid and the order may change depending on opening times, etc., however, this is the most typical itinerary)

08:00 - Tour starting time from Puerta de Toledo Square
Please make sure you are at the meeting point you will receive in the email booking confirmation message at least 10 minutes prior to the tour starting time
Stop #1 - Toledo!
Experience the breathtaking beauty of Toledo as your guide takes you through the winding alleys of the ancient old town, where the Jewish, Catholic, and Muslim communities lived together for centuries. The tour includes to two notable monuments, including the famous Cathedral, a symbol of architectural excellence and one of the most magnificent cathedrals in Spain, as well as the historic synagogue. There will also be a bit of time to shop some of the famous local items and some tasty surprises on the way
Stop #2 - La Mancha and Don Quixote windmills
The small group Toledo tour progresses towards La Mancha, one of Spain´s flattest regions and famous for the imposing shape of the iconic Don Quixote windmills. Get ready for superb pictures!
Stop #3 - Lunch
Time for lunch now. Get ready to enjoy a traditional local Manchego meal at a picturesque restaurant
Stop #4 - Winery visit and wine tasting
The tour will end with yet another great experience: a visit to a local winery where the owner himself will talk about the heritage and tradition of his family business and where you will taste some excellent wines. A great way to end this Toledo group tour!
18:30 - Back to Madrid
After having enjoyed the amazing city of Toledo you will be driven safely to Madrid at the same place where the tour started

Have a Question?

Have a look first at our Q&A section or contact us


Take this tour! Fabulous tour. We had Raul as our guide and he was exceptional. Thoroughly enjoyed Toledo. The winery was great too with nice wines. We had lunch in their restaurant. Delicious. Then we got to see the windmills in LaMancha. None of the other tours offered all of these experienced. It was a highlight of our trip.
Segovia Cathedral outside
Culture, cuisine, wine and good friends, what could be better. The artwork in the cathedral was amazing, including a piece by El Greco. Not to be missed. We enjoyed great food, wine and excellent company. We loved the windmills and the explanations about how they operate. I highly recommend this tour!
Alcantara bridge in Toledo
John S

Madrid to Toledo small group tour itinerary

Share this tour

from €199

Why with us and Terms

  • Dietary restrictions.  The tour can accomodate nearly all possible dietary restrictions. You will be requested to provide dietary restrictions through the booking process.
  • What it the starting time in Madrid? The tour starts at 8:00 AM 
  • At what time will we be back in Madrid? At around 18:00. Arrival depends on the traffic found approaching Madrid center
  • Can I be picked up at the airport? No. Ths is a group tour. If you require private services we recommend you look into this other tour
  • Can I pay with Amex? You need to contact us to be able to book with Amex
  • Can I play with a paypal account? You need to contact us if you wish to pay using Paypal

  • Can I have the name of the wineries we will visit? We do not advertise the names of the wineries visited and prefer not to provide them to ensure we keep the exclusivity of the tour to its maximum for our customers. We only visited small, top wineries that fit perfectly well into the schedule for the day. is the most secure, easy and best way to experience culture and wine country during your stay in Madrid. We offer you the opportunity to explore the area in luxury and comfort with your own experienced guide for the day, and really get to know the wineries and high quality wines in the area.

We only work with the best guides and wine producers. We are experts in the region and our customers count on our knowledge to build the perfect tour on the chosen day.

You can make your reservation by selecting an available date from the calendar. Then select the number of people. If you wish to book the tour as private, click on the arrow next to “optional extras” and select 1 as the quantity. To proceed to the payment page click “BOOK NOW”.

If you are booking well in advance and prefer to pay a 30% deposit to reserve your date, please contact us by clicking on Contact Us” and we can then send you a payment link for the deposit

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 7 days or less prior to the first day of your trip are non-refundable. We advise that you consider purchasing Trip Cancellation / Travel Insurance.

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