Small Group Toledo Day Trip from Madrid with Winery Tour

23 reviews

8.5 hours

Max 15

Why take this tour?


  • Drink in postcard-perfect views of the storied city of Toledo from a beautiful viewpoint.
  • Embark on a walking tour of Toledo’s historic center and discover why it’s known as the “City of Three Cultures.”
  • Learn what makes Manchego cheese and Spain’s famous ham so delicious while tasting it for yourself at a small gourmet shop.
  • Step inside a 15th-century monastery and marvel at its ornate chapel, full of breathtaking detail.
  • Explore a family-owned winery and enjoy a tasting of their own biodynamic wines.
  • Sit back and relax as we make our way to each of the day’s destinations—we’ve arranged comfortable, air-conditioned private transport so you don’t have to worry about logistics.
  • Sites Visited
  • Toledo viewpoint
  • Jewish Quarter
  • Plaza Zocodover
  • San Juan de los Reyes Monastery (inside)
  • Synagogue (exterior)
  • Cathedral (exterior)
  • Church of Santo Tomé (exterior)
  • Family-owned shop with cheese and ham tasting
  • Family-owned winery & vineyard
  • Tour Includes
  • Round-trip transport from Madrid
  • Walking tour of Toledo
  • Food tastings: ham & cheese and other products
  • Entrance to vineyard
  • Tasting of 3 wines
  • Winery tour
  • Option to wax seal a souvenir bottle of wine from winery
  • Local English-speaking guide

Enjoy a perfectly planned escape to La Mancha.

Book Now

Verified Customer Reviews

Overall Rating
5.0 /5
based on 23 reviews
Rating summary by category
Value for money
Latest reviews
Thank you Abel for an amazing tour. Everything about the tour was perfect. We especially enjoyed the tasting inside the windmill. Abel was very professional and knowledgeable. He welcomed questions and if he did not know the answer, would make sure he had the answer before the tour was over. We did a total of 5 tours while in Spain, all from Walks, and we thoroughly enjoyed them all. You have a life long customer!
Richard · Nov 03, 2019
The Tour was well organized in every single detail. The Guide was very competent and extremely clear explaining the history of the city, the architecture of the Toledo cathedral and all the most interesting information of the places visited. We enjoyed a lot this tour, everything was perfect. The visit at the windmills and the landscape was amazing. At the end of the tour we had the wine tasting with the view of the windmills in the background This is something I will never forget. Thanks a lot for this wonderful experience!
Rossella · Aug 16, 2019
David was great!! We enjoyed his knowledge and interaction with our group. Great tour.
Beth · Aug 13, 2019
David was wonderful! He was exceptionally knowledgeable and made our experience in Toledo very memorable. We would highly recommend the tour.
Maureen · Aug 01, 2019
Alicia was very knowledgeable especially when it came to art history! I would definitely recommend using her as well as your tour.
Robyn · Jul 30, 2019

Meeting Point

Meeting Point Map ⟶

Meeting point

Calle de Sánchez Bustillo. We will meet in the square in front of the Reina Sofía Museum, by the tall statue called “El pueblo español tiene un camino.” Your guide will be holding a green Walks sign.

Please meet 15 minutes prior to the tour start time.  


Is this tour accessible for wheelchairs, strollers or for those with mobility impairments?
Unfortunately due to the nature of this tour it is not suitable for guests with mobility impairments, or for wheelchairs or strollers. Please contact the Guest Experience team at [email protected] or call +39 068-596-0143 (Italy) or 888-683-8670 (USA) to make alternative arrangements.

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