Small Group Toledo Day Trip from Madrid with Winery Tour

26 reviews

8.5 hours

Max 16

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 Toledo's ornate cathedral and learn to appreciate the breathtaking details with insight from your guide.
  • 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
  • Synagogue (inside)
  • Cathedral (inside)
  • Church of Santo Tomé (exterior)
  • Family-owned shop with cheese and ham tasting
  • Family-owned winery & vineyard
  • Tour Includes
  • Entrance to Primada Cathedral
  • Entrance to Synagogue of Santa María la Blanca
  • Round trip private transportation with AC
  • Food tastings: ham & cheese and other products
  • Entrance to vineyard with winery tour and 3 wine tastings
  • Expertly guided walking tour of Toledo
  • Local English-speaking guide
  • Small group of 16 guests maximum

Enjoy a perfectly planned escape to La Mancha.

Book Now

Verified Customer Reviews

Overall Rating
4.9 /5
based on 26 reviews
Rating summary by category
Guest Support
Latest reviews
Ernie was our guide on the Toledo tour, and he was absolutely awesome, even took the time during the free hour to walk us to a synagogue. Visit to a local winery after Toledo was a nice touch. We learned about the process of making wine in this private tour and got to taste local wines.
Michael · May 11, 2023 · United States · Female · 45 to 54 years
Really enjoyed the day trip to Toledo and vineyard! I’ve visited Toledo before, but found it much more interesting with a knowledgeable guide. I loved visiting the family-run organic vineyard and wouldn’t have been able to get there if I didn’t take this tour. Would definitely repeat and recommend to travelers!
Halley · Apr 23, 2023 · United States · Female · 25 to 34 years
Excellent tour! The guide was so interesting and I learnt so much. The winery experience was particularly interesting. They explained the whole process from seeing the grapes in the fields to the fermentation in the barrels and then trying the wine for ourselves. I would highly recommend this tour! The winery was particularly special as it isn’t open to the public and it felt like a very unique experience.
Jemma · Apr 23, 2023 · United States · Female · 25 to 34 years
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

Meeting Point

Meeting Point Map ⟶

Meeting point

Plaza del Emperador Carlos V, 9, 28012 Madrid. We will meet outside the coffee shop called Rodilla, which is next to El Brillante bar. 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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