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What you’ll do

You’ll join one of our local Madrid hosts and go back in time 2000 years in our time machine… oh wait sorry, false alarm, you’ll just take the train. You’ll visit the ancient city of Toledo, which is so historic it feels a lot like going back in time.

A UNESCO World Heritage Site, this enchanting enclave was once known as the ‘City of Three Cultures’ thanks to the Christian, Arab and Jewish communities who all lived here, and you can still experience the city’s rich cultural tapestry today.

Wander winding cobbled streets punctuated by whimsical turrets, medieval architecture, and El Greco art and feel like you’re in your very own fairytale. Visit the old Jewish Quarter and the El Transito Synagogue and Museum and see the old city walls and the 9th century Puerta de Bisagra, the imposing stone gate which once guarded the entrance to the city when it was under Moorish rule.

When lunch calls, as we find it always does, head to the Mercado San Agustin, a five-story market of gastronomic bliss where you can feast on tapas, indulge at a restaurant, or nibble on regional produce as you wander. Delicious, you won’t want to leave.

  • Private experience, tailored to you

  • 8 hours

  • Matched to your ideal host

  • Walking tour (may use public transport)

  • Hosted in English (On request: Bulgarian, French, German, Italian, Spanish)

  • Your hotel/apartment or any other central location

Experience outline

  • Take the train with your host who will organize tickets from Madrid to Toledo - no one likes figuring out train timetables whilst on holiday
  • Explore this historic fairytale city which is nearly 2000 years old and is a UNESCO World Heritage Site
  • Discover its most iconic landmarks like the gothic Cathedral, the El Transito Synagogue, and the 9th-century Moorish city walls
  • Wander through its historic streets, soaking up its history and charm
  • Enjoy an authentic tapas lunch at a traditional eatery recommended by your host or visit the incredible Mercado San Agustin where you can sample delicious regional produce and local wines, maybe buying some treats to take back to Madrid (one for the

Things to know

What’s included

  • 100% Private and personalized experience
  • 8 hours with a host who knows the area inside out
  • 3-4 tastings of local specialty tapas (yum!)
  • A glass of wine or soft drink and coffee
  • Train transport to and from Toledo
  • Walking experience (other transport can be arranged at an additional cost)

Meeting point

Your hotel/apartment or any other central location

What’s not included

  • Additional food and drink
  • Additional transport costs
  • Gratuities

Cancellation

Cancel 14 days before the experience for a full refund

Photos taken by our hosts and guests

Travelers having fun right now!

Travelers having fun right now!

Reviews

    Words can not express my appreciation for the best tour we received from Claudio in Bologna. He really went out of his way to meet All our desires and expectations. Knowledgeable, friendly, well versed in English language and kind hearted. Great Asset to the tour company's he participated with. Thank you very much.

    April 2024

    Alex m

    Our five hour trip was interesting and informative. We came away from it feeling that we had seen the essence of Kyoto and in a very short time had a much better understanding of this lovely city. Our guide, Alvin, was excellent.

    April 2024

    Malcolm S

    Thanks to my local guide, Ack I felt safe in this bustling metropolis that can be intimidating for those who don’t speak or understand Japanese. Ack expertly navigated the city and its various public transportation systems with ease. He made sure I got to see everything on my list.

    April 2024

    Sylvia G

    We had a lovely time with Tiana visiting Kyoto. She was really knowledgeable and was great catching the interest of the kids with many details about shrines, temples and also life in Japan in general. It was really a great guided tour.

    April 2024

    Nicolas D

See more reviews

Meet our local hosts in Madrid. One of them will tailor this experience to your wishes!

We’ll expertly match you to your best suited host based on your interests, personality and the experience vibe you’re after.

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