Toledo Tour from Madrid - Amazing with Toledo, wine & more Toledo Tour from Madrid - Amazing with Toledo, wine & more

Amazing Toledo tours

Our 2025 Toledo tour from Madrid selection. Enjoy like a local!

Just an hour from Madrid, Toledo, Spain´s ancient Capital, feels like stepping into a storybook—where ancient walls, winding lanes, and timeless traditions all come together. A Toledo tour from Madrid is almost a must if you stay in Madrid a few days. Our tours offer much more than just history! Most customers tell us that what they most loved were not the impressive monuments, but hilltop views, strolling through small streets or wine and local gastronomy. Enjoy!

"Hola! I’m Jaime. I grew up in Toledo, surrounded by history, legends, and the scent of fresh marzipan from the old town bakeries. This city is like an open-air museum, but it’s also full of life and little surprises around every corner. I love sharing Toledo’s stories—the mix of cultures, the local crafts and some hidden corners tourists often miss. My goal is to help you see Toledo as a city with soul. Come with me, and I’ll show you the Toledo I know and love!"

Private Tour to Toledo from Madrid

Alcazar and cathedral tower in Toledo
Best price guaranteed

This Toledo tour has nothing in common with the typical daily tour buses travelling from Madrid to Toledo - it offers a truly unique opportunity to enjoy so much more than just Toledo city. This private tour to Toledo is led by a senior guide who will escort you through the history of Spain, introduce you to typical food from La Mancha, as well as provide you with expert knowledge on the production of wine in this area of Spain (which is, coincidentally, the world´s largest vineyard).

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  • Private
  • 10 Hours
  • Mon-Sat
  • Pick-up
4.8/5
FROM MADRID
from €270

Group Tours to Toledo from Madrid

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.

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  • 3-7 People
  • 9 Hours
  • Mon-Wed-Fri
4.7/5
FROM MADRID
from €219

Enjoy with this Toledo wine tour a day group tour to this amazing Unesco site followed by a winery visit and tasting at a traditional family-owned Finca. A fantastic day outside of Madrid with 2 outstanding experiences!

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  • Group Tour
  • 8 Hours
  • Mon to Sat
4.7/5
FROM MADRID
from €99

How to decide which of our tour is best for you?

Private tours offer a more flexible and adapted experience, but there budget is not for everyone. In case you have any doubt about which tour would work best for you please contact us and we will be happy to help!

Customer testimonials from the Toledo tours from Madrid

You’ll find plenty more reviews on each of our tours—real stories from travelers who’ve walked the same paths. Our tours have been highlighted in both Spanish and international media, and a few have even picked up critics’ awards along the way. But honestly, the best recognition we can get is hearing that a guest had an unforgettable experience.

Please note: Our guests share a wide range of experiences in their reviews, and some testimonials may mention features like private pick-up, special activities, or custom itineraries. These details vary depending on the specific tour selected. Be sure to check the tour description for exactly what’s included, and feel free to reach out if you have any questions—we’re happy to help you find the perfect fit!

 

Our guide, was excellent - his English was superb, he was very knowledgeable about the history and about wine, he had a good sense of humor, and he was very flexible and accommodating, no matter what we asked".
Restaurant Toledo tour
Tom (Virginia)
A tour does not get any better than this. Picked up at our hotel by the smart and informative guide, who speaks perfect English, then whisked away to a winery and excellent vineyard, plus an extravagant lunch in a cave, and on to wonderful Toledo! The places were amazing, but I think the best part of the day was meeting our guidl, the energetic folks (beer artists) at the brewery, and the charming young owner at the winery. So far, my favorite Spain experience!
Segovia Cathedral outside
Creekinwa (Seattle)
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
Kathleen

2-3 day tours with Toledo included

Cordoba
Best price guaranteed

This tour offers an easy and fantastic way to get to Andalusia from Madrid while discovering some of Spain's top highlights: a family owned winery, the land of Don Quixote and its windmills and Toledo, the city of three cultures,. Enjoy fantastic local gastronomy and wine during this 2-day tour that ends in Cordoba, Andalusia, where you will have the chance to discover its famous mosque. The tour is designed to return to Madrid, but you can opt to continue your trip in Andalusia.

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  • Private Tour
  • 2 days
  • Mon-Sat
5/5
FROM MADRID
from €654
Seville
Best price guaranteed

This private tour connects Madrid with Seville in the best possible way. The route between Seville and Madrid offers some hidden gems, unknown to the majority of travelers. With this 2-day tour, you will arrive to Seville from Madrid enjoying the spectacular city of Toledo, the Don Quixote windmills landscapes, gastronomy and culture on the way

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  • Private Tour
  • 2 days
  • Mon-Sat
5/5
FROM MADRID
from €690
Cordoba OI
Best price guaranteed

With this 3,5 day tour you will be able to enjoy 4 of Spain´s most impressive attractions: Toledo, Cordoba, Seville and the windmills of Don Quixote. Enjoy private tours, excellent hotels and great wine too!

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  • Private Tour
  • 4 days
  • Mon-Sat
5/5
FROM MADRID
from €1050

Toledo in-depth tours

Alcantara bridge Toledo
Best price guaranteed

Toledo is a shrine of art. It is also one of the medieval city centers best preserved in Europe. This private Toledo tour includes a superb wine tasting experience and offers you the opportunity to stroll its laberynth of winding cobbled stones along with a certified Toledo expert. Discover Toledo´s top highlights and taste manchego gastronomy during lunch at an iconic building.

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  • Private
  • 10 Hours
  • Mon-Sat
  • Pick-up
4.8/5
FROM MADRID
from €270

Toledo, what to expect?

We have prepared this short guide to Toledo so you know what to expect of your tour. Though tours we offer also include more things, like the windmills of Don Quixote or a winery visit. In case of doubts, contact us. if you are mostly interested about wine and want a private experience, we recommend you look into this Toledo wine tour 

Mazapan. Where to find the best marzipan in Toledo?

There is another sweet and delicious speciality to enjoy in Toledo. Toledo is known for a number of desserts and confections but none as famous as “mazapan” or marzipan, made the traditional way. There are still cloistered nuns that hand make these treats which are particularly delicious when enjoyed sitting at a “terraza” on a beautiful day with a nice cup of coffee.

Typical itinerary of a Tour to Toledo

Here you will find some of the highlights of the city portion the Toledo tour that has been shown above. . You will find information about the Medieval City of Toledo. The full tour also includes a visit to the amazing windmills of Don Quixote in La Mancha and also a stop at a traditional winery. 

Only an hour away by car from Madrid we arrive at Toledo. As the highway turns and the Medieval city comes into view it is hard not to be immediately impressed. An image straight out of Game of Thrones, the walled city sits atop a rocky mountain carved out of its surroundings by a river that creates a natural moat.

Even from a distance the age and history of Toledo is palpable, and even more so once you cross through the original entrance (Puerta de la Bisagra) and begin winding your way through the small cobbled stone streets.

The first stop is the Alcazar, a fortress built at the highest point in the city. It has been an important strategic location since the 3rd century AC, when the Romans built a fortress in the same location. Since then, whoever conquered the city built their fortress at the same site. The latest update of the fortification was made in in the 15th century.

It currently is an important government building and contains the war museum of Toledo.

Alcazar of Toledo

From the Alcazar, we head west towards the old Jewish Quarter of the city. On the way, you will get to admire one of Toledo’s main attractions: the metalwork. Toledo was famous in medieval times for its blacksmiths, especially for the quality of the armor and swords it produced. Nowadays there is store after store showcasing swords, shields, and other medieval paraphernalia that can be purchased as souvenirs.

But Toledo is also known for a much more delicate form of metalworking. Thanks to the Arab influence on the city, there are many artisans that are experts in “damasquinado”, the art of inlaying gold into burnt steel, a technique that originated in Damascus. You will get to visit a traditional workshop and see how these beautiful works of art are created.  

As impressive as Toledo is, it was once one of the most important cities in the world. Under Charles the V, Toledo became the capital of Spain, but even before that, Alfonso the X used Toledo as a cultural hub where he brought together the 3 most important cultures in Spain at the time: Jews, Arabs and Christians. This was done as a way to share knowledge, translate each other works and advance the culture.

This is the reason there are 3 distinct neighbourhoods in Toledo. In the Jewish part of town is one of the most important sites in all of Toledo:  The synagogue of Santa María la Blanca. Built in 1180 it served as a synagogue for over 200 years and like most historical buildings in Toledo it has been repurposed many times over the years (even as a munitions silo during the Spanish civil war) but it is still a stunningly beautiful relic of the Jewish culture that was once such an important component of the city.

The cathedral of Toledo is one of the three 13th-century High Gothic cathedrals in Spain and is considered, by some to be the most important of the Gothic style in Spain. Construction began in 1226 under the rule of Ferdinand III and the last Gothic contributions were made in the 15th century. It was modeled after the Bourges Cathedral in France, although its five naves plan is a consequence of the constructors’ intention to cover all of the sacred space of the former city mosque with the cathedral, and of the former sahn with the cloister. It also combines some characteristics of the Mudéjar style, with the use of multifoiled arches. The spectacular incorporation of light and the structural achievements of the ambulatory vaults are some of its more remarkable aspects.

Once you leave Toledo there is one last treat to be enjoyed. There are several vantage points that are worth driving to take in the breath-taking views of Toledo from the surrounding mountains. Particularly at night, when the city is lit up, driving to one of these points and enjoying a glass of wine is the perfect way to wrap up your visit to Toledo.

In case you are planning a visit to Toledo and you are wondering about the weather there we recommend you have a look at our on weather in Toledo

More information to get ready for a tour to Toledo in Spain

Street in Toledo
blog

How is the weather in Toledo, Spain?

It is never easy to provide with long-term weather forecasts. Our intention with this post is to provide an overview of the weather in Toledo, Spain. We hope this post helps you to prepare your tour in Toledo. … Read More

Toledo landscape views
blog

The history of Toledo

A quick review of Toledo´s city to better understand the key role it played in Spain for centuries. Toledo is one of Spain’s most impressive cities and well worth a visit during your trip, whether it be a day trip from Madrid or on your way to a second destination as part of a road trip. … Read More

Panoramic views of Toledo in Spain
blog

Top Attractions in Toledo and main points of interest

Discover in this post the best attractions in Toledo as well as things you should not miss during your visit to the city. Once a medieval city of three religious cultures, Toledo’s history and heritage make it an interesting visit for tourists. … Read More


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