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Castile-La Mancha

Sightseeing Walking Tours

Our most recommended Castile-La Mancha Sightseeing Walking Tours

Madrid: Toledo and Segovia Guided Tour with Avila Option

1. Madrid: Toledo and Segovia Guided Tour with Avila Option

Immerse yourself in the history, architecture, and cultural delights of Toledo, Segovia and visit the historic and beautiful Alcázar. Choose between a shared or private tour experience departing from Madrid. Your journey into Toledo begins with a breathtaking view of the city at the Mirador del Valle, a perfect opportunity to snap a stunning panoramic photo. As you enter the old district of Toledo, a walking tour will guide you through the historical Jewish quarter. The second half of your excursion takes you to the historical city of Segovia, a UNESCO World Heritage site. Admire the impressive Roman aqueduct, its impressive cathedral, and marvel at the architecture from ancient Roman and medieval times.  Saving the best for last, you’ll be led to the Segovia Alcazar, one of Spain's most famous castles from the 12th century. Afterward, take some time to explore the city on your own, along with insider tips from your guide to discover hidden gems.  Enhance your experience with an optional tour of the city of Avila. Start your guided visit at the Four Postes viewpoint and admire the skyline of this ancient city. Then, follow your guide through the historic streets. Stroll past the San Vicente Church, the city walls, and the impressive Cathedral of Avila. Hear the history behind each turn and explore the plazas of Adolfo Suárez and Mercado grande.

Toledo: Cathedral Tour with a Local Guide

2. Toledo: Cathedral Tour with a Local Guide

Meet your guide in the City Hall Square and admire the western façade of Santa María de Toledo Cathedral. Then, with your guide, go on a tour into one of the biggest cathedrals in Spain and admire the pointing arches, the ribbed vaults, and the stained-glass windows in the greatest gothic cathedral of Spain. Learn about the history of this basilica from its construction in the 12th-century up until the modern day. Discover that before the cathedral, other temples were erected here over this sacred land.  Stroll down the naves to see the Treasure Chapel and to admire the fabulous Monstrance, made by Enrique de Arfe in the 16th-century. Explore the main altarpiece, which is wonderfully carved and summarises the life of Jesus. Hear the stories about the depictions in the choir stalls. See the vast organs that are still in use. Have time to admire a unique window called the Clear, made of wonderful marble, bronze, and alabaster. Do not miss the exquisite artworks of El Greco, Velazquez, Goya, and Caravaggio. 

From Madrid: Toledo with 7 Monuments and Optional Cathedral

3. From Madrid: Toledo with 7 Monuments and Optional Cathedral

See the UNESCO World Heritage monuments of Toledo and stroll down medieval streets to learn the story of how Christian, Jewish and Muslim communities lived in the imperial city in harmony. Embarking in comfort from central Madrid, your expert guide will ensure you visit every essential monument, building and district in Toledo, with guided visits to 3 emblematic sites such as the church of Santo Tomé, the Jewish District and the Synagogue of Santa María La Blanca. In total you will visit the city’s 7 most important historic districts and monuments with fast track entry (3 with guide, and 4 in your own). Also you will be able to visit the Toledo Cathedral with our guide (if option selected). The tour will also include free time for you to explore the rest of the city on your own – with the possibility to return to places already visited or enter freely into further locations with tickets provided by us – including the Church of the Saviour and the Colegio de las Doncellas Nobles. Alternately, if you just want to sat back and enjoy a beer or some lunch on a beautiful terrace, you will also have time to do so and your guide will recommend you some great places, touristic or local. At the end of your Toledo Tour (the experience in total lasts around 9 hours), you will return to central Madrid on a comfortable bus, where your guide will be able to recommend things to do in the evening or for the rest of your stay.

Madrid: Full-Day Guided Tour of Toledo with Cathedral Visit

4. Madrid: Full-Day Guided Tour of Toledo with Cathedral Visit

Discover the treasures of Toledo on a guided day tour from Madrid. Soak up the views of the medieval city from the Mirador del Valle and withness El Greco's masterpiece in the Church of Santo Tomé. Depart from Madrid and travel to the Mirador del Valle. Here, admire the views of Toledo from across the Tagus River. Next, head to Toledo's historical center, recognized as a UNESCO world heritage site. Learn about the coexistence of Jews, Christians, and Muslims who shaped the city over the centuries from your guide. Step into the Church of Santo Tomé, and see El Greco's "The Burial of Count Orgaz." Continue to the Synagogue of Saint Mary and finish your tour at the imposing Primada Cathedral.

Toledo: Walking Tour with Tourist Wristband Access Pass

5. Toledo: Walking Tour with Tourist Wristband Access Pass

Meet your guide at City Hall Square and walk through the charming cobbled streets of Toledo. Arrive at the Jewish quarter, where the 3 monuments that you will visit with your guide are located.  Discover why the Catholic Monarchs commissioned the fabulous Monastery St. John of the Kings in the 15th century. This exceptional church is a marvelous example of flamboyant gothic architecture, which was erected by the most popular architects at the time. Admire El Greco’s masterpiece, The Burial of the Lord of Orgaz, where the artist portrayed the society of his time. Listen to the story behind this iconic painting in order to know why the Lord of Orgaz was honored by the saint while his body was being buried in 1323.  See the inside of The Old Synagogue named Santa Maria La Blanca. Inside its walls evokes the atmosphere of the city of the three faiths, where the Christians, Muslims, and Jews were able to coexist.

Cuenca: Medieval Old Town and Cathedral Tour

6. Cuenca: Medieval Old Town and Cathedral Tour

Take a tour of Cuenca and experience its historic sites and stunning location with a Spanish-speaking guide. Perched on a natural rock, whose slopes descend into deep gorges of the Júcar and Huécar rivers, the city is often referred to as the "Eagle's Nest" and the old town is a great example of unbelievable architecture. Declared a UNESCO World Heritage Site in 1996, Cuenca is an undiscovered gem of Spain, full of dramatic "Hanging Houses" and splendid ecclesiastical architecture. Take a stroll through the old town and discover the secrets of the main monuments. Travel back in time along the narrow streets and marvel at the hanging buildings. Get an insight into the local lifestyle and history along the way. Then, get the chance to look inside the 12th-century cathedral, first built between 1182 and 1270 in the Gothic style, and altered several times during the Renaissance and 18th century.

From Madrid: Toledo Full Day Trip

7. From Madrid: Toledo Full Day Trip

Enjoy a complete tour of the magical city of Toledo, famous for its narrow medieval streets, beautiful architecture and rich history. Embark in comfort from central Madrid. Enjoy a brief introduction from your expert guide on what to see and visit in Toledo. Upon arrival in Toledo, you will take a panoramic tour of the city from one of the most beautiful viewpoints and begin the guided tour of the historic center (the tour lasts about 45 minutes). Afterwards, have free time to explore the rest of the city on your own and visit landmarks such as the church of Santo Tomé or the Cathedral. Alternatively, if you just want to sit and enjoy a beer or lunch on a beautiful terrace, you will also have time to do that. At the end of your Toledo Tour (the total experience lasts about 9 hours), return to the center of Madrid in a comfortable bus, where your guide can recommend things to do in the evening or for the rest of your stay.

From Madrid: Guided Tour to Toledo and Segovia

8. From Madrid: Guided Tour to Toledo and Segovia

The tour departs the busy city of Madrid and heads to the first stop of the day, the UNESCO World Heritage-listed city of Toledo. The guided tour begins in Toledo where monuments and unique enclaves await to complete an unforgettable day. Explore Toledo with your guide and visit the Toledo Cathedral, the Jewish Quarter, a cultural treasure in the form of a labyrinth, the Alcázar de Toledo, and much more. Toledo is a true heritage jewel of humanity that maintains the legacy of the three cultures that have lived together. Get caught up in the city and transported back in time to centuries ago immersing yourself in a scenario full of palatial mansions, churches, mosques, synagogues, and towers, all surrounded by the impressive wall that overlooks the Tagus River. Head back to the bus and continue to Segovia, another UNESCO World Heritage-listed city. Visit the Aqueduct of Segovia, a prodigy of Roman engineering and an icon of the city. From the Aqueduct, visit the main monuments, enclaves, and viewpoints that make Segovia a must-see. Admire the Plaza Mayor, where the Gothic Cathedral of Santa María shines its own light. Then, discover the viewpoint of Canaleja, and of course, the Alcázar de Segovia, a unique castle with the appearance of a fairytale palace.

From Madrid: Toledo City Tour and Winery Visit

9. From Madrid: Toledo City Tour and Winery Visit

Escape the hustle and bustle of Madrid for the day and experience the beauty of the UNESCO World Heritage Site of Toledo, one of the oldest cities in Europe. Discover an eclectic mix of architectural styles including Arabic, Gothic, Mudejar, Renaissance, and Baroque. Immerse yourself in the heart and soul of the city with the help of your official guide as you visit the Jewish Quarter and the area of the convents, with stories and legends that trace back to the centuries before the Muslim conquest. During your tour, discover the most emblematic places of the city, its history, its corners and anecdotes, and its main monuments such as the Cathedral of Toledo, a wonderful example of the Spanish Gothic style.  Later, head out to a prestigious local vineyard, admiring breathtaking landscapes along the way. Upon arrival at the winery, enjoy a guided tour of the cellars, where you will learn about the elaboration, aging and stabilizing processes of the estate wines. Next, sample a fine selection of 3 different local wines, led by an expert oenologist. Finally, enjoy a tour of the vineyards and learn what makes these grapes so special before beginning the journey back to Madrid.

Toledo: Ancient Underground City Tour

10. Toledo: Ancient Underground City Tour

Since very early times, Toledo's forefathers have excavated rock for different purposes. Rock was excavated for storing water, creating shelter from wars, forging hidden passageways, and building spas, baths, and tunnels. This has created legends that have lasted centuries, in some cases masking known historical data and in other cases trying to explain the unexplainable. Together with your guide, you will discover the "bath Cenizal" (old hammam), or Arab baths from the 11th century. Your official tour guide will detail their architectural curiosities, including why and how it was used. The old nuncio Roman baths were a social space of the Roman Toledo. Throughout this experience, you will learn of how this civilization built and reused it. You will also discover Salvador's Well, which is an old well from the 11th century that belonged to the mosque, before moving on to the Church of the Savior and finally to the "House of the Jew". The tour is conducted by a Spanish-speaking guide specialized in the history of Toledo.

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What people are saying about Castile-La Mancha

Overall rating

4.6 / 5

based on 124 reviews

Great tour of highlights near Madrid. We were only going to be in Madrid for 3 nights and needed to pack as much as possible so I booked this tour. It seemed like a lot but it was very doable and an easy pace. They gave us time for coffee/snack, had a great lunch at the restaurant they took us to and enjoyed the places we went to without feeling rushed. If you’re on short time then it’s worth it. If I had more time I would visit Toledo on its own because I would like to spend more time there and then another day take the Segovia and Avila tour. At the restaurant we tried the shareable meal for 2 referred to as desgustacion and it gave us variety to try typical food items and the dessert arroz con leche was delicious. This was a small group tour and we enjoyed meeting the people that were there. Our tour guide Diego was very nice and knowledgeable.

A very well organized trip. I one day you get to visit 2 towns with an excellent and involving guide, yet in a light manner - not too exaggerated. You also get some free time to get breakfast and lunch, at first it seemed that 40-60 min is not enough and you would want more to say do some shopping, yet at the end it turned as ideal timing because shopping options are poor pretty much everywhere. Enough time to have a meal and shop for souvenirs (you don’t need any other shopping, trust me). Comfortable bus, may be a bit chilly with the conditioner, just take a light top with long arms. Excellently executed, worth every euro. The only drawback is meeting point outside of the downtown, which takes -15-25min drive with taxi or equivalent with public transport (early start was difficult, yet was understandable).

Our guide Rafa (fund and tickets) was wondeful. Always kind and humorful. He has good knowledge about Toledo which helped us to enjoy the visit a lot! Highly recommended.

Very educational and structured tour with a friendly tour man, highly recommended.

A very interesting place and city. The good weather was a bonus .