10 Walking Tours in Castile-La Mancha That You Shouldn't Miss

December 5, 2021 Terina Blouin

Castile-La Mancha, a Spanish land of craggy cliffs, golden fields and red soil, produces savory Manchego cheese, olives, saffron and more than its share of mystery. Chase the enduring legend of Don Quixote among the windmills of Campo de Criptana. Pass through the Bisagra Gate to experience the walled city of Toledo, a UNESCO World Heritage site that pays stylistic tribute to the Christian, Jewish and Islamic cultures. In Guadalajara, palaces and Baroque churches capture the imagination.
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1. Toledo Express: 5-hour Guided Private Tour from Madrid

Ventas, Madrid, Spain Amigo Tours
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5.0 based on 1 reviews

Take a morning from your time in Madrid to make an excursion to Toledo. With this tour you will get all the information about the city of Toledo, its history and architecture from our expert guide and you will be back in Madrid for lunch so you can expend the rest of the day there.

Inclusions: Round transportation from the meeting point to Toledo and back, Private guided tour, Hotel pick up and drop off

Exclusions: Entrances fees, Food and drinks

Reviewed By jessicalp24

We did the Toledo-Segovia day tour and it was fantastic! Our guide Alfonso was so knowledgeable, professional, and friendly, he truly made the experience unforgettable. The bus was great, the schedule ran on-time throughout the day, and we were able to see all the best sites in the two cities while learning about their history. I would 100% book another tour with Amigo Tours in the future and would recommend this company to everyone!

2. Toledo: Exclusive Private Tour with Licensed Guide

Plaza Zocodover, 45001 Toledo, Spain Destino Toledo
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5.0 based on 53 reviews

Discover Toledo with the best licensed guides, in a private 2 or 3-hour walking tour. We will show you the city of the Three Cultures, and all its history, art and gastronomy. On our tour, we will walk through the Christian, Jewish and Muslim quarter, visiting the main museums and monuments of Toledo, such as the cathedral, the mosque or the synagogues, as well as exclusive underground sites and archaeological remains. Your guide will recommend you the main monuments that you can visit, but if you have any special cultural or religious preference, the guide will adapt to your personal taste, and the visit will be tailor-made. Our team is a group of professionals and independent licensed guides, with more than 25 years of experience, and the only ones belonging to the Spanish Federation of Guides (FEG), CEFAPIT and the World Federation of Tourist Guide Associations (WFTGA). A group of professionals in love with Toledo, who will make your visit an unforgettable memory.

Inclusions: Professional and licensed private guide, Bus or Train Station in Toledo pick up (if option selected), Hotel or apartment in Toledo pick up (if option selected), Skip the ticket line in the cathedral

Exclusions: Tickets for museums and monuments, Taxi ride and transfers

Reviewed By 368franciscon

Fernando was an excellent bi-lingual (English/Spanish) tour guide. He was very knowledgeable and friendly. We definitely saw and learned interesting facts that we would have missed if on our own. Highly recommended!

3. Tour of the Roman Empire of the Crystal

Cuenqueando
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5.0 based on 1 reviews

The Roman City of Segóbriga was the capital of the mining district of Lapis Specularis (a variety of Plaster, which forms laminar glass). This mineral was used as a window pane and became a luxury item, until the laminated glass was developed and took its place. In that period, Segóbriga became one of the most prosperous and monumental cities of Roman Hispania (only seven cities in Hispania had Theater, Amphitheater and Circus). With the appearance of laminar glass and the end of the Lapis Specularis demand, Segóbriga's economy collapsed. Mines of Lapis Spacularis. We will visit examples of those mines that made Segóbriga and its mining district, one of the most prosperous areas of the Roman Empire. We will see how this crystal was extracted and how the miners lived and worked. Villa of Noheda. Finally, we will visit the archaeological park of the Villa de Noheda, where we can admire one of the largest preserved mosaics in the Roman world.

Inclusions: Tickets, Entry or admission fee, Guide specialized in history and archeology., Pick up from the hotel, Transport

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Reviewed By Ritchietraveller

This was a trip to the amazing rock formations. Our guide was Victor who was very knowledgeable and showed us many things about the local wildlife and nature. We really enjoyed it and would recommend.

4. PRIVATE and Exclusive Half Day Tour to Toledo with Cathedral Tickets Included

Fun and Tickets Madrid
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5.0 based on 1 reviews

We start with a panoramic walking tour of Toledo, into the old quarter to visit the main square and the inside of the impressive Primate Cathedral. The Cathedral It is one of the most impressive monuments of Toledo and unique in Spain ,magnum opus of the Gothic style in Spain. It is an indispensable visit in the heart of Toledo. A spectacular piece of the Spanis architecture and art. We will continue the tour towards the old Palace of Justice and the City Hall. We will continue our visit through the old Jewish quarter with its narrow streets to visit the Church of St. Tomé, with the very famous painting of El Greco "El entierro del Conde Orgaz". Then we visit the old Synagogue of St. Maria la Blanca, which remains as a symbol of the coexistence of the "Three Cultures". We will also visit a typical factory of Damasquino, well known handicraft art of Toledo. The use of facemasks during the tour is mandatory. Should you forget, we offer the possibility of adquiring one at the price of 1€

Inclusions: Guided walking tour accompanied by our expert local guide., Entrance to Toledo Cathedral, Entrance to the Monuments, Church of Santo Tome (The Burial of the Lord of Orgaz) and Cathedral, Entrance to Synagogue of Saint Mary the White, Panoramic City Tour, Round trip Madrid – Toledo – Madrid in a Luxury “VIP class”.

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Reviewed By Jose antonio V

I really enjoyed day, pick up at our hotel on time, fantastic guide, wonderful lunch, cochinillo Exe.

5. Toledo Guided Private Tour from Madrid

Madrid, Spain Destino Toledo
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5.0 based on 20 reviews

Discover the old capital of Spain, in an exclusive tour from Madrid, traveling comfortably in a van or luxury car with private driver. The driver will pick you up from your hotel, to travel to Toledo (one hour trip), where your guide will wait for you, to visit the most important museums and monuments of the city. After the visit, we will take you back to your hotel, or you will have free time to have lunch or go shopping in the city, before returning to Madrid. On our tour to Toledo, we will walk through the Christian, Jewish and Muslim quarter, visiting the main monuments, such as the cathedral, the mosque or the synagogues, as well as underground sites and archaeological remains. Your guide will recommend you the main monuments that you can visit, but if you have any special cultural or religious preference, the guide will adapt to your personal tastes, and the visit will be tailor-made. Our team is a group of licensed guides who will make your visit an unforgettable memory

Inclusions: Roundtrip transfer to Toledo from Madrid by car or minivan with professional private driver, Hotel in Madrid pickup, Professional and licensed guide in Toledo, Skip the ticket line in the cathedral

Exclusions: Tickets for museums and monuments

Reviewed By Proflyn48

Javier is the ultimate guide — very personable, knowledgeable and such a delight. We visited every important destination in the beautiful city of Toledo with Javier explaining its history with so much knowledge and passion. The highlight was the visit to the beautiful Cathedral with Its stunning altar and treasure throve of art work and El Greco paintings. We could never forget El Greco’s “The Burial of the Count of Orgaz” housed at the Iglesia de Santo Tome. Javier’s very interesting explanation of the masterpiece’s background made our experience — three sisters alone in the viewing room — even more precious. Thank you, Javier, you are a brilliant guide!

6. Toledo and Segovia Private Tour with Pick-up from Madrid

Ventas, Madrid, Spain Amigo Tours
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4.8 based on 12 reviews

Immerse yourself in the medieval majesty of Toledo, a UNESCO-listed site replete with historical monuments, and cultural Segovia on a full-day tour from Madrid. Enjoy this private tour where you can admire the main attractions of these two cities.

Inclusions: Professional guide, Hotel pick up and drop off, Driver

Exclusions: Food and drinks, Gratuities, Entrances to the monuments

Reviewed By jessicalp24

We did the Toledo-Segovia day tour and it was fantastic! Our guide Alfonso was so knowledgeable, professional, and friendly, he truly made the experience unforgettable. The bus was great, the schedule ran on-time throughout the day, and we were able to see all the best sites in the two cities while learning about their history. I would 100% book another tour with Amigo Tours in the future and would recommend this company to everyone!

7. Toledo and Segovia Tour with Alcazar Entrance from Madrid

Calle Julio Camba, 28028 Madrid, Spain Amigo Tours
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4.5 based on 1,016 reviews

Selected by our travelers as one of the best 10 tours in Madrid, this experience will embark you on a guided day tour to Toledo, World Heritage Site by UNESCO, and Segovia with it's famous Alcazar and the Cathedral of Segovia. These two cities are some of the most visited in Spain and you will have the unique opportunity to witness all their beauty and landmarks alongside a knowledgeable local guide who will give you historical and interesting facts about the areas.

Inclusions: Round transport from the meeting point to Toledo and Segovia, Air-conditioned vehicle, Guided Walking Tour in Toledo, Guided Walking Tour in Segovia, Bilingual guide (bilingual in English and Spanish), Entrance to the Alcazar of Segovia

Exclusions: Food and drinks, Entrance Fees to Cathedrals and other attractions except El Alcazar, Hotel pick-up and drop-off

Reviewed By ubb2014

This is the second best museum to visit for your bucket list after you have seen the Hagia Sophia in Istanbul Turkey. You should definitely see the War Mural by Picasso on the second floor. Be prepared for security check entrance. There is a discount for seniors.

8. Day trip to Cuenca and the Enchanted City from Madrid

Calle de San Bernardo, 7, 28013 Madrid, Spain Cuenca Nature & City Tour
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4.4 based on 43 reviews

Nature and Heritage in an unforgettable 12-hour tour, departing from the center of Madrid. Know the city of Cuenca, declared a World Heritage Site by UNESCO, and the Enchanted City, a natural paradise declared Natural Site of National Interest for almost 100 years. We will stop along the way at the Finca La Estacada winery. We will stop at Ventano del Diablo, a canyon that the River Júcar has prayed on the rock that once was the bottom of the Tethis Sea. Surprise yourself with the panoramic Tour by the Hoz del Huécar, under the hanging city of Cuenca. Only excursion to Cuenca with departure from Madrid

Inclusions: All taxes, fees and handling charges, National Park fees, Meals as per itinerary, Driver/guide, Professional guide, Air-conditioned vehicle

Exclusions: Gratuities

Reviewed By Elena_YY88

I went on this tour on Monday April 29, 2019. I wish I could give more stars especially since I thought our tour guides (Marta brought us to Cuenca from Madrid and led the Casas Colgadas walking tour in Cuenca and Cristian who was our local guide through the Cathedral) did an excellent job! The reasoning behind the two star deduction: 1) The tour was booked under operator "Cuenquendo" however the meeting site was designated at Trapsatur Day Tours office in Madrid. Also, if you press on the operator for the webpage of the day excursion "Cuenca Nature and City", it says closed... (!) Since I had already gone on another day excursion that had met up at Trapsatur on April 25, 2019, I decided to see what would happen. Fortunately, Trapsatur recognized my ticket and the tour I booked exists... what a relief! 2) I booked the tour with the "Touristic Lunch" included because I decided to be lazy and let the Tour handle it. We went to this restaurant about 5 minutes outside of the modern town center of Cuenca and the couple sitting next to me had ordered the same and had to return their appetizer plate because it was cold. My appetizer plate consisting of eggplant and meat not surprisingly was cold. I just sucked it up and ate it and didn't want to cause problems by returning the dish. Have to say, Spain has fantastic food and definitely this was the most disappointing meal I have ever had in Spain (as compared to my numerous meals from my multiple visits all over Spain).. Major :-(

9. Granada Day Trip with Skip-the-Line Ticket to Alhambra and Optional AlbaicinTour

Andalsur Excursiones
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4.0 based on 782 reviews

Experience Andalusia’s UNESCO World Heritage-listed wonders on this day trip from Seville to Granada. Enjoy skip-the-line entrance to Alhambra Palace’s Generalife Gardens, Nasrid Palace and the Alcazaba fortress, and explore numerous courtyards filled with fountains, flowerbeds, pavilions and fortresses featuring Moorish architecture. Take an optional walking tour of the Albaicin quarter and learn fascinating facts about these sites from your knowledgeable guide as you travel by comfortable coach.

Inclusions: Hotel pickup and drop-off, Local guide, Albaicin walking tour (if option selected), Skip the line for guaranteed entry to Nasrid Palace, Alcazaba fortress, and the Gardens

Exclusions: Gratuities

Reviewed By Jen1111k

Great trip, very good service and commentary of all the different stops. Lots of free time but also structured tours

10. Cuenca full day tour from Madrid

Calle de Ferraz, 3, 28008 Madrid, Spain PaseosMadrid.com
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4.0 based on 3 reviews

Enjoy a whole day in Cuenca, a World Heritage City built between the gorges of the Júcar and Huécar rivers that provide you beautiful and unparalleled scenery of urbanism anchored in time. Our first stop will be in a wine cellar for a short break before and continue to Cuenca. Upon arrival, visits to the Cathedral and Clerestory are included. Next stop will be the popular Hanging Houses and Museum of Abstract Art. We also will take a panoramic tour through the Huécar river sickle that will take us under the cliffs to the highest part of the city, El Barrio del Castillo. From here we will descend on foot visiting the most emblematic corners and monuments of the Medieval quarter of the city, until arriving at the Parador where the bus will pick us up again to return to Madrid. All accompanied by our expert local guide

Inclusions: Round-trip transport by bus, Official /bilingual guide , Entrances to the Cathedral, Clerestory and Museum of Abstract Art (except Monday), Guided visit to Medieval Cuenca, Lunch (if option is selected), Pickup service (if option is selected) Share service provided previous to departure time.

Exclusions: Others not specified at the included section, Gratuities, Hotel pickup and drop off.

Reviewed By dcslady

We took the half day afternoon trip to Segovia 11/16/20. Everything was on time and smooth. We really didn’t need the guide as she gave very little information especially once we were in the town. We walked to the Alcazar and she gave us our tickets and said meet at the bus @6:30. It would’ve been nice to have a guide inside the castle but it was fine. Just FYI if you go in the winter it is much colder and windier in Segovia than Madrid!! Seems expensive just for the bus ride there.

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