The 10 Best Sightseeing Tours in Castile-La Mancha, Castile-La Mancha

October 17, 2021 Kelli Reichel

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. PRIVATE TOUR: Half Day Toledo from Madrid

AKI TRAVEL GROUP
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5.0 based on 1 reviews

Private Half Day Tour to Toledo from Madrid by Luxury Minibus with Officil Tour Guide. Upon arrival in Toledo, we will have a Guided walking Tour of the surroundings of the main monuments to discover the admirable Cathedral, the Jewish Quarter, the Alcazar and other monuments. After the Guided walking Tour, you can continue enjoying the city at your leisure. You will feel that Toledo immerses you in its magical atmosphere of legend walking through its streets, plagued with palatial mansions, churches, mosques, synagogues, which seem designed to be lost. We will return to Madrid with unforgettable memories of one of the most amazing local tours.

Inclusions: Roundtrip Transportation by Luxury Minibus from Madrid, Official Tour Guide, Panoramic Tour in Toledo with stop at a lookout point, Guided walking Tour in Toledo, Hotel pick-up and drop-off

Exclusions: Any service not specified in the "Included" section

Reviewed By jkjelawrence

Our tour guide, although I'm forgetting his name at the moment (sorry!), was amazing! He translated the tour in both English and Spanish to meet the needs of all passengers, and was very thorough and patient while doing so. On the way to Segovia, he explained what the afternoon would look like and told different stories along the way. He has a great deal of knowledge of Segovia and all the history of the city. We started the tour at the Aqueduct, which was the highlight! Wow! It was amazing! After our tour guide gave us the background of the Aqueduct, we walked through the town, and he pointed out various shops and landmarks along the way, including the Cathedral, again explaining the history. We walked as a group until we got to The Alcázar of Segovia, a castle that looks like it's out of a Disney movie. Admission was included. From there, we could wander on our own and had time to shop a little and try some marzipan. One of the tips he gave us was to try the Purple Violet candies, so I had to buy some! They are small, shaped like flowers, and oh so pretty! And tasty, as well! This was a good tour, allowing us just the right amount of time to see what we needed to see. I would recommend it and would do it all over again if I could!

4. Exclusive Private tour to Toledo with licensed guide (from Toledo and Madrid)

Plaza Zocodover, 45001 Toledo, Spain Destino Toledo
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5.0 based on 16 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 guide, Hotel in Toledo or Madrid pickup (if option selected), Bus or Train Station in Toledo pickup (if option selected), Private transfer from Madrid (only if option selected), 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!

5. 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.

6. 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!

7. 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!

8. Toledo Half-Day Tour from Madrid

Calle de San Bernardo, 7, 28013 Madrid, Spain Fun and Tickets Madrid
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4.5 based on 29 reviews

Upon arrival we start with a panoramic walking tour of Toledo, into the old quarters to visit the Town Hall Square and visit the inside of the impressive Primate Cathedral. If you did not buy thesupplement for the Cathedral, you have free time. Continuationto the old Palace of Justice and the City Hall. We will continue ourwalk through the old Jewish quarter with its narrow streets to enter and visit the Church of St. Tomé, with the very famous paintingof El Greco "El entierro del Conde Orgaz". Then we visit the old Synagogue of St. Maria la Blanca, which remains as a symbol ofthe coexistence of the "Three Cultures". We will also visit a typical factory of Damasquino, well known handicraft art of Toledo.

Inclusions: Trip by luxury bus with air conditioned and Wifi, accompanied by an official guide, Guided walking tour accompanied by our expert local guide during one hour and a half, Tickets to the Monuments, Church of Santo Tome (The Burial of the Lord of Orgaz),, Panoramic City Tour, Tickets to Synagogue of Saint Mary the White

Exclusions: Entrance to Toledo Cathedral

Reviewed By Jose antonio V

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

9. 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.

10. 7-Day Southern Spain Tour: Granada, Toledo, Madrid, Cordoba, Seville and Ronda

Julia Travel Costa Del Sol
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4.3 based on 9 reviews

Get to know Spain in just seven days on this tour from Torremolinos to Madrid and Andalusia's most famous cities: Granada, Toledo, Cordoba, Seville and Ronda! You’ll visit beautiful sites like the Great Mosque of Cordoba, the UNESCO World Heritage-listed Alhambra palace, the Generalife Gardens and Seville's Alcazar, and you’ll hear interesting commentary from your guide. Enjoy sightseeing tours of Toledo and Madrid and have free time in Seville, Madrid and Ronda to explore the cities at your own pace.

Inclusions: Local guide, Dinner, Breakfast, Breakfast, Breakfast, Breakfast, Breakfast, Dinner, Breakfast, Dinner, Transport by air-conditioned

Exclusions: Gratuities, Hotel pickup and drop-off

Reviewed By Carolyne33

In all fairness, I only booked the Malaga Shopping Trip as I wanted to see the Barbary Apes and visit the other Rock, as I'd lived on the rock in Montserrat (Caribbean) for 16 years. The bus arrived at in a timely manor and was comfortable. The German guide was very precise, in the way only Germans can be, and didn't like the fact I couldn't show him my ticket - I explained I had no wifi on my phone. (Not because I couldn't afford it, but because the phone is new and I don't know what I'm doing with 4G so couldn't get it to function. I didn't tell the guide this and think he assumed I was poor as I like to travel incognito and am not rich anyway). It took ages to pick up people all along the Costa Del Sol and we finally arrived in Gibraltar at 10.20, about 3 hrs and 20 mins after we left Malaga. We were given till 3pm to either pay (again) for the shopping tour or go on the bus's own tour of the island. Mr guide did his best to sell us the tours (I had explained I had no interest in shopping (he thought I wasn't taking it because it was too expensive - 25 euros to be guided around a few touristy shops is too expensive, but the truth is I hate shopping, hate it) , but he didn't get I preferred to do my own thing, necessary as a photographer, and not wanting to go on the tour. I found John Guy hanging around in a square and in fact paid him to take me to see the apes. John is famous for his singing of 'If I was a rich man' with ape accompanists (BBC) and was also shot on film in the Bond film, 'The Living Daylights'. I am famous for talking about goats and a hostel in Montserrat during Hurricanes Irma and Maria (BBC etc) so we had a bit in common. I had been planning to catch the cable car up the rock, but it was about to be closed due to high winds. A friendly cop (actually, Johns Uncle Arthur) informed us. Nevermind, I got to take a photo of John's Uncle in full police uniform on a motorbike....with his very own rabbit ears. We didn't go all the way up the rock as we both had limited time and it was more interesting to play with the apes, though you musn't touch them first the park ranger explained. They like to be in control. They are golden apes and have orange coats. There is a monkey in charge of the States who also looks like that, I'm told. However, John had trained a female ape to jump on his client's shoulders which gave me a bit of a fright. It was also a bit smelly, but had a soft coat and beaufitul golden fur. It sort of ambushes Johns' clients. One minute you're talking to John about the weather, the next minute you've got a parrot on your shoulder, sorry, I mean a monkey. Aaaaaargh. Pirate! Anyway, so that was what I did on my shopping trip to Gibraltar. I did buy a fridge magnet with a map of Gibraltar, Spain and North Africa on it, complete with lucky coin, and a nice solar charged revolving hummingbird on an artificial sunflower. So far, it's either not sunny enough to charge in the UK or simply it doesn't work and I was ripped off. Gibraltar is a rather odd place and the people seemed somewhat strange. I did like the man whose dog played the piano by hitting the keyboard with its head outside the church or Cathedral in Main Street. G and T's, taken with my breakfast and as a substitute for lunch, having eaten friend bread for breakfast at a rather overcrowded establishment, turned out to be 6 pint buckets. They do things a little different in Gibraltar! Drinks are cheaper that than the UK, food is more expensive (I think though I only had bread and avocado so don't take my word). We were told to be back at the bus at 2.45pm to leave at 3pm. I got there about 2.40pm and nearly everyone had already returned. So don't know if that was a comment on shopping or touring Gibraltar. I would recommend their tour as it was about the same price as mine, but I would recommend finding John Guy hanging around just past the Cathedral as he is an interesting guide and good at his job. I could probably have got a bus myself to Gibraltar for less, but this was the relatively laziest way to get there. Make sure you phone them to confirm as I would never have found the meeting place without their direction in Malaga. As for their tour guide, he seemed quire kind, but you can never judge a book by its cover! He was definitely German.

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