Time travel to the cobbled streets of Toledo, Segovia's grand Moorish Alcazar, Salamanca's golden Cathedral & walk between medieval turrets around Avila's encircling granite wall.

Highlights include a tour of medieval Madrid plus must-see tours to the Prado Museum & the Royal Palace; Segovia's monumental Roman Acqueduct and Moorish Alcazar; stroll around the 3 kms of Ávila's medieval walls; delve into 2000 years of history in Toledo; in Salamanca take a monumental medieval walking tour to visit it's most emblematic places & Europe's first University.

Visit Medieval Spain; from the fall of the Roman Empire in 500 A.D. to the Christian Reconquest in 1492 & Columbus' discovery of the Americas.

Experience Spain's legacy of Roman, Moorish, Jewish and Christian dynasties. Explore castles, palaces, monuments and cultural heritage; hear the fantastical tales of it's rulers, the wars, pioneers and artists.  Our first rate guides offer a range of theme guided tours in each centre and ensure you really get the most out of your visits. 

The tour includes the best luxury accommodation in each centre and the opportunity to experience superb local cuisine and wine.


Medieval Madrid can be found from the CXIth Arab city walls, through it's winding narrow streets and squares, passing early religious buildings, unique examples of medieval local architecture and the ancient city gates. Moors built a citadel here in the C9th, named after the Manzanares River, "al-Majrīṭ". Following the reconquest in 1492, Christians, Sephardic Jews and Moors lived in here in respectful harmony until the end of the C15th. You may be interested to visit the Madrid MAN , Museo Arqueológico Nacional (National Archeological Museum) and learn more about the history of Spain's fascinatingly entwined cultures.

Our optional guided walking tour explores 3 themes - The Moors and the Islamic Empire from 850, Alfonso VI of Castille and the Christian Age from 1085; The Jews and their eventual exodus to Toledo. 



The Old Town of Segovia is crowded on a rocky bluff at the confluence of the Eresma and Clamores rivers. Moors, Christians, and Jews coexisted for a long period of time in the medieval city. You will discover outstanding monuments in the city, the C11th Alcázar, Romanesque churches and C15th & C16th Palaces, a C16th Gothic cathedral  and the Segovia Mint. But it's the 50 BC Roman Aqueduct that stands out.  The Aqueduct of Segovia is truly monumental, in excellent state of conservation and set in a stunning urban location. Enormous and impressive with 128 pillars is attains a maximum height of 28.5m.


The purest Spanish is said to be spoken here, home to one of the world's oldest Universities (C12th). The traffic free centre is crammed with so many ancient buildings and streets, you feel like you're walking into the Middle Ages. The centre buzzes with lively cafés, terraces and nightlife. There are many good restaurants here, where meat is usually the star. Some of which are located around the Plaza Mayor - one of the most beautiful squares in Spain - especially when seen at night and the illuminated stone of the buildings glows golden. Make sure to visit the Cathedral and the Museum "Casa Lys" next door which has Art Nouveau and Art Deco collections.

Our optional private guided tour to the all main sights; includes Plaza Mayor and the Cathedral with it's medieval towers, the University where you can search for the frog on the facade;  the Casa de las Conchas, renowned for its shell covered facade, La Clerecía Towers for incredible views over the city. Stop for a traditional Castilian lunch that may include local products such as Guijuelo cured ham, "morucha" beef, lentils from Armuña, chanfaina (rice with a chorizo and pork stew), roast meats, local Salamanca cheeses, olive oils and wines.  Walk off lunch with a stroll along the Roman Bridge or  visit the Casa Lis, an Art Nouveau & Art Deco Museum. From the convents of San Esteban and Las Dueñas take a moment of peace in the cloisters with breathtaking views of the Cathedral.


Best known for it's C12th circumference of granite walls, standing 12m high, they are totally intact and open to the public. Walk around the perimeter of the old city and visit a wealth of medieval buildings including the C15th monastery of San Tomás, Cathedral,  C13th Davila Palace and the Guzman Tower. Avila is famous as the birthplace of Sta. Theresa, there is a large 16th century convent built on the site where she was born.  The Spanish nun is considered a great mystic. She was the originator of the Carmelite Reform, devoted to austerity and contemplation that characterises the Carmelite life.


Built on a hilltop on a bend in the river Tajo, south of Madrid. There are 2000 years of history to discover in this one city - Roman town, Visigoth capital, fortress of the Emirate of Cordoba and during C16th, the seat of King Charles V.  It's masterpieces are the product of three major religions – Judaism, Christianity and Islam.  See the C10th Alcazar built by the Moors, C13th Christian Cathedral, the Safradi museum housed in the C14th Synagogue, the Museum of Visigoth Culture, C15th Century Monastery San Juan de los Reyes, Mezquita de Cristo La Luz former mosque, the stone gateways or Puertas, and Puente de Alcántara, the fortified bridge over the Tagus. Don't miss the El Greco Museum. 


This Tour Can Be Tailored to Your Requirements 

Day 1

Arrive Madrid & Check into your 5* hotel for 2 nights

Day 2

Choice of Guided Tours & Explore Madrid

Day 3

Rail Transfer to Segovia for 2 nights

Day 4

Choice of  Guided Tours & Explore Segovia

Day 5

Rail transfer to Salamanca for 2 nights

Day 6

Choice of Guided Tours & Explore Salamanca

Day 7

Rail Transfer to Avila for 2 nights

Day 8

Choice of Guided Tours & Explore Avila

Day 9

Rail Transfer to Toledo (via Madrid) for 2 nights

Day 10

Choice of Guided Tours & Explore Toldeo

Day 11

Rail Transfer to Madrid for 1 nights

Day 12

Check out & onward travel



Our hotels are chosen for their central location, comfort and excellent service so that you make the most of your stay in each medieval city.

All of our tours are available with a variety of centrally location accommodation from 2* hotels and guest houses.

The following are a selection of our accommodation partners.


Madrid - Hotel Urban 5* GL

This luxurious, art deco hotel a short walk from the Museo del Prado and only 15 minutes walk from the Royal Palace of Madrid. Refined rooms with marble bathrooms and avant-garde features.  Mediterranean restaurant, a glass oyster/cocktail bar serving Japanese-style tapas, outdoor terrace dining, seasonal outdoor pool, a fitness center and sauna.

Segovia - 5* Hotel Eurostars Convento Capuchinos

400 year old convent with views over the Eresma Valley, just 5 minutes walk to the Cathedral and 10 to the Alcázar of Segovia. The bedrooms and suites are refined, plus excellent services including restaurant, gardens, spa, indoor pool and a gym.

Salamanca - Grand Hotel Don Gregorio 5*

This C15th palace hotel is just a 3-minute walk from Salamanca Cathedral. With elegant rooms, having marble bathrooms with whirlpool baths or rainfall showers. You're well placed to see the famous acqueduct lit up by night.

Avila - Hotel Palacio de los Velada 4*

A converted C16th Palace located on the Cathedral Square. Some rooms have balconies overlooking Ávila Cathedral and a brief stroll to the C12th Walls of Ávila. Choice of rooms muted modern decor or traditional Old World.  Restaurant, Renaissance–style courtyard cafe with a piano and bar.

Toledo - Hotel Hacienda del Cardenal 3*

3 stars don't reflect the quality of this beautiful C18th mansion house hotel, set in the old city wall with beautiful gardens, courtyards and vistas. The rooms have traditional charm, plus fine dining and a wonderful taverna & wine cellar. The restaurant has a traditional oak wood oven for preparing Castilian classics of roast suckling pig and lamb. It's also conveniently close to escalators into the old city. 

Booking Enquiry

Please send in your enquiry or any question and we'll contact you within 24 hours

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Segovia Cathedral & Alcazar
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Segovia Roman Acqueduct
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The Walled City of Avila at Night
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Salamanca's Golden Stone Architecture
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Salamanca's Plaza Mayor
  • Date

    Available all year round

  • Cost

    £1450 pp, in shared twin/double standard rooms on B&B basis. All rail tickets included. Choice of private tours extra cost

  • Accommodation

    5* Hotels in the best city centre locations.

  • Grade


  • How To Get There

    Arrive in Madrid by plane or train from many International and European locations We can organise travel by rail to Spain and local transfers to your hotels.


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