Itinerary Highlights
    • Discover the finest royal sites of central Spain, from the Prado Museum to the Alcázar of Segovia
    • Drive from city to city, staying in beautiful boutique hotels and sampling delicious Castilian food
    • Enjoy a host of private tours, including Madrid with a local guide and Salamanca by bike

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Spain’s central region of Castile is a treasure trove of medieval prowess and world heritage sites, including museums, palaces and fortresses. Your road trip begins in the cultural giant of Madrid, where you can discover the city’s literary and artistic heritage. After Madrid you will spend the next week driving between some of the region’s finest medieval cities: Toledo, Avila, Salamanca and Segovia.


Everything is 100% tailored to you


Your adventure in the heart of Spain starts today. After whizzing through airport security and fuelling up on nibbles and refreshments in the airport lounge, hop aboard your flight to Madrid. Flight time from the UK is just two-and-a-half hours, so you’ll be catching your first glimpse of Spain before you know it. Our team will be waiting for you at the airport to whisk you to a classic boutique hotel in the centre of the city. The rest of today is yours to play with. Depending on what time you land, you might want to spend the day settling into your new digs. However, if you have some energy to burn off then we can arrange for you to head out for a guided foodie tour of three of Madrid’s most emblematic tapas bars.



Make sure to take advantage of the hotel’s breakfast as you will want plenty of energy for your first full day in Madrid. Hit the ground running as you head out this morning with an English-speaking local resident to see the city through a native Madrilenian’s lens. The walk is spontaneous, relaxed and tailored to your fancy. Are you a culture buff? A gastronome? An outdoor enthusiast? A football fanatic? A shopaholic? Madrid certainly has enough to fuel your passions (or even ignite new ones). For the afternoon you have a couple of options. You can continue exploring on your own now that you have a feel for the city, or you have the option to head out for another private tour, this time with a focus on discovering Madrid’s rich heritage as a melting pot of writers, artists and creative spirits.



Madrid is a cradle of some of the world’s best pieces of artworks and, naturally, some if its best art galleries. Today is dedicated to the Prado Museum, which houses one of the largest and most comprehensive collection of Spanish artworks. Masterpieces on display include Goya’s The Third of May 1808, Caravaggio’s David and Goliath and Velasquez’s Las Meninas.



After one last breakfast at your hotel, it is time to bid farewell to Madrid. Today you will pick up your rental car and drive one hour south of the city to beautiful Toledo. Along the way you can make a cultural pit stop at the Royal Palace of Aranjuez, one of the official residences of the Spanish royal family. Your home for the next two nights is an elegant hotel in the historic centre of Toledo. You can spend the rest of today settling in. When your tummy starts to grumble, head to the lovely on-site restaurant to sample some tasty Toledan gastronomy.



The former Spanish capital of Toledo is awash with beautiful remnants of the three major religions that co-existed here in the Middle Ages: Islam, Christianity and Judaism. It is no surprise then that UNESCO has recognised the city on its prestigious World Heritage list. Today, you will have the opportunity to admire all of Toledo’s absolute must-sees with a private guide. There is the 13th-15th century Cathedral of Saint Mary, which combines French gothic architecture with Spanish ornamentation; the 14th-century Santo Tomé church, with its Islamic-style bell tower, which houses the Burial of the Count of Orgaz painting by El Greco; and the 12th-century Santa Maria la Blanca synagogue, which became a church in the 15th century and later a museum. You will also have time at then end of the tour to visit some other sites in the city, such as the Alcázar of Toledo, a fortress which played host to battles of the Spanish Civil War in the 1930s.



Today you will hop back into your rental car and drive just under two hours to Avila. You just have one night in Avila and there’s not a moment to waste, so once you’ve checked into your centrally-located hotel it’s time to get out exploring. There are plenty of sites to keep you busy in Toledo. The Cathedral of Avila is the first Gothic church in Spain, while the Basilica of San Vicente is an exceptional example of Romanesque style. However, the star of the show is certainly the Convent of Saint Joseph, whose foundations were first laid by Saint Teresa of Jesus back in the 16th century. You can enjoy dinner out in town or back in the hotel. We recommend tucking into some classic Castilian cuisine: Barco de Ávila beans (a hearty bean stew) and tasty cold cuts.



After fuelling up on breakfast at the hotel, it’s time to bid farewell to Avila. The bulk of today will be spent driving to Salamanca, which takes around three hours. Your destination in the city is a boutique hotel in the heart of the historic centre. The rest of the day is yours to enjoy at leisure. You can head out for a wander in town or simply kick back and relax in your new home.



After a day of travelling yesterday, it’s time to get moving. After a tasty breakfast at the hotel, you will be met by one of our top local guides to head out for a private cycling tour of Salamanca. Discover the charming suburbs and the tranquil River Tormes before heading into the old town. The Plaza Mayor (central square) is the beating heart of the city. Here you can admire two immense Catholic cathedrals which speak to the cultural evolution of Salamanca. During the 16th century, the city wanted to prove itself as a real intellectual and economic power by building the Catedral Nueva (new cathedral), moving away from the austere forms of the Romanesque church. However, the cathedral wasn’t completed until nearly 200 years later, in 1733. Other must-visit sites include the Dominican monastery of San Esteban and the famous house of las Conchas, which is decorated with as many shells as there are days in the year.



Today you will embark on a pleasant two-hour journey to your final destination in Spain: Segovia. Your hotel is located in the heart of the historic centre, so once you’ve settled in and freshened up you can spend the rest of the afternoon getting a taste of your new surroundings.

DAY 10


It is your last full day in Spain and there’s not a moment to waste. After tucking into a hearty breakfast at the hotel, turn your nose to a spot of sightseeing in town. Perched on the imposing Sierra de Guadarrama, at the confluence of the Eresma and Clamores rivers, Segovia is a city of exceptional architectural heritage. The dominating castle, Alcazar de Segovia, is one of the city’s most prized possessions, while the huge medieval aqueduct is an impressive example of Roman engineering. Other sites include the 13th-century Vera Cruz church and the Gothic-style Segovia Cathedral. We can arrange for you to head out with a knowledgable local guide to learn the historic significance of the city’s most important sites.

DAY 11


Unfortunately the time has come to say adios to Spain. Head back to Madrid to drop off your hire car and hop on a two-and-a-half hour flight back to the UK. However, if your flight is in the afternoon, you can still squeeze in one last site along the way: El Escorial. We can book your tickets in advance so you have plenty of time to soak in this wonderful royal palace.

A la carte


Head out with a private guide to discover three of the most emblematic taverns in Madrid. You will start at the Casa del Abuelo, which dates back to 1906 and has a reputation for preparing tapas in a hundred different ways. Next up is Casa Alberto, a beautiful tavern of carved woodwork and pristine tableware that is said to have been frequented by none other than literary giant Miguel de Cervantes. Last but not least is Taberna Antonio Sanchez, which, dating back to at least 1787, is the oldest restaurant in Madrid. This tavern has long been a meeting place for big names in everything from bullfighting to the arts.


From the Golden Age to the Movida, artists and writers have found a certain creative inspiration in Madrid. Cervantes, Pedro Calderon de la Barca and Federico García Lorca are just some of the names who set down roots in the city. As well as the Spaniards, there were also great foreigners who flocked to Madrid in search of inspiration, including Hemingway and John Dos Passos. Head out with a passionate guide to discover some of most important and creative places and works that have shaped modern-day Madrid.


Nestled between Madrid and Toledo, this castle was a particular favourite among royals during the spring and summer, when the weather was at its best. The palace was built at the end of the 16th century under Philip II, however it subsequently underwent many changes, most notably under Ferdinand VI. The gardens are splendid, and inspired Joaquin Rodrigo to write his famous concerto for guitar in Aranjuez. Of all the rooms available to visit, the most famous include the 18th-century porcelain room and the 19th-century Moorish salon.


Head out with a knowledgeable guide to discover the architectural heritage of Segovia. You can admire must-visit sites like the castle, aqueduct and cathedral and learn all about their historic significance.


Located in the Sierra de Guadarrama, between Segovia and Madrid, El Escorial is a building that boasts some serious architectural prowess. It was Philip II of Spain who envisioned a palace that also acted as a royal necropolis, a monastery, a memorial (to a victory against the French King Henry II on Saint Lawrence's day) and a place of atonement (for a war crime perpetrated during that victory). This entrance ticket allows you to freely visit all of the accessible rooms.

A Rough Idea of Price

Dependent on season, accommodation and activities
The estimated cost for this trip starts from £1,800 to £2,430 per person. The final cost of the trip depends on the way we tailor it especially for you. The final cost varies according to several factors, which include the level of service, length of trip and advance booking time. The exact price will be provided on your personalised quote. The average starting price for this trip is £2,170 per person.
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