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UNESCO World Heritage Sites
Madrid – Spain’s lively, artistic capital
Ávila, Salamanca & Toledo
Roman Mérida & Segovia’s aqueduct
Ribera del Duero wine one of many here
Cáceres – a living museum
Dehesa landscapes & delicious Jamón Ibérico
Sierra de Madrid, Sierra de Gredos, Sierra de Francia & Guadarrama
10% OFF ALL HOLIDAYS
World heritage will be your travelling companion throughout this magnificent trip. Starting in Spain´s vibrant, cultural capital, and without straying too far from it, you will discover five fascinating cities, each with the status of World Heritage City, where the evidence of a great past can be found everywhere.
UNESCO World Heritage Sites
Madrid – Spain’s lively, artistic capital
Ávila, Salamanca & Toledo
Roman Mérida & Segovia’s aqueduct
Ribera del Duero wine one of many here
Cáceres – a living museum
Dehesa landscapes & delicious Jamón Ibérico
Sierra de Madrid, Sierra de Gredos, Sierra de Francia & Guadarrama
Monumental cathedrals, royal palaces, historic universities and truly awe-inspiring Roman remains have survived over the centuries to tell us epic stories of Conquistadores and Kings and illustrious characters from Romans to the Inquisition .
But it is not all about those ‘old stones’. The immense mountain Sierras of Castilla and the enchanting ‘dehesa’ landscape of Extremadura offer some of Europe’s best bird-watching and star gazing opportunities and you’ll discover a rich living culture and excellent regional gastronomy with wines to match at each stop along the way.
The full route takes two weeks but you can do as little, or as much, as you like.
Capital of Spain – one of Europe´s largest
Golden Triangle of Art – Prado, Reina Sofia & Thyssen Bornemisza Museum
Puerta de Alcalá, Royal Palace, Almudena Cathedral…
World-class galleries, theatres, cultural centres & events
Distinctive atmosphere in each barrio; lively bars & restaurants
Royal Monastery of San Lorenzo de El Escorial
Segovia – World Heritage Site – Roman Aquaduct, Moorish Alcazar, Cathedral and large Jewish Quarter.
Sierra de Guadarrama National Park
Sepúlveda & Hoces del Duratón Nature Park
Medieval Pedraza & Cuellar
La Granja de San Ildelfonso – the Spanish Versailles
Ávila with its magnificent walls, a World Heritage Site
Gredos mountains rising to 2500m at Pico Almanzór
Astronomy & stargazing in this Dark-Sky location
Trekking, climbing, birdwatching, horseriding…
Walk the Puerto del Pico Roman way
Salamanca – truly monumental university city
Toro, Rueda & Sierra de Salamanca wines
Delicious jamon from Guijuelo
Historic Tordesillas, Toro & Zamora
Cruise on the river in the Arribes del Duero
Sierra de Francia & villages of Las Batuecas
Old Town of Cáceres – UNESCO World Heritage Centre
Monfrague National Park – a lesser known gem
Trujillo with its imposing castle
Take a pilgrimage to Guadalupe
2nd century Roman bridge at Alcántara
Excellent local cheese and game dishes
Churches, synagogues & mosques – The City of the Three Cultures
Cathedral of Toledo – 13th Century´s Gothic masterpiece
Ancient Alcázar – Toledo´s Army Museum
Old Town & Jewish Quarter
Toledo´s walls – from the Romans to the Christian Reconquest
El Greco “The Greek” Museum – life and work of the painter
Add a stop in historic Valladolid - once the capital of Spain - now a capital of wine
Visit Europe's largest concentration of Romanesque in Zamora
Head south to Córdoba - incredible Moorish Heritage
Ask about superior rooms or a larger rental car
or more economical options if you're on a budget...
Call us to talk through all the options - we'd love to hear from you!
Accommodation in our listed hotels – 2 sharing 1 standard double ensuite, B&B (unless specified)
Economy 4-door car hire (talk to us about upgrades)
or ferry crossings with Brittany Ferries (vehicle + 4 berth outside cabin, exclusive use)
Guide book to Spain
Personal Travel App including highlights, weather forecast and restaurant suggestions for all areas en-route
Instructions to find all accommodation
Flights – but we are able to advise
One-way car hire charges, where applicable (see your quote email)
The following car hire extras – these can be added at pick-up point
extra driver, child seats, GPS
Garage parking where applicable (mostly city stops) – please ask us about parking charges
Local tourist taxes (where applicable)
A circular itinerary, this route is best enjoyed flying into Madrid as it is very well connected with the UK.
It is also the best destination airport for intercontinental connections. There are several options for customers coming from USA, Canada, Australia, etc.
See your flight options in the table below or contact us for help and advice if you don’t see your nearest airport here:
PLEASE NOTE Flights are not included and some flights are seasonal.
Ferry: If you wish to bring your own car, classic car or motorbike, we can include the ferry crossings as part of the package – see timetables below:
Choose your country and preferred airport of origin and then select from possible destinations to see airline providers.
For passengers travelling by air we will include a hire car as part of the package. Normally we include a 4 door economy class car but please let us know if you would like something different.
For those coming on the ferry you will use your own vehicle but in either case we will provide full instructions to arrive at each hotel, complete with GPS, as well as a map of the area.
Our team of experts have over 35 years travel expertise in Spain & Portugal.
You’ll receive friendly, personal service from start to finish of the booking process.
Call and speak to Andy, Leonor or Antonio about your dream holiday in Spain & Portugal...
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With 40+ years’ experience designing holidays in Spain & Portugal, our friendly, expert team offers personal service from booking to your return. While away, you’ll have ground support from local agents.
Every trip is tailored to your budget and needs.
Call us - we’d love to hear from you!
Discover authentic Spain & Portugal, far from tourist crowds. Stay in charming, trusted places — from castles and palaces to rural guesthouses and Paradores.
Your pack includes maps, guidebook, and touring tips. Plus, our Vamos travel app keeps all your documents and guides in one place.
We’ve been a fully bonded UK tour operator since 1985, so your money and holiday are protected.
We’re also members of AITO (Association of Independent Tour Operators) — the hallmark of trusted, specialist holidays. Independent dispute resolution means you always travel with confidence.
