






Undiscovered Spain - Extremadura including Toledo
Your guided group holiday to Spain
Travel with us to Extremadura, a Spanish region and a little-known wonder just waiting to be discovered. Before we make our way to Extremadura, we'll spend one night and take a city tour of Toledo with its rich mix of Christian, Moorish and Jewish heritage. For the rest of our Spain holiday, we'll be based in Cáceres where we'll enjoy guided excursions to some of the country's lesser known, yet remarkable attractions. Discover Guadalupe Monastery, a UNESCO World Heritage Site, and explore the flavours of the region with a wine tasting in Trujillo. We'll also visit the impressive Roman Theatre of Mérida, another UNESCO World Heritage Site, and uncover the Moorish charm of Badajoz and its magnificent Alcazaba fortress. If you want to see another side of Spain, join us to explore this under-the-radar region for a holiday full of cultural discovery.
Trip Itinerary

Activity Level: Moderate
Day
Travel to Spain
Arrive to Spain
Depart Dublin for Madrid. On arrival, meet your guide and transfer by coach to Toledo. As our flight arrives early, sightseeing will take place before hotel check-in.
Guided City Tour of Toledo
Enjoy a guided walking tour of Toledo, a UNESCO World Heritage city known for its mix of Christian, Jewish, and Moorish heritage. Highlights include the historic streets, main squares, and viewpoints. Entrance is included to the Church of Santo Tomé, home to El Greco’s famous painting The Burial of the Count of Orgaz.
There will be free time in the city centre for lunch before the check-in at the hotel.
Travel to Extremadura
Toledo to Cáceres
After breakfast, depart Toledo and travel by coach into the Extremadura region, one of Spain’s least developed and most traditional regions. The journey offers views of open countryside, olive groves, and rural villages. After approx. 3-3.5h transfer with comfort stops, arrive to Cáceres where you will be based for the remainder of your trip.
Arrive in Cáceres & at leisure
Arrive in Cáceres, a UNESCO World Heritage city, well known for its preserved medieval old town, the base for the reminder of the holiday. The afternoon is free to relax or explore independently, perhaps wandering through the cobbled streets of the old town or enjoying a drink in one of its many historic squares.
Cáceres & Plasencia
Guided Tour of Cáceres
Meet a local guide for a walking tour of Cáceres’ beautifully preserved old town. Discover medieval streets, Renaissance palaces, Moorish towers, and historic squares that reflect centuries of history. The city’s remarkable preservation has also made it a filming location for Game of Thrones. After the guided tour, there will be free time for lunch before continuing to Plasencia.
Guided Tour of Plasencia
Travel to Plasencia, set in the Jerte Valley and surrounded by medieval walls. Enjoy a guided walking tour of its historic centre, including the cathedral quarter and main square, followed by free time to relax and explore before returning to Cáceres.
Guadalupe & Trujillo
Guadalupe Monastery
After breakfast, travel to Guadalupe to visit the Royal Monastery of Santa María de Guadalupe (entrance included), an important religious site and UNESCO World Heritage monument. A guided visit introduces its rich history, remarkable architecture, and cultural importance, followed by free time for lunch.
Trujillo & Wine Tasting
Continue to Trujillo, a historic town known for its large main square and medieval castle. Here, enjoy a guided walking tour, including entrance to Pizarro’s House Museum, dedicated to the famous Spanish conquistador born in the town. Later, visit a local winery for a guided tour and two wine tastings, offering a pleasant introduction to the region’s flavours, before returning to Cáceres.
At Leisure in Cáceres
At Your Own Pace
Enjoy a full day at leisure in Cáceres. This is an ideal opportunity to explore the old town in more depth, visit local shops, enjoy a relaxed lunch in a traditional restaurant, or simply soak up the atmosphere of this historic city.
Mérida
Roman Mérida
This morning travel to Mérida, once the capital of Roman Lusitania. Enjoy a guided visit of its Roman heritage, including entrance to the impressive Roman Theatre, one of the best preserved in Europe. Mérida’s compact layout and excellent preservation make it one of the most accessible and rewarding Roman sites in Spain.
Enjoy free time for lunch exploring more of what Mérida has to offer, before returning to Cáceres.
Badajoz
Walking Tour of Badajoz
After breakfast, travel to Badajoz, a historic frontier city located close to the Portuguese border. Shaped by centuries of Moorish and Spanish rule, the city offers a blend of architectural styles and cultural influences. Enjoy a tour through the old quarter, including views of the impressive Alcazaba fortress, one of the largest Moorish citadels in Europe, the cathedral, and central squares.
There will be free time for lunch and shopping before returning to Cáceres.
Return Home
Travel to Dublin
Have a leisurely morning and say goodbye to Cáceres with one last stroll or a sit down at a local café, before your departure to Seville Airport in the afternoon.
Arrive to Seville Airport in the afternoon for your evening flight back to Dublin.
* We aim to operate your tour itinerary according to the format shown. Occasionally, local conditions and unexpected events may result in adjustments to the planned schedule. We kindly ask for your understanding and flexibility in the event of any changes.
Know before you go
What if there is an emergency?
We have local representatives in all of our destinations who are available 24/7 as well as an emergency contact number for our offices in Ireland should you ever need it.
Do I need a Visa?
Please visit our visa page for information on requirements for each country's entry requirements
Will I be met at the airport?
You will be met on arrival at your destination airport and transferred to your accommodation. You will be accompanied on all included excursions by your Travel Department guide. Your expert local guide is also available to give you tips and advice on any aspect of your holiday.













