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DD Signature Travel
In the Footsteps of Cortés

Spain

In the Footsteps of Cortés

Eight days from Madrid into Extremadura, where the New World began

8 days · 7 nights Signature journey Best months: March, April, May, September, October

From the Prado to the plains of the Guadiana: the palaces, monasteries and conquistador towns of Extremadura, the land that shaped the encounter with the Americas.

Day by day

1
Arrival in Madrid Madrid Private Arrival Transfer, Madrid Airport Meet and greet at Barajas and private car transfer to the hotel. Stay Mandarin Oriental Ritz, Madrid Belle Époque palace hotel beside the Prado, restored by Mandarin Oriental. Click for more information

Arrive at Barajas and transfer to the Ritz, beside the Prado.

2
The Golden Age Madrid 09:30 Prado Museum Private Visit Private guided visit to the Prado focused on the Spanish Golden Age. Stay Mandarin Oriental Ritz, Madrid Belle Époque palace hotel beside the Prado, restored by Mandarin Oriental. Meals B Click for more information

A private morning in the Prado with the painters of empire, and a free Madrid evening.

3
Into Extremadura Cáceres 09:00 Private Transfer, Madrid to Cáceres Private car transfer from Madrid to Cáceres with a stop en route. 17:30 Cáceres Old Town UNESCO Walk Guided walk through the walled town of Cáceres, its towers and palaces built on returning New World fortunes. 17:30 Private Guide, Extremadura English- and Spanish-speaking private guide for touring days in Extremadura. Stay Atrio Restaurante Hotel, Cáceres Relais & Châteaux property in the old town of Cáceres, home to a three-Michelin-star restaurant. Meals B Click for more information

West through the dehesa to Cáceres, and an evening walk through the walled town built on New World fortunes.

4
Roman Mérida Cáceres 09:30 Mérida Roman Theatre Private Tour Private tour of Emerita Augusta: the Roman theatre, amphitheatre and the national museum of Roman art. 20:30 Tasting Menu Dinner at Atrio Tasting menu dinner at three-Michelin-star Atrio in Cáceres. Stay Atrio Restaurante Hotel, Cáceres Relais & Châteaux property in the old town of Cáceres, home to a three-Michelin-star restaurant. Meals B · D Click for more information

A day in Emerita Augusta - theatre, amphitheatre and museum - returning to Cáceres for the tasting menu at Atrio.

5
The Birthplace of Cortés Trujillo 09:30 Medellín Castle & Cortés Birthplace Visit to Medellín, birthplace of Hernán Cortés, with its castle and Roman theatre above the Guadiana plain. Stay Parador de Trujillo Parador set in the 16th-century convent of Santa Clara in the conquistador town of Trujillo. Meals B Click for more information

To Medellín, where Hernán Cortés was born, then on to Trujillo and its parador in the convent of Santa Clara.

6
Conquistador Trujillo Trujillo 09:30 Trujillo Conquistador Heritage Walk Walk through the plaza and mansions of Trujillo, home town of Pizarro and Orellana. 16:00 Dehesa Estate Visit & Ibérico Tasting Private visit to a dehesa estate to see the ibérico pigs among the holm oaks, with a guided ham tasting. Stay Parador de Trujillo Parador set in the 16th-century convent of Santa Clara in the conquistador town of Trujillo. Meals B Click for more information

A morning among the mansions of Pizarro's town, and an afternoon at a dehesa estate with an ibérico tasting.

7
Guadalupe Trujillo 10:00 Royal Monastery of Guadalupe Visit Visit to the UNESCO-listed monastery of Guadalupe, tied to the voyages of Columbus and the New World. Stay Parador de Trujillo Parador set in the 16th-century convent of Santa Clara in the conquistador town of Trujillo. Meals B Click for more information

The royal monastery of Guadalupe, bound to Columbus and the first voyages, through the Villuercas hills.

8
Return to Madrid Madrid Meals B Click for more information

Return to Madrid for your flight home, with time for a last stop en route.

The route

Madrid Cáceres Mérida Medellín Trujillo Guadalupe

Included

  • Seven nights in the listed hotels and paradores
  • Private guiding throughout Extremadura
  • All private car transfers
  • Experiences and meals named in the itinerary

Not included

  • International flights
  • Travel insurance
  • Meals not named in the itinerary
Carlos Arribas on Pexels
Zak Mir on Pexels
Jose Lorenzo Muñoz on Pexels
Miguel Angel Vidal Muñoz on Pexels
Anatolii Maks on Pexels

Make this journey your own

Every departure is private and built around you — dates, pace and every detail can change.