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The Route of the Conquistadores and the Exodus Period
Alcala de Henares • Chinchon • Segovia • Toledo • Oropesa • Trujillo • Caceres & Hervas
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SAMPLE ITINERARY
All itineraries can be modified to fit your travel time, budget and specific interests

Day 01 – Madrid
Your tour starts in majestic Madrid, regal capital of Spain. Upon arrival you’ll driven to your centrally located hotel. After you’ve rested for a few hours, enjoy a panoramic tour of the city originally named ‘Maherib’ by the Moorish community. This will be followed by a welcome dinner and ‘Flamenco’ performance.

Day 02 – Madrid
Spend the day becoming acquainted with both regal and historic Madrid. Start with a visit of El Prado Museum, which houses a renowned and impressive art collection of classical Spanish Masters. You will be taken through a retrospective of these masters who influenced and made a large contribution to European Art.

Then continue to the Route of the ‘Austria and Borbon’ Dynasty by the Royal Palace and its magnificent 17th century Italian style gardens, across from Madrid’s elegant Opera House. When finished, visit the beautiful ‘Plaza Mayor’ embellished and made famous by the Spanish Painter Diego Velazquez, where you’ll have lunch. Then enjoy a walking tour down the narrow streets of the historic Quarter before returning to your hotel. Evening on your own. Take this time to sit on one of the many cafés found in Madrid, relax and join the locals in their favorite past time, people watching.

Day 03 – Day in Alcala de Henares / Chinchon
No trip is complete to the region of Castilla immortalized by the writer Cervantes, without visiting two of the most charming and overlooked towns: Alcala de Henares where you’ll tour the home/museum of writer Miguel Cervantes de Saavedra, as well as the majestic and historic University of Alcala de Henares, one of the oldest in Europe.

When finished, continue to the unique and quaint medieval town of Chinchon, one of the oldest and best preserved ‘Plazas’ in Spain, which is also used as a bullfight ring during certain annual celebrations. After lunch, return to your hotel in Madrid. This evening enjoy a tour of the famed ‘Tapas’ historic district.

Day 04 – Day in Segovia
Today you leave for historic Segovia. First stop will be a visit to the imposing Roman Aqueduct built in 211 A.D., which still stands and functions to this day. Then continue to the Alcazar, the most photographed and known medieval castle in Spain. Here you’ll have a glimpse of what it was like to live in the royal court during medieval times. This castle was used as a military base by Queen Isabel and King Fernando during the Christian Re-Conquest of Spain.

Your tour continues with a visit to the former Jewish Quarter of Segovia, where you still see some of the medieval structures featuring the architecture used during the 15th century. Here the Jewish community played an important role during the expulsion of the Spanish Jews. From this part of the city, you can also see the area where the former Jewish Cemetery once stood. When finished, visit Segovia’s Corpus Christi Church an impressive structure. It was once Segovia’s Synagogue. Many visitors are not aware that Segovia had one of the largest Jewish Quarters in Spain. End your visit with a typical ‘Segoviano’ lunch by one of the restaurants shadowed by the Aqueduct, and frequented to date by Spain’s Royalty before returning to Madrid.

Day 05 – Toledo / Oropesa de Toledo
This morning travel to the fascinating historic city of Toledo. Tour the preserved historic Jewish Quarter with its magnificent Sephardic Museum, ‘Transito’ Synagogue and the former ‘Santa Maria La Blanca’ Synagogue. Relive the times and era when the Jewish Community was at its height, during the rule of King Peter the First of Castile. Your tour will also include a visit to the home/museum of master painter ‘El Greco’, once the home of Toledo’s Samuel Ha-Levi’s prominent family. When finished visit ‘El Greco’s’ masterpiece the Burial of the Count of ‘Ordaz’, which is housed in a permanent exhibition hall.

You’ll also walk through the streets where philosopher, doctor and poet Yehudá Ha-Levi, lived most of his life before moving to Cordoba. During the walking tour, you’ll also hear the crucial and tragic events that took place in Toledo during the Spanish Civil War. After lunch, continue to the magnificent Castle of Oropesa de Toledo,where you’ll spend the next two nights.

Day 06 – Day in Trujillo
Today after exploring the Castle of Oropesa, visit the medieval city of Trujillo, where the Conquistador of Peru, Pizarro was born, and the Conquistador Hernan Cortes, lived most of his life before conquering Mexico. Then return to Oropesa de Toledo, for a relaxing evening and typical Castillian dinner.

Day 07 – Caceres
After breakfast, travel to the beautifully preserved historic city of Caceres close to the Portuguese border, where you’ll spend the next two nights. This evening enjoy dinner in one of Caceres’ historic restaurants.

Day 08 – Caceres
Today take a walking tour of medieval Caceres, a favorite destination of historians, as well as storks who make their nests here throughout the year. Visit the former Jewish Quarter where the Jewish Community grew and expanded during the 15th century, while waiting for permission to enter Portugal, after the Expulsion Mandate.

Day 09 – Hervas/Madrid
This morning visit the historic fascinating town of Hervas, probably offering the best sample of how the Jewish Community lived. The Hervas community grew during their flight from Toledo’s pogroms in the 14th century, and during the Exodus that took place after the Expulsion Mandate in the 15th and 16th centuries.

Day 10 – Return to the US
This morning you’ll be driven to the airport for your flight back home.