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Itinerary - 2 weeks in Spain

Magical nights in Toledo


There is literally SO much to do here, we could stay 3 days!

On the banks of the Tagus River, Toledo is a mere stone's throw from Madrid and is a popular day trip destination from Spain’s capital city. But visiting Toledo is akin to entering a living museum, where Sephardic, Moorish, and Christian legacies linger. While a day trip may offer a glimpse, two days will allow the true essence of Toledo to be fully appreciated. I fell in love with this city, and I’m convinced if you give it enough time, you will too.

Why is Toledo important?




Recognized as a UNESCO World Heritage Site, Toledo remains a symbol of Spain's diverse cultural heritage and a testament to its enduring legacy throughout the centuries. Toledo has been a focal point of Spanish history for over two millennia. Its strategic location atop a hill by the Tagus River made it an ideal site for settlement since ancient times. The city's origins can be traced back to pre-Roman civilizations, but it flourished under Roman rule, known then as Toletum.



Following the collapse of the Roman Empire, Toledo fell under Visigothic control and became the center of Christian culture. This period saw the construction of significant churches and the establishment of Christianity as the dominant religion. In 711 AD, Toledo was conquered by the Moors during the Islamic expansion into the Iberian Peninsula. The city thrived under Muslim rule, becoming a vibrant center of Islamic culture, art, and learning. The coexistence of Christians, Jews, and Muslims during this period earned Toledo its reputation as the "City of Three Cultures."

In the 11th century, Toledo was reconquered by Christian forces during the Spanish Reconquista and regained its status as a Christian stronghold. Its strategic importance as a military stronghold and cultural center continued during the reign of the Catholic Monarchs, Ferdinand II of Aragon and Isabella I of Castile, who unified Spain in the late 15th century.


What a contrast between Madrid and Toledo! Madrid is mostly flat and modern. Built during the Muslim era, it has no classical history of note. (I’m more interested in antiquity so forgive me if I blow over the whole knights-and-priests era.) Toledo is what Americans picture when we think of Old European Towns. Quaint, picturesque; narrow, cobbled streets; and old city walls. The town sits strategically on a hill above the Tajo (Tagus) river. Even the train station is picturesque, but it’s outside the old town and not walkable. 


Itinerary: Even though it's a short trip, I recommend staying the night so we can experience the city after the tourists leave.

Day 1  June 19th
Morning train: Straight from airport, hire a car to bring us to our pensión. We will try to stay right off Plaza de Zocodover.  I will try to get an apartment but we might get 2-4 rooms depending on the deal I can make.  Rest.   

12:30 am   Cathedral  You will see all the stained glass windows that adorn the naves, also the monstrance, the main altarpiece, the sacristy rooms and also a small museum with works by some of the Spanish Italian artists who have contributed to the art collection of this famous cathedral.  There's an audio tour

2:30 pm   Alcazar de Toledo  It is undoubtedly the most representative construction of the whole city and it is a fortification of civil and military character that is located in one of the highest parts of this city. It is located on a picturesque and beautiful hill.
A guided visit to the Alcazar of Toledo usually lasts an hour and 30 minutes maximum and is an ideal opportunity to understand exactly the importance of this site and not to miss any of the details about the past of this construction. Keep in mind that this place is also home to the National Army Museum and therefore you will find impressive collections of armor and military relics associated with Spanish history.

4:30 pm Mariano Zamora Sword Factory  Toledo Spain is renowned for its sword forging factories.  As we will hear in the museums, the armory has come from this factory for hundred of years.

Shopping.   This factory is in the middle of unique shops featuring handcrafted beautiful artisan works from Toledo.

7:30 pm  Guided Night Time Tour of Toledo

9:30 pm  Drinks dinner music rooftop


Day 2:  June 20th

Visit the Roman Baths and the Museum of the Holy Inquisition

The Roman Baths are subway ruins that you can visit quickly this type of environment interests you. At the same time, a couple of streets away from this site is the Museum of the Holy Inquisition. Toledo played an important role in this dark period of Spanish history and that is why this institution is dedicated to the historical and cultural analysis of that medieval period.

The Toledo City Hall and the campus of the University of Toledo are other places you could visit when touring this area. If you are interested in getting free or inexpensive access to many of these sites it would be advisable to purchase a Toledo Bracelet, which functions as a tourist pass within the city.

The Templar Museum is also located in this section of the city and a guided tour is a plan I can recommend for this part of your day if you are not interested in these other sites of tourist interest.

Take a walk through the Jewish quarter of Toledo and visit the Sephardic Museum 
In Toledo's Jewish quarter you will come across several historical relics from the period when Sephardic society had the opportunity to thrive in a nation that was traditionally hostile to religions outside of Catholicism. The Arquillo del Judío, the archaeological remains of the Sofer Synagogue, the Tránsito Synagogue and the Casa del Judío are just some of the sites you can visit in this part of the city.

In fact, in this neighborhood located in the southeastern end of Toledo's historic center, there is also a museum dedicated to Sephardic history within the same facilities of the Tránsito Synagogue. It is not the only one of its kind in Spain, but it is certainly an institution you should not miss when exploring this part of the city.

In fact, the Jewish quarter is such an important site in the history of this city that it is also a must-see stop on a two-day trip to Toledo.

Stop by the El Greco Museum

By the end of your second day you will probably be tired of visiting monuments and important historical buildings. However, the El Greco Museum is too close to the Jewish quarter for you to miss the opportunity to visit it.

Although this Greek artist is not originally from this city , he did live there for a long time. Therefore this site has a significantly large collection of his works that mark the essence of Spanish art between the sixteenth and seventeenth centuries.

Keep in mind that this plan is one of the best activities to do in Toledo during the summer, as it is a safe and entertaining escape from the high temperatures that define Castilla-La Mancha during the hottest months of the year.Hours: Open from 9:30 A.M. to 5 P.M. It is closed on Mondays and opens at 10 A.M. on Sundays.

Prices: admission is free on Saturdays and Sundays from 2 p.m. and the rest of the days the general admission is 3 euros.
Location: P.º del Tránsito, s/n, 45002 Toledo, Spain.
End the day touring the gates of the walled city

Finally, for the night part of your second day you also need to have some entertaining activity. So I advise you to take a walk through the famous gates of what were once the walls that gave access to visitors to the city.

This is one of the best things to do in Toledo at night because of the beautiful lighting that has been created by the City Hall to these historic structures and without a doubt the Puerta de Bisagra is the most important of them all. The Puerta de Alfonso VI, the Puerta del Sol and the Puerta del Cambrón are also others that should be part of your tour, as long as it is something that interests you and fits your energy.

Things to do:
1) Zipline...So the “Longest Urban Zipline in Europe” is owned and operated by Fly Toledo – it costs €10 for a jump and the instructors are all very professional. They’ll get you suited up with a helmet and let you take your GoPro for the jump. Despite being touted as the longest urban zipline in Europe, it’s a really short ride. If you’ve gone ziplining in Costa Rica through the rainforest canopy, it’s probably not going to be as exciting, but it IS cool to zipline in an urban setting, surrounded by ancient buildings.


2) https://www.hellotickets.com/spain/toledo/toledo-at-night/sc-320-3979

Toledo Train Vision The tour is mainly around the outside of the old city, not within the old centre. You need to sit on the right side of the train for the better views. Some windows do not open, so choose one with no window if you want to take pictures.

3) Lumina light show inside the cathedral

4) Evening drink and music - If you want to have a quiet drink while listening to some music, we can go to the Terraza del Miradero. It is one of the main fashionable places in the city and is located next to the Palacio de Congresos, on the promenade of the same name.

The terrace offers beautiful views of the Tagus River and at night there is usually live music of different genres. It is a very quiet chill out place where you can have a few beers or cocktails.

In addition, the location of this establishment is unbeatable, since it is in the heart of the city, very close to the famous Plaza de Zocodover. This way, you can access on foot and you will not have problems finding cabs on the way back.

Second nice view Mirador, at Puente de la Degollada

6) Puy Du Fou España  (€68) Evening show is very moving - 
Travel through history in the heart of the Montes de Toledo. Great shows that will make you feel strong emotions.  In this park atmosphere, see performance (English translations available via app for all shows) that present the iconic moments in Spain's history from a Spanish perspective.