Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover Toledo with this private day tour from Madrid, including wine tasting, tapas, and highlights like the Toledo Cathedral, Mirador del Valle, and El Greco’s masterpiece.
Exploring Madrid’s surroundings becomes an unforgettable experience with the Private Toledo Day Tour, priced at $340 per person. This 10-hour journey takes you from the heart of Madrid to the historic streets of Toledo, a UNESCO World Heritage Site. The tour features a wine tasting at a local winery, a delicious tapas route, and plenty of time to admire iconic landmarks, making it perfect for travelers seeking a comprehensive and personalized day trip.
What sets this experience apart is its small group size of up to 8 participants and the inclusion of hotel pick-up and drop-off, which makes for a smooth, hassle-free day. While the tour offers a private guide and an adventure through Toledo’s labyrinthine streets, it does not include extra meals or drinks beyond the wine tasting and tapas. This trip appeals most to those eager to deepen their appreciation of Spain’s culinary delights and architecture without sacrificing comfort or intimacy.


The tour begins with a hotel pick-up service in Madrid, setting the stage for a smooth transition to the day’s adventures. The vehicle used is adapted to the group size, ensuring comfort during the approximate 1-hour drive to Toledo. This hassle-free start allows travelers to relax and prepare for a day packed with culture, history, and local flavors.
The tour departs at a time based on availability, making it flexible to suit your schedule. The private nature of the tour guarantees an intimate experience, ideal for small groups who prefer personalized attention and fewer crowds at major sites.
Prefer personalized experiences? Here are other private options we've covered in Madrid

The first major stop is at a local winery in Castilla-La Mancha, renowned for producing some of Spain’s best wines. Here, a wine tasting experience is included, where experts guide you through a selection of regional wines. The tasting is complemented by small tapas, allowing participants to savor the flavors of Castile-La Mancha while learning about the local wine-making traditions.
This part of the tour is particularly valued for its quality wines and informative guidance, making it more than just a tasting—it’s an educational experience about the region’s viniculture. The tasting session offers a chance to appreciate the distinct flavors and craftsmanship behind each wine, making it a highlight for wine enthusiasts.

After the winery visit, the journey continues to Toledo’s Mirador del Valle, a famous viewpoint offering one of the best panoramic views of the city. From this vantage point, visitors can see Toledo’s medieval urban layout, with its narrow streets, towers, and historic buildings sprawling across the landscape.
The Mirador del Valle is an excellent spot for photos and to grasp the scale and beauty of Toledo from above. Its location provides a striking perspective of the city’s blend of Christian, Jewish, and Muslim influences, which are evident in the skyline.
Next, the tour guides you through the heart of Toledo, starting at Plaza Zocodover. This lively square has been the city’s main gathering place for centuries and is the perfect starting point for a walking tour. From there, the guide leads you through narrow, winding streets that reveal the city’s layered history.
A visit to the Toledo Cathedral is included, where tickets are covered, allowing visitors to admire its stunning Gothic architecture and interior. The cathedral houses important religious artworks and serves as a symbol of Toledo’s religious significance.
From Plaza Zocodover, the stroll continues to the Plaza del Ayuntamiento and the Church of Santo Tomé, where the famous “The Burial of the Count of Orgaz” by El Greco is displayed. This painting is considered one of the masterworks of the renowned painter, and viewing it provides insight into Toledo’s artistic heritage.
More Great Tours Nearby
The tour also explores Toledo’s labyrinth of streets in the Arab and Jewish neighborhoods. These districts showcase medieval architecture, narrow alleys, and historic sites that narrate the diverse cultural influences in Toledo’s past. The guide shares stories and legends associated with these neighborhoods, enriching the experience with historical context.
This part of the tour emphasizes Toledo’s nickname as the “City of Three Cultures”, reflecting its historical coexistence of Christian, Muslim, and Jewish communities. The walk offers a close-up look at the architectural style, religious sites, and local shops selling artisan crafts.
Keen to taste more of Madrid? We've looked into these other food and drink experiences
A visit to the Church of Santo Tomé provides an opportunity to see El Greco’s iconic painting “The Burial of the Count of Orgaz”. The church itself dates back to the early 14th century and has been carefully restored to preserve its historical integrity.
The painting is among Toledo’s most important artistic treasures, and viewing it adds a layer of appreciation for the city’s contribution to Spanish art history. The guide explains the significance of the artwork and El Greco’s influence, making this a memorable highlight.
While the tour includes a tapas route for tasting local small dishes, an optional lunch at a local restaurant is available for those wanting a more substantial meal. The tapas route adds variety to the day, allowing visitors to sample a selection of authentic Spanish snacks as they stroll through Toledo’s streets.
It’s worth noting that tapas and wine tasting are included in the tour, but additional meals, drinks, and souvenirs are extra. The tapas route is a relaxed way to enjoy Toledo’s culinary culture without the formality of a sit-down meal.
After a full day exploring Toledo’s landmarks, the return trip to Madrid begins. The private vehicle transports the group back to the hotels in Madrid, concluding the 10-hour tour. The drop-off service ensures a comfortable finish to the day, with plenty of time to reflect on the sights, tastes, and stories experienced.
The tour is not suitable for guests with mobility impairments or wheelchair users, given the walking involved in Toledo’s historic districts. Participants should wear comfortable shoes, bring sunscreen and sunglasses, and carry a camera to capture the scenic views and artwork. The tour operates in multiple languages, including Spanish, English, and Arabic, with an audio guide available in several other languages.
Booking in advance is recommended, as availability can be limited. The full refund policy allows cancellations up to 24 hours before the scheduled start, offering flexibility in planning.
This tour offers a well-balanced mix of wine, culture, and history. The private guide ensures personalized attention, and the inclusion of tickets for the Toledo Cathedral and the El Greco painting enhances the experience. The small group size promotes an intimate atmosphere, ideal for those interested in a relaxed yet comprehensive exploration of Toledo.
While the day is filled with highlights, travelers should be prepared for some walking through uneven streets and steep viewpoints. The wine tasting and tapas add delightful regional flavors, making this tour a compelling choice for enthusiasts of Spanish cuisine and art.
Is hotel pick-up included?
Yes, the tour includes hotel pick-up and drop-off in Madrid.
How long does the drive to Toledo take?
The journey lasts approximately 1 hour from Madrid.
What is included in the wine tasting?
Participants taste regional wines at a local winery, accompanied by small tapas.
Are tickets to Toledo Cathedral included?
Yes, tickets to the Cathedral of Toledo are included as part of the tour.
Can I enjoy a full lunch during the tour?
An optional lunch at a local restaurant is available, but it is not included in the standard package.
How many people are in each group?
The tour is designed for small groups of up to 8 participants.
What languages does the guide speak?
The guide speaks Spanish, English, and Arabic; an audio guide is available in other languages such as French, Italian, Portuguese, and German.
Is the tour accessible for people with mobility issues?
No, it is not suitable for guests with mobility impairments or wheelchair users.
What should I bring?
Bring comfortable shoes, sunglasses, sunscreen, water, and a camera.
How do I cancel the booking?
Cancellations are accepted up to 24 hours in advance for a full refund.
This private day tour to Toledo from Madrid offers an enriching combination of wine, art, and history, perfect for those seeking a personalized and relaxed exploration of one of Spain’s most cherished cities.
You can check availability for your dates here: