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

Discover Toledo and Segovia on this private full-day tour from Madrid, including hotel pickup, guided visits, and a taste of local tapas in Segovia.

This private full-day tour from Madrid offers a seamless way to explore two of Spain’s most historic and architecturally stunning cities. For up to six people, the tour costs $1,908.13, which includes personalized service, luxury transportation, and a carefully curated itinerary. Starting at 9:00 am, the tour spans around 10 hours, making it perfect for travelers with limited time who want a comprehensive experience.
The tour’s strength lies in its personalized approach—with no other travelers in the group, your guide can tailor the visit to your interests. It’s especially suited for those who value insider knowledge, priority access, and a relaxed pace. While the price may seem high, the inclusion of drinks, tapas, and expert-guided tours enhances the overall value, offering a rich, immersive day.
Prefer personalized experiences? Here are other private options we've covered in Madrid

One of the standout features of this tour is the hotel pickup service, which begins right at your accommodation in Madrid. This convenient start ensures you avoid public transport and get straight to the sightseeing, saving time and energy. The luxury bus or van is air-conditioned and equipped with Wi-Fi, making the ride between cities comfortable and productive.
Because the tour is private, your group can enjoy a flexible pace and customize visits during the day. The bilingual guide accompanies you throughout, offering detailed explanations at each stop. The smooth logistics and personalized attention make this a stress-free way to see two historic cities in one day.

The tour begins in Toledo with a visit to the Catedral Primada, an impressive 13th-century High Gothic cathedral often considered one of Spain’s finest examples of Gothic architecture. Constructed starting in 1226, it features flying buttresses, intricate vaults, and stunning stained glass windows. The cathedral was built to cover the city mosque and incorporates elements of the former mosque and the sahn with a cloister.
Travelers can expect about 30 minutes at this site, with priority entry included to bypass long lines. While admission tickets are not included, the guide provides context about the cathedral’s architectural details and religious significance. The winding streets of Toledo’s old town are also part of the walking tour, offering insights into the city’s Visigothic, Moorish, and Christian history.

Next, the tour moves to Segovia, home to one of the most complete Roman aqueducts in the world. Built without mortar, the impressive structure stretches over 800 meters and is a testament to Roman engineering. The aqueduct’s archways are a highlight and provide perfect photo opportunities.
The Segovia Cathedral, built in the mid-16th century, is another key stop. This Gothic-style church is situated in the main square and dedicated to the Virgin Mary. Travelers spend around 30 minutes here, learning about its history and architecture from the guide. Admission tickets are not included, but the guide emphasizes its significance and notable features.

A major highlight of the tour is the Alcazar of Segovia. This castle-palace sits atop a rocky crag near the river, with a shape resembling a bow of a ship. The priority admission allows visitors to explore this iconic fortress without long waits. The guided tour provides insights into its history as a royal residence and military stronghold.
The Alcazar visit lasts about 35 minutes and offers stunning views of the surrounding landscape. Its distinctive shape and medieval architecture make it one of Spain’s most recognizable castles. The admission is included in the tour price, ensuring a hassle-free visit.

Between Toledo and Segovia, the tour includes a short stop at the Sierra de Guadarrama, a mountain range forming part of the Sistema Central. This scenic spot features picturesque views and a chance to stretch legs, with no additional cost. It’s an excellent photo opportunity and a moment to enjoy the natural beauty of the region.

Additional stops include the Synagogue of Saint Mary the White, built in 1180, showcasing Mudéjar architecture with five naves and horseshoe arches. The coffered wooden ceiling and Plateresque altars highlight the rich craftsmanship of the period. Visitors spend about 20 minutes here, with no admission fee.
The Iglesia de Santo Tome is another notable church, founded after 1085, which retains elements of Mudejar style such as large multifoil arches and sturdy buttresses. The 40-minute visit allows a closer look at its architecture and history.

The Monasterio de San Juan de los Reyes was founded by Ferdinand II of Aragon and Queen Isabella I of Castile to commemorate their son’s birth and their victory at the Battle of Toro. Built in Toledo, this UNESCO World Heritage Site features Gothic and Mudéjar elements and symbolizes the unity of Spain.
This stop lasts about 10 minutes, offering a chance to explore its cloisters and learn about its royal origins. Admission tickets are not included, but the guide highlights its historical importance.
In Segovia, the tour includes drinks and tapas, giving travelers a taste of local cuisine and adding a culinary highlight to the day. Both guided walking tours in Toledo and Segovia** are led by official bilingual guides, ensuring informative and engaging explanations throughout.
The tour also features priority entry to major sites like the Alcazar, helping avoid long waits. All transportation is via luxury, air-conditioned vehicles with Wi-Fi, creating a comfortable travel experience across the roughly 10-hour itinerary.
This private tour departs from Madrid at 9:00 am, with free cancellation up to 24 hours in advance. The price applies per group, up to six people, making it a flexible and private way to explore. The tour is accessible to most travelers and includes hotel pickup, which simplifies logistics.
Since many reviews highlight the knowledgeable guides, friendly service, and well-paced itinerary, this tour receives a 5-star rating from satisfied customers. The combination of cultural sites, scenic landscapes, and local food makes it a compelling option for visitors seeking a comprehensive day trip.
This tour offers a rich blend of Spain’s architectural marvels, from Toledo’s Gothic cathedral to Segovia’s Roman aqueduct and medieval castle. The private format guarantees personalized attention, and the priority access to key sites like the Alcazar minimizes waiting times.
The inclusion of local drinks and tapas enriches the experience, providing a delicious taste of Spanish cuisine. The luxury transportation ensures comfort, while the bilingual guides help decode the stories behind each landmark. While the cost is higher than group tours, the personalized service and exclusive access justify the investment.
This tour suits travelers eager to maximize their time and explore Spain’s historical treasures with a knowledgeable guide by their side. It is especially beneficial for those who prefer a relaxed, flexible, and intimate exploration of Toledo and Segovia in just one day.
“We hadva wonderful experience with Arantxa. She was wonderful! Toledo was great but I (as an engineer) thought Segovia and the Roman Aquaduct was …”
What is included in the tour price?
The tour includes hotel pickup, luxury transportation, guided walking tours, priority entry to the Alcazar of Segovia, and drinks and tapas in Segovia.
Are admission tickets to the churches and cathedral included?
No, admission tickets are not included for the Toledo Cathedral, Segovia Cathedral, the Synagogue of Saint Mary the White, or the Monastery of San Juan de los Reyes. The guide provides explanations and context for these sites.
How long is the total tour?
The tour lasts approximately 10 hours, starting at 9:00 am and includes multiple stops, sightseeing, and lunch breaks.
Can the itinerary be customized?
As a private tour, it offers some flexibility to modify stops or pace, based on your interests and preferences.
Is this tour suitable for all mobility levels?
The tour involves walking at each site; travelers should be comfortable with moderate walking. The tour is generally accessible but may require some mobility.
What language are the guides available in?
Guides are bilingual, providing explanations in both English and Spanish.
How far in advance should I book?
It is recommended to book about 55 days in advance to secure availability, especially during peak travel seasons.
What is the cancellation policy?
You can cancel free of charge up to 24 hours before the scheduled start date for a full refund.
Is food included in the tour?
Yes, drinks and tapas are included in Segovia, adding a culinary highlight to the day.
Who is this tour best suited for?
This tour is ideal for history and architecture enthusiasts seeking a personalized, hassle-free day trip from Madrid, with expert guides and exclusive access to major sites.