Experience Madrid to Toledo the Easy Way
Skip the stress of planning. We cover every detail - curated itinerary, comfortable transfers and expert guides. It's the best way to see the sights without the hassle.
36M+ travellers love us
Why book with us?
Comfortable roundtrip transfers in a A/C Bus
Expert local tour guide- Explore Toledo & Segovia with a knowledgeable guide who brings history to life. Visit iconic landmarks & enjoy hassle-free AC transfers from Madrid.
- Wander through the narrow cobblestone streets of Toledo’s Old Town & Jewish Quarter, then marvel at Segovia’s Roman aqueduct.
- Start with a guided tour for key insights, then enjoy free time to explore—this well-planned trip lets you see it all without feeling rushed!
- Want more? Get tickets to Toledo Cathedral and Alcázar of Segovia and tailor your day to your taste.
- Fun fact: Toledo & Segovia showcase Spain’s diverse past; Roman, Moorish, Jewish & Christian influences are hidden in plain sight. Keep an eye out!
Comfortable roundtrip transfers in a A/C BusExpert local tour guide- Take a full-day tour of Toledo and learn about the history of this fortress city as you walk beside a knowledgable guide.
- Don't stress over planning, just book this trip! You'll get AC transfers from Madrid and an expert-led itinerary that covers all Toledo highlights.
- Follow your guide to key landmarks like Santa María la Blanca, a stunning synagogue-turned-church, and Santo Tomé, the house of El Greco’s masterpiece.
- A simple upgrade will get you access to a guided tour and tickets to Toledo Cathedral, the seat of the Archbishop of Toledo.
- Fun fact: Toledo was the capital of Spain from the 6th to the 16th century, a walk along its streets will uncover a millennium of history!
Comfortable roundtrip transfers in a A/C BusExpert local tour guide- Toledo’s mix of Christian, Muslim, and Jewish influences make it an unmissable UNESCO stop—and this tour wraps it all in just 6 hours!
- Skip the planning stress, just hop on a comfy AC bus, enjoy a guided tour of the old town, then roam medieval streets at your own pace!
- Upgrade to include a guided tour of Toledo Cathedral and marvel at its intricate design, built over nearly 300 years.
- Fun fact: The cathedral's choir stalls are intricately carved and feature sculptures depicting the conquest of Granada. Don't miss this detail!
Comfortable roundtrip transfers in a A/C BusExpert local tour guide- Toledo, Ávila, Segovia—see it all in one day with with a perfectly timed itinerary that maximizes sightseeing and minimizes bus time!
- Your guide does more than share history, they translate inscriptions, share cultural insights, and help you connect with locals.
- From Toledo’s medieval winding alleys to Ávila’s towering fortress walls and Segovia’s famed Roman aqueduct—this tour is a history lover’s dream!
- Tour Segovia’s Alcázar and hear tales of kings, queens, and knights as you explore its grand halls, Moorish ceilings, and turreted towers!
Expert local tour guide-
Navigate the altars and naves of Toledo Cathedral with a bilingual guide on this short and simple tour!
-
Kaleidoscopic stained glass like the Rose Window lets light in while Narciso Tomé’s chiseled masterwork, The Transparent, surrounds the tabernacle.
-
Discover art like The Spoliation by El Greco or Caravaggio’s John the Baptist in the Sacristy, and mythical statues in the Main Chapel.
-
Fun fact: The main façade has three entrances, known as the Portal of Forgiveness, the Portal of the Last Judgment, and the Portal of Hell.
Transfers includedExpert local tour guide-
Get round-trip transfers in an air-conditioned minivan from Madrid to Toledo, and discover its 7 main monuments with your entrance bracelet.
-
Visit the Jewish Quarter and the area of the convents. Enter the church of Santo Tomé with your guide to discover Greco's paintings.
-
Upgrade your ticket for a tour of the Cathedral of Toledo and learn everything you need to know about it with your guide.
-
Enjoy some free time in this city to explore it on your own and to have lunch at a traditional restaurant if you like.
-
Fun Fact: You will be tasting the authentic Toledan marzipan at a monastery.
Book stress free with Headout
Simple decision making with carefully chosen experiences
We handle every detail from transfers to meals so you have a memorable trip.
Experience the trip through the eyes of a local expert
Our guides bring rich insights and memorable stories to every journey.
Enjoy peace of mind with maximum flexibility
Life happens, but we’ve got you covered with free cancellations or easy reschedule.
24x7 support available for you at all times
Travel with peace of mind knowing that our team is just a call or message away.
Expert local tour guide- Every arch, altar, and artifact in the cathedral has a story; this tour ensures you don’t just see Toledo Cathedral, you truly experience it.
- Don’t just admire the altarpiece—your bilingual guide will translate its symbolism and biblical scenes while explaining why it’s a Gothic masterpiece!
- Walk the cloisters where scandals brewed, stand before royal tombs, and admire El Greco’s genius in the Sacristy on this immersive tour.
- Fun fact: The Monstrance of Arfe is made of pure gold! Legend says some of it came from Columbus’ first trip to the Americas!
Transfers includedExpert local tour guide-
Experience the best of Toledo known as ‘City of 3 cultures’, on a guided half-day trip from Madrid.
-
Hop on the comfortable bus and catch glimpses of Toledo Cathedral, Plaza de Zocodover, and Mirador del Valle.
-
Stroll through the historic Jewish Quarter’s cobblestone streets and medieval architectural remains with your guide.
-
If you are going on the morning tour, you will get a chance to visit an artisanal sword-making workshop.
Explore more destinations from Madrid
1
Madrid to El Escorial tours
Explore the grandeur of the Royal Monastery of El Escorial, a UNESCO World Heritage site near Madrid, with fast-track tickets to San Lorenzo of El Escorial. Delve into the rich history and architectural splendor of this remarkable site.
2
Segovia
Embark on a journey from Madrid to the historic city of Segovia, where you can marvel at the impressive Roman aqueduct, explore the stunning Alcázar, and admire the intricate Gothic cathedral. Stay tuned for ticket availability to explore this enchanting destination!
Millions love heading out with us
Peter
Tatyana
See more
Rohan
Kevin
Nadya
Teo
Maria
Agostina
Top things to do in Madrid
Nearby cities to explore
Get the Headout app, save up to 80%
Enjoy exclusive deals, offline access to your tickets & live booking updates.
