Headout logo. Link to home.
Help

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.

reviews-section

36M+ travellers love us

Read real reviews from real travellers
why-day-trips-with-ho

Why book with us?

Hassle-free trips. Find out how.
4.4(1.7K)
5 hrs - 6 hrs
Free cancellation
Comfortable roundtrip transfers in a A/C BusComfortable roundtrip transfers in a A/C Bus
Expert local tour guideExpert 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!
from
€26.90
4.5(1.7K)
8 hrs
Free cancellation
Comfortable roundtrip transfers in a A/C BusComfortable roundtrip transfers in a A/C Bus
Expert local tour guideExpert 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!
from
€26.50
New
11 hrs
Free cancellation
Comfortable roundtrip transfers in a A/C BusComfortable roundtrip transfers in a A/C Bus
Expert local tour guideExpert 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!
from
€109
New
1 hr 30 mins
Free cancellation
Expert local tour guideExpert 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!
from
€25
4.5(1.9K)
9 hrs
Free cancellation
Transfers includedTransfers included
Expert local tour guideExpert 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.

from
€54
New
1 hr 30 mins
Free cancellation
Expert local tour guideExpert 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.

from
€25
New
6 hrs
Free cancellation
Transfers includedTransfers included
Expert local tour guideExpert 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.

from
€26.90

Book stress free with Headout

Curated experiences

Simple decision making with carefully chosen experiences

We handle every detail from transfers to meals so you have a memorable trip.

Expert guides

Experience the trip through the eyes of a local expert

Our guides bring rich insights and memorable stories to every journey.

Flexi cancellation

Enjoy peace of mind with maximum flexibility

Life happens, but we’ve got you covered with free cancellations or easy reschedule.

Guest support

24x7 support available for you at all times

Travel with peace of mind knowing that our team is just a call or message away.

Explore more destinations from Madrid

1

El Escorial monastery in Madrid, Spain, showcasing its grand architecture and historical significance.

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 Plaza Mayor with historic buildings, viewed on a day trip from Madrid.

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 Willigen
AU

Peter

5/5
Australia
Comfy bus on way to Toledo. Great picturesque town that I suggest anyone should visit if in Madrid. Tour guide was detailed without talking too much. Great day out. Sit on the left side of the bus for best viewing and pics.
From Madrid: Toledo Half-Day Tour
Tatyana Dimitova
BG

Tatyana

4/5
Bulgaria
The trip was organised well. The bus was very comfortable. The guide spoke very good English and provided very good information. It might be good to have more time in Toledo.
From Madrid: Toledo and Segovia Full-Day Tour
Rohan

Rohan

4/5
"The walking tour was unfortunately bilingual- english and spanish. Thats why for me was sometimes boring because we were waiting for the spanish part to be finished and than came the english one. It is nonetheless a great way to see the city. Toledo is amazing!"
Toledo 3 Cultures Full Day Guided with Traditional Lunch
Kevin

Kevin

5/5
My husband and I spent the day in Toledo, Madrid. We took the train (a very short ride) to the beautiful city of Toledo. We wondered around taking pictures and taking in the sites. The Jewish neighborhood was especially cool to me.
Toledo 3 Cultures Full Day Guided with Traditional Lunch
Nadya R Soto Pagan
US

Nadya

4/5
United States
The transportation was punctual, although they should describe a little more precisely the meeting point in Madrid because the area is large and there were doubts. The guide in Toledo explained everything clearly about the city and provided maps to go to the most iconic places.
View original review in Spanish
From Madrid: Toledo Full-Day Tour
Teo Hui Ping

Teo

5/5
Pila such a fantastic English speaking guide! She's knowledgable and funny. She made it very interesting, I immediately fell in love with Toledo!
From Madrid: Toledo Full-Day Tour
maria concepcion rementeria quispe
PE

Maria

5/5
Peru
I really liked the explanation of the historical points, the guide was pleasant and very clear and gave us time to walk around on our own. Good experience
View original review in Spanish
Full-Day Guided Tour of Toledo & 7 Monument Entry with Optional Cathedral Visit
Agostina Risso

Agostina

5/5
La ciudad es hermosa así que no importa que tal sea el tour o si vas solo, lo vas a pasar increíble. Creo que la relación precio calidad del tour fue excelente (incluyendo pasaje de ida y vuelta acceso a 7 monumentos) y el guía (alex) excelente también súper amable, compartiendo detalles de todo y respondiendo todas las preguntas. Un tour que definitivamente vale la pena.. Creo que deberían mejorar dos cosas: 1)La informacion que dan en la página sobre la modalidad del tour: que incluye y que no (por ej yo pague 7 monumentos de los cuales solo 3 eran con visita guiada y el resto tenía acceso libre por mi cuenta ya que el guía continuaba con quienes además habían abonado catedral y eso no estaba explicado de antes), el horario de retorno tampoco estaba explicado así como el lugar de retorno. 2) usar mejor el tiempo: recién al llegar a toledo explican cómo será y nos dan pulseras y dividen en grupos (eso lo podrían hacer en la hora de viaje en el bus) y además al llegar dan media hora para caminar por cuenta de uno cuando es innecesario. Preferible hacer el tour primero y luego dejar más tiempo para andar solo ya que es tan grande que si quieres ver todo no te alcanza el tiempo
Full-Day Guided Tour of Toledo & 7 Monument Entry with Optional Cathedral Visit

We've served 36 million+ guests and we are here for you

36 million+

Happy customers across 10,000+ experiences

In the media

Featured and recommended by the best brands

24 x 7 help center

Have a question? Live chat with local experts anywhere, anytime