Discover the historic city of Toledo on a day trip from Madrid. Choose from guided tours, high-speed train tickets, and combo experiences to explore its medieval streets, stunning cathedrals, and rich heritage.
Quick, easy, and all in one place—discover the best day trips from Madrid at a glance!
Forget cramming into crowded trains, stressing over rental cars, or playing Tetris with Google Maps. All Madrid day trips come with roundtrip AC transfers that start from central Madrid, so it's convenient whether you're a Madrid first-timer or just not in the mood for logistics.
Ever tried planning a ‘quick’ day trip, only to return and realize you missed something amazing? Not this time. These expert-curated tours ensure you see all the must-visit spots without wondering if you missed a turn or a hidden gem.
A bilingual guide isn’t just there to walk you from A to B—they connect the dots between art, history, and fun facts you won’t find on Google or guidebooks. They’ll translate inscriptions, spot symbols, help you chat with locals, and ensure no historical detail (or menu item) gets lost in translation.
UNESCO treasures surround Madrid, and a guided trip means you can cover a whole city or two (even three!) in a day. Perfect for history lovers, architecture buffs, or anyone with a serious case of wanderlust. It’s the ultimate “make the most of your vacation” move.
After your guide shows you all the cool stuff, you get free time to explore on your own. Wander down hidden alleys, sip café con leche in a sunlit plaza, or hunt for the perfect souvenir—it’s your time to make the day your own.
From quick half-day getaways to full-on historical deep dives, there’s an option for every kind of traveler. Mix and match cities, or stick to just one and explore it inside out. You can even upgrade to include must-see sites like grand cathedrals and royal palaces.
Toledo, Segovia, and El Escorial are top choices. Toledo is known for its rich mix of Christian, Muslim, and Jewish heritage. Segovia boasts a stunning Roman aqueduct and a fairy-tale castle. El Escorial is a massive royal monastery with deep historical significance.
The best months to visit Madrid are April, May, September, and October. Spring (April and May) brings mild temperatures, blooming parks, and outdoor festivals. Fall (September and October) offers cooler weather, fewer crowds, and cultural events like Madrid Fashion Week. Avoid July and August, as temperatures can soar above 35°C (95°F), making sightseeing uncomfortable. Winter months (December to February) are quieter and budget-friendly but can be chilly, especially in the mornings and evenings.
For a weekend escape, Córdoba, Valencia, and Seville are great choices. These cities are easily accessible by high-speed train and offer unique cultural experiences.
Visit the Catedral Primada, Alcázar of Toledo, and Monastery of San Juan de los Reyes. Art lovers should explore the El Greco Museum. The city’s medieval streets and historic atmosphere make it an unforgettable destination.
September is ideal, with cooler temperatures and fewer crowds. It’s also a great time for cultural events and outdoor exploration.
Madrid’s cocido madrileño, Toledo’s carcamusas, and Segovia’s cochinillo asado are must-tries. Each city has its own distinct flavors.
If you’re booking a guided tour, it’s best to book at least a week in advance to secure availability, especially for peak seasons like April-May and September-October. If you’re traveling independently, train and bus tickets can be booked a day or two before, though booking in advance can help you get better prices.
Wear comfortable walking shoes, as many cities like Toledo and Segovia have cobblestone streets and steep hills. In summer, light clothing, sunglasses, and sunscreen are essential. In winter, bring a jacket or coat, especially if visiting colder regions like Segovia.
Yes. Do it only if you are booking the full-day covering both cities as they are well planned and paced. But if traveling independently, it’s better to dedicate one full day per city to explore properly and not feel rushed.
Great experience. The tour guide had very good knowledge of the city of Toledo and the history. It was the perfect half day tour.
It was a lovely tour with very nice guides. I recommend it to everyone! Toledo is extremely beautiful🙂
Ticketing experience was great ..no problems The trip was really great..informative and I felt I got to see a lot of Toledo just on that half day trip. Our guide was fun and enthusiastic
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.
There was not much of a tour. Mostly just free time. The host was knowledgeable but had to do the short tour in both English and Spanish
Great if you don't have much time. Guide was very knowledgeable and trip was well organised and kept to time. Would have been nice to take a bit more 'own time' to look around at our own pace. Just 20 minutes or so.
The gaudiest was very nice. And the tour was very well organized
easy and clear instructions where to meet. Nacho was a great guide. wish we had more time to explore on our own.
The tour was sold as an English speaking tour that was actually a Spanish plus English speaking tour. Most of the speaking was in Spanish rather than English. And the English-speaking was rushed and difficult to understand.
If you are short on time, book this half-day tour and see the best of Toledo in 6 hours.
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Organized, punctual, as expected and fun.
Sightseeing, plan and punctuality however, it could be 1 more hour as everything was in rush، we must be at coach at sharp 4:30 and we just finished Cathedral around 2. This is the only cons it had
Instructions were clear and Toledo was lovely. We changed guides once in Toledo and I feel it would have been great if she had used a microphone like some guides from other tours. There were a lot of people a lot of noise making it very hard to hear her. She did her best under difficult circumstances.
Easy ride from Madrid to Toledo and back. I liked the explanation about Toledo upon arrival and the view point. Unfortunately there was also a 'factory visit' of damescene jewelry, a real tourist trap which took precious time (45 minutes). This was not advertised and such damescene could be bought in many shops in town as well. The tour in centre of town and cathedral was nice.
It lasted 7 hours instead of 8 like it was said when i bought tickets.
A charming and very interesting guide.
Excellent The guide Cris was very friendly and attentive.
The guide was excelente!! We erre few perdón, that s maje the diferente
Deep dive into Toledo! This tour packs art, history, culture and landmarks in a single day.
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Starting point: Madrid
Toledo Old Town
St. Tomé Church
Santa María la Blanca Synagogue
San Juan de los Reyes Monastery
Real Colegio de las Doncellas (if option selected)
Cristo de la Luz Mosque
1.5-hour free time or lunch (if option selected)
Jesuitas Church (if option selected)
El Salvador Mosque-Church (if option selected)
Toledo Cathedral
Mirador del Valle viewpoint
End point: Madrid
Both cities are very beautiful and with a great history, the guides are very dynamic and with great mastery of the subject... I liked everything
The guide explained everything in detail, journey was very comfortable, great places to visit
Very good guide, very comfortable and clean bus, very good time management
I have very bad experience as the instructions email direct me to wrong pick up location and nobody pick me up at meeting point. Before 10min expired I use the chat contact Headout email but no body help and I called IBE tour and they said the tour bus already gone as I went to wrong pick up point. I have send all proved photos and chat screenshots to proved I arrived meeting point at 8 am followed by email. It was spoiled my day and I am still not received the refund.
Excellent service. The only thing I think is that they should redistribute the time in each city. 30 minutes more to Segovia and if they want to return the same at 5:45pm, then 30 minutes less to Toledo. It would be perfect!
Knowledgeable guides giving the exact level of detail I was after. Unlike other tour operators, they weren't too rigid with the time and meeting points which allowed me to feel more relaxed without delaying the entire trip and itinerary
When I arrved at the meeting point in the morning, there was no one in your team. After a while your guide and bus called us to come over the road. During the tour, this cases happen very often. of all, this tour was very time consuming. and it is so hard to contact your team
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.
Our tour guy was excellent and the places were fantastic
Tour guide Amanda was brilliant and made the trip very interesting. She has probably delivered the tour dozens of times but it didn't come across like this at all. Both cities memorable and worth a visit. Excellent all round
Everything was very well organized, in time, nice bus, beautiful cities, very educated and interesting guide with lot of usefull information. Me and my family enjoyed the trip in every moment, it was pleasent day and unforgetable experience.
The trio did not disappoint. We were shown the highlights and given a detailed commentary on both Sergovia and Toledo. I was blown away by the stunning scenery in both locations. Well worth the journey.
The attention and compliance with schedules is important. Very attentive to the group and that it was always full. I only suggested to dedicate some time to do some local shopping and that lunch should be in Toledo. Arriving in Segovia at lunchtime makes it very difficult to find an available restaurant and you lose time and still have a good experience.
Ticketing was easy and the excursions were educational and informative. Lydia did a great job. Segovia was quiet and historic as I remember Spain. Toledo seemed overrun by tourists and made me a bit sad. I would add more info about bathroom availability or timing.
The bus was clean and nice, had usb plugins and the driver turned up the hear when we asked him to.
Cover all the main highlights of 2 UNESCO cities in the language of your comfort.
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Starting point: Plaza Las Ventas
Toledo
Walk the narrow historic streets and pass by gems like the Monastery of San Juan de los Reyes. Upgrade to add on tickets to the majestic Toledo Cathedral.
The enchanting city of Segovia welcomes you with its ingenious Roman Aqueduct. Upgrade to add on tickets to the iconic Alcázar.
Toledo, Segovia and Avila were beautiful places that we could have easily stayed at. Our guide was very knowledgeable and attentive.
Very top class management. Well disciplined trip. Joyful and informative demonstration of Mr khan sir 👏 😀
We had two guides. Ainoa in Toledo and Segovia. She was very kind, considerate and very clear in her explanations and timing. Monica was our guide in Avila and her explanations were also very clear, although fast because she had to explain twice (English and Spanish). In Avila the visit is very short and we would have liked more time to visit the Cathedral. Excellent service and attention from everyone.
1. We were never given a audio device. You need to provide one for each customer. You aren't thinking about people with trouble hearing. 2.Guides didn't direct you to the correct guide when they split you according to language preference. Very unorganized tour guides. I over heard them talking bad about people in their group. The only time a guide did a head count was when the bus was leaving. When split up they never took a head count. The never looked back to make sure the group was together. It was extraemos hard to keep up. As soon as a guide stopped to explain they never waited dor everyone. They should have noticed half of your group is still reusing to catch up. Because they never checked by the time we reach the guide she's done explaining. They never wanted to repeat. It was horrible. We weren't given enough rime to go to the bathroom. You have to think we aren't the only tourist. Guides don't wait not 1 min past meeting time. They have no problem leaving you behind. Again that's also part of not counting how many people in the group. 3. We were never given time to stop and buy anything. 4. Avila shouldn't even be a part of this tour. You show is 2 things and take us to a store to get some type of candy which is part of our time to explore and after that we go back to the bus. Useless tour! 5. This is a very fast walk thru each town. This tour should not exist. 6. I have used head out last year for my travels and loved my tour guides. This year not so great. 7. I know for a fact other people on this tour have said they called to complain.
Juggle 3 UNESCO cities in a day with a well-rounded itinerary and a bilingual guide.
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Check the location shared on your final voucher to meet your guide and board your comfortable transfers for the day.
Walk the narrow historic streets, and pass by the Monastery of San Juan de los Reyes.
This enchanting city welcomes you with its ingenious aqueduct, iconic Alcázar, and beautiful Segovia Cathedral that towers over the highest part of town.
Surrounded by 11th-century walls, beset by an enormous Roman necropolis, discover the city's historic center – a UNESCO World Heritage Site.
The guide was very attentive and competent
Ditch the planning woes! Tour 2 UNESCO cities in a lux AC bus and savor authentic tapas.
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Full-day tour of Segovia & Ávila
Expert English and Spanish-speaking bilingual guide
Pick-up from Madrid
Round-trip transfers in a luxury AC bus
Entry to Segovia Alcázar(as per option selected)
Tapas and wine/beer/ soft drinks
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The town of Segovia itself... The guide from Madrid to Segovia was inaudible in the coach, and I didn't hear a word he said. The city tour was more interesting with this guide, thanks to the headphones he gave us, and he was not at all friendly and introduced himself in a neutral and banal way, obviously not happy to be there that day... I only took a brief tour of part of the city with him: no meal, no Alcazar and no Cathedral. On the other hand, on the return journey from Segovia to Madrid, the guide was much friendlier, greeted us with a smile and apologized for the bus being late due to a passenger's accident, and gave us some interesting information before arriving in Madrid: the history of the four skyscrapers, the Picasso tower and its owner, the "boss" of Zara, etc. .... The personality of a guide, in addition to his professional skills, seems to me to be indispensable...a smile, a little joke and everyone is in a good mood.... But that's rare these days...only the pay slip counts for some...
Was able to find cheap tickets at the very last minute! Will definitely use this app again
Reliable and good communication. Thank you!
Deep dive into Segovia's layered history on a full day guided tour of must-see landmarks.
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Full-day tour of Segovia
Expert English and Spanish-speaking bilingual guide
Pick-up from Madrid
Round-trip transfers in a luxury AC bus
Exclusions
Unravel Spain’s history in a day with stops at El Escorial, Valley of the Fallen, & Segovia.
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We were unable to travel due to illness
See Spain's oldest walls and university in a full-day guided trip, complete with transfers.
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Full-day tour of Ávila and Salamanca
Expert English and Spanish-speaking bilingual guide
Pick-up from Madrid
Round-trip transfers in an AC bus
Entry to Salamanca's Cathedral
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Food and drinks
Entry to monuments of Ávila
Super punctual, well organized and the guide was friendly and explained everything in detail.
Excellent guides. Very kind. Congratulations.
Skip the lines and explore two Spanish landmarks on a half-day guided tour with transfers.
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The activity started late because the guide never showed up. We started it without a guide and then a guide appeared in Toledo, who was
Everything was very good. A pleasant experience, a very good tour.
Excellent experience. The must-see is the visit to the cathedral.
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
Faster option
In-depth walking tour with local guide and time to roam iconic landmarks.
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Full-day trip to Toledo
Round-trip AC transfers from Madrid
1-hour guided walking tour of Toledo
Guided tour of Toledo Cathedral with entry (as per option selected)
Expert English or Spanish-speaking guide
Exclusions
You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
You can cancel these tickets up to 48 hours before the experience begins and get a full refund.
You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
You can cancel these tickets up to 48 hours before the experience begins and get a full refund.
