
Toledo & Winery Private Tour with Wine Tasting and Hotel Pick up
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
Select a highlighted day to see live departure times and the exact price for your group.
Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
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Quick answer
Is Toledo & Winery Private Tour with Wine Tasting and Hotel Pick up worth booking?
Toledo & Winery Private Tour with Wine Tasting and Hotel Pick up is a 10-hour experience in Madrid, Spain, from $588 per person. It scores 44 out of 100 on the Outty Ranking, which we label “Worth a Look”. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 44 / 100
- Rating
- Not yet rated
- Duration
- 10 hours
- From
- $588 per person
Combine history, art, and wine on a private full-day tour from Madrid. Explore Toledo, a UNESCO World Heritage city renowned for its medieval streets, multicultural heritage, and remarkable monuments. Enjoy panoramic vie
What you get
About this experience
Combine history, art, and wine on a private full-day tour from Madrid. Explore Toledo, a UNESCO World Heritage city renowned for its medieval streets, multicultural heritage, and remarkable monuments. Enjoy panoramic views from the Mirador del Valle, visit Toledo Cathedral, and admire El Greco’s masterpiece at the Church of Santo Tomé. Continue into the countryside of Castilla-La Mancha to visit a boutique winery, learn about local winemaking traditions, and enjoy a tasting of selected regional wines. • Private full-day tour to Toledo and a boutique winery from Madrid • Explore Toledo’s historic center and multicultural heritage • Visit Toledo Cathedral and the Church of Santo Tomé • Enjoy panoramic views from the Mirador del Valle • Visit a boutique winery and taste selected Castilla-La Mancha wines
What's included
Included
- Entrance to the Church of Santo Tomé
- Entrance to Toledo Cathedral
- Private guide
- Private transportation
- Winery visit and wine tasting
- Hotel pickup and drop-off in Madrid
Not included
- Food and drinks
- Gratuities(Optional)
What you'll see and do
Madrid
Meet your private guide and depart Madrid for a day exploring the history, art, and wine traditions of central Spain.
60 minutes here
Mirador del Valle
Admire panoramic views of Toledo and the Tagus River from the city’s most iconic viewpoint.
30 minutes here
Toledo
Explore Toledo’s medieval streets and discover the legacy of Christian, Jewish, and Muslim cultures.
90 minutes here
Catedral Primada
Visit one of Spain’s most important Gothic monuments and admire its remarkable architecture and artistic treasures.
60 minutes here · Admission included
Iglesia de Santo Tome
See El Greco’s celebrated masterpiece The Burial of the Count of Orgaz in its original setting.
30 minutes here · Admission included
Castile-La Mancha
Visit a local winery, learn about regional winemaking traditions, and enjoy a tasting of selected wines.
120 minutes here
Madrid
Relax on the journey back to Madrid after a day combining cultural heritage and wine country.
60 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- In Out Barcelona Tours
Know before you go
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- Suitable for all physical fitness levels
Photos





Good to know
- Duration
- 10 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $588 to $2145
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 44
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Toledo & Winery Private Tour with Wine Tasting and Hotel Pick up: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Madrid.
How much does Toledo & Winery Private Tour with Wine Tasting and Hotel Pick up cost?
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Prices start at $588 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Madrid usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Toledo & Winery Private Tour with Wine Tasting and Hotel Pick up take?
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Plan for about 10 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Madrid is not rushed.
Is Toledo & Winery Private Tour with Wine Tasting and Hotel Pick up worth it?
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It holds an Outty Ranking of 44 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Madrid, and how flexible the cancellation terms are.
Can I cancel or reschedule Toledo & Winery Private Tour with Wine Tasting and Hotel Pick up?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Toledo & Winery Private Tour with Wine Tasting and Hotel Pick up suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 10-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Toledo & Winery Private Tour with Wine Tasting and Hotel Pick up?
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Around 0 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Madrid can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Madrid and add a light layer if any part of the 10-hour experience runs outdoors or after sunset.
Where does Toledo & Winery Private Tour with Wine Tasting and Hotel Pick up start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Madrid within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Madrid?
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On Outty we rank every Madrid experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Madrid Essential: Historic Center, Plaza Mayor & Royal Palace, Madrid Walking Tour from Puerta del Sol to Retiro Park, Madrid Oscuro: Torture, Ghosts, Crimes and Legends. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Madrid?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Madrid?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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