From Madrid: Toledo Guided Tour & Winery Visit with Tasting

Top rated
4.8 out of 5 stars
4.8
253 reviews
Activity provider:
World Experience
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From Madrid: Toledo Guided Tour & Winery Visit with Tasting
Likely to sell out
Top rated
4.8 out of 5 stars
4.8
253 reviews

Enjoy a walk through the Imperial City of Toledo accompanied by a guide. Enjoy an exclusive wine-tasting experience in a winery in the Toledo Region and taste 3 excellent local varieties.

About this activity

Free cancellation
Cancel up to 24 hours in advance for a full refund
Reserve now & pay later
Keep your travel plans flexible — book your spot and pay nothing today.
Duration 8 hours
Check availability to see starting times
Live tour guide
Spanish, English
Private or small groups available

Highlighted reviews from other travelers

5
5 out of 5 stars
K
Katelyn – United States

We had SO much fun!!! Antonio was a fantastic guide with lots of knowledge and a great personality. We appreciated his tips along the way as well for restaurants, treats, etc. We loved the structure of the tour with some guided time and a decent amount of free time to explore on our own in Toledo as well. Alec was a great driver along the way and the bus was comfy and cool on the hot day in June! We also had a blast at the winery and tasted excellent wines under the guidance of Lorenzo. I would absolutely recommend this tour to all my friends and family! It was a great way to end our time in Spain!

5
5 out of 5 stars
S
Steve – United States

Guide was very personable and knowledgeable. He kept the pace appropriate for the group and offered lots of help for shopping and dining.

Select participants and date

Itinerary

  • Starting/pickup location

    Depends on the selected option

  • Bus/coach

    (1 hour)

  • Mirador del Valle

    Scenic views on the way (30 minutes)

  • Jewish Quarter, Toledo

    Guided tour, Walk (1 hour)

  • Toledo

    Free time (105 minutes)

  • Bus/coach

    (30 minutes)

  • Winery

    Guided tour, Wine tasting (1.5 hours)

  • Bus/coach

    (1 hour)

  • 2 drop-off locations:

    Madrid, C. de Bailén, 25, 28005 Madrid, Spain

Main stop
Other stop

For reference only. Itineraries are subject to change.

Highlights

  • Benefit from the knowledge of your professional tour guide
  • Visit a 200-year-old local family-run winery
  • Go beneath the surface of Toledo, the City of 3 Cultures
  • Sample some delicious local wines
  • A selection of local bites to accompany regional wines

Full description

Escape the hustle and bustle of Madrid for the day and experience the beauty of the UNESCO World Heritage Site of Toledo, one of the oldest cities in Europe. Discover an eclectic mix of architectural styles including Arabic, Gothic, Mudejar, Renaissance, and Baroque.


Immerse yourself in the heart and soul of the city with the help of your official guide. Visit the Jewish Quarter and the area of the convents, with stories and legends that trace back to the centuries before the Muslim conquest.

During your tour, discover the most emblematic places of the city, its history, its corners and anecdotes, and its main monuments such as the Cathedral of Toledo, a wonderful example of the Spanish Gothic style. 

Later, head out to a prestigious local vineyard, admiring breathtaking landscapes along the way. Upon arrival at the winery, enjoy a guided tour of the cellars, where you will learn about the elaboration, aging, and stabilizing processes of the estate wines.


Next, sample a fine selection of 3 different local wines accompanied by a selection of Iberian charcuterie and Spanish Manchego cheese. Finally, enjoy a tour of the vineyards and learn what makes these grapes so special before beginning the journey back to Madrid.

Includes

  • Walking tour in the Imperial city of Toledo
  • XVIII Century Winery tour around its vineyards
  • Tasting of 3 regional wines
  • Selection of Iberian charcuterie and Spanish Manchego cheese
  • Transportation by air-conditioned bus
  • Gratuities (optional)
  • Hotel pickup and drop-off

Meeting point

Open in Google Maps

Important information

Know before you go

  • This product is subject to cancellation or rescheduling based on inclement weather or special circumstances
  • This tour requires a minimum number of participants to run ⁠— if this number is not met you will be offered an alternative date, another tour of equal or superior value, or a full refund
  • This tour will have a maximum of 35 travelers per guide
  • Not wheelchair accessible
  • Not recommended for travelers with back problems
  • No heart problems or other serious medical conditions
  • The route of this tour is not designed for people in wheelchairs or mobility challenges. In each city visited, a walking tour is carried out, with inclined climbs and stairs, which may affect the itinerary of the activity
  • If you are unable to keep up with the group during the walking tours, for health or mobility reasons, our guide will determine a meeting point in each city and provide the client with free time, returning to pick up the client for departure.
Likely to sell out

From $128 per person

Customer reviews

Overall rating

4.8 /5
4.8 out of 5 stars

based on 253 reviews

Review summary

  • Guide
    4.9/5
  • Transportation
    4.9/5
  • Value for money
    4.6/5

Customer photos

+69
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By star rating
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5
5 out of 5 stars
K
Katelyn – United StatesJune 25, 2025 – Verified booking
We had SO much fun!!! Antonio was a fantastic guide with lots of knowledge and a great personality. We appreciated his tips along the way as well for restaurants, treats, etc. We loved the structure of the tour with some guided time and a decent amount of free time to explore on our own in Toledo as well. Alec was a great driver along the way and the bus was comfy and cool on the hot day in June! We also had a blast at the winery and tasted excellent wines under the guidance of Lorenzo. I would absolutely recommend this tour to all my friends and family! It was a great way to end our time in Spain!
5
5 out of 5 stars
S
Steve – United StatesJune 19, 2025 – Verified booking
Guide was very personable and knowledgeable. He kept the pace appropriate for the group and offered lots of help for shopping and dining.
5
5 out of 5 stars
C
Cynthia – United StatesJune 12, 2025 – Verified booking
Eduardo was an excellent guide. The city of Toledo is absolutely amazing. The wine tasting experience was also very well done! The bus was a bit hot at times but overall a very wonderful experience.

Product ID: 361940

Activity provider:
World Experience

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