Top 5 Winery Tours in Madrid

1.Toledo Guided Tour & Winery Visit with Tasting

★★★★★★★★★★4.8 · 313 reviews · 8 hours · from $129Our pick

Travel from Madrid to Toledo by air-conditioned bus, explore the Jewish Quarter and old city with a bilingual guide, then visit an 18th-century family winery. You will taste three regional wines with Manchego cheese and Iberian charcuterie before returning to Madrid.

“Amazing trip with Antonio! Beautiful day to see a beautiful city. 100% go to the cathedral during the free time in Toledo. Sara, the guide at the winery was so knowledgeable and generous!”

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2.Toledo Day Trip with Winery Visit and Wine Tasting

★★★★★★★★★★4.4 · 177 reviews · 8 hours · from $81Best value

Travel from central Madrid to Toledo with bilingual guides such as Jesus, Jorge, Raquel, or Daniela, then tour Santa María la Blanca, San Juan de los Reyes, and the city’s key plazas. Finish at Finca Loranque with a winery visit, three wines, cured meats, and cheese.

“Excellent day trip to Toledo. Everything ran smoothly and all of the tour guides were excellent. We did the full day trip with a winery visit and it was well worth the experience. We toured Toledo in the morning with a small group and guide, which made it feel much more personal. After lunch, we headed out to the winery. This won’t give you as in depth of a tour as the other group, but you get to experience the Spanish wine culture. All of the tour guides are very professional and excellent. Whether you speak Spanish or English, they are very accommodating.”

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3.Spanish Villages & Winery Visit with Wine Tasting and Tapas Lunch

★★★★★★★★★★5.0 · 151 reviews · from $209Top rated

Travel south of Madrid with a guide such as Laura or Diego to see Chinchón’s Plaza Mayor, Aranjuez’s gardens, and Finca El Regajal. Expect a small-group ride, a winery visit, several tastings, and a light tapas pairing. Some departures may include a second winery, so confirm the exact route before booking.

“It was a delightful experience that took us through Spain's rich wine heritage. Our guide was passionate and knowledgeable, providing us with an immersive narrative of the local winemaking tradition. The two villages, Colmenar de Oreja y Aranjuez, are lovely, it’s worth the visit. And it was also nice to go to 2 different wineries, loved it. I highly recommend it!”

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4.Toledo Full Day with Winery Visit, Tapas and Wine Tasting

★★★★★★★★★★4.5 · 122 reviews · 8 hours (approx.) · from $83

Travel from Madrid to Toledo by air-conditioned coach, see the Mirador del Valle, Cathedral, Santo Tomé, and Santa María la Blanca, then taste three wines with cured meats and cheese at Casa del Valle. Expect bilingual guiding, steep cobbled streets, and a tightly timed day.

“A lot was covered and although we enjoyed each building we feel that a less time in each one would have been better. The guide seemed disinterested and failed to engage effectively with our group. She often spoke incessantly in a monotone voice before the group were even gathered.”

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5.Ribera del Duero Winery Guided Tour and Wine Tasting from Madrid

★★★★★★★★★★5.0 · 107 reviews · from $191

Join guide Ignacio of Winebus for a small-group day from Madrid to Ribera del Duero. Visit at least two wineries, taste regional reds, stop for Castilian lunch at your own cost, and choose a medieval town or castle for the afternoon.

“Outstanding very knowledgeable tour guide. Got to see many additional historical places not advertised.”

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