13 Madrid Vineyard Tours to Build a Day Around

1.Toledo Tour & Vineyard Walk with Wine Tasting from Madrid

★★★★★★★★★★5.0 · 2,546 reviews · 8 hours (approx.) · from $133Our pick

Travel by air-conditioned bus from Madrid to Toledo for a guided walk through the old town and Jewish quarter, then visit an 18th-century vineyard near Bargas. Taste three wines with Iberian meats and Manchego cheese. Guides including Antonio, Laura, and Christina bring the day to life, but Toledo time is tight.

“Very informative, great history in Toledo the wine experience and information was not only informative but very educational . Our guide was Antonio , he was great !! He is Very knowledgeable, friendly , constantly give you information , showing , explaining. He definitely made the experience enjoyable, and worth it .”

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2.Madrid Countryside Wineries Guided Tour with Wine Tasting

★★★★★★★★★★5.0 · 740 reviews · 6 hours (approx.) · from $175

Travel from central Madrid to three family-run and historic wineries in the Vinos de Madrid region. Taste more than 10 local wines, including tempranillo and malvar, with Iberian ham, cheese, and winery-made dishes. Guides such as Ismael, Antonio, and Muna add lively wine insight.

“Our guide was excellent and gave detailed answers and interaction with everyone in the group. His English was perfect and he took time to ensure we had an outstanding experience.”

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3.Ribera del Duero Wineries Guided Tour & Wine Tasting from Madrid

★★★★★★★★★★5.0 · 328 reviews · 11 hours (approx.) · from $223

Travel from Madrid with a bilingual guide such as Ismael, Antonio, Cosmin, or Muna to three very different Ribera del Duero wineries. Taste at least three wines at each, enjoy local snacks, explore an underground medieval cellar, and stop for an optional Castilian lunch.

“The wineries we visited with Ismael were all wonderful. From a new small producer to one connected to a large winery. All of the wines were wonderful representations of the region and the wine maker’s passion. We had lunch in a tavern and shared plates. It IS a very long bus ride at each end.”

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4.Toledo Guided Tour & Winery Visit with Tasting

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

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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5.Madrid Region Wineries Guided Tour with Wine Tastings

★★★★★★★★★★4.9 · 222 reviews · 6 hours · from $171

Spend six hours with guides such as Antonio, Nacho, Enrique, or Ismael visiting three family-run wineries near Chinchón and Colmenar de Oreja. Taste at least nine wines, sample local snacks, walk through a vineyard, and explore centuries-old caves and clay wine pots.

“Our guide Antonio is awesome, I've been on wine tours before and they are a bit stuffy but this was relaxed but educational and just a lot of fun. The winemakers are such characters too! Tapas are also lush.”

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6.Ribera del Duero:4 Wineries, tasting & Lunch included from Madrid

★★★★★★★★★★5.0 · 199 reviews · 9 hours (approx.) · from $266

Travel from Madrid to Ribera del Duero in a small group of up to eight. With guides such as Yanny, Raúl, Enrique, and Giuseppe, you’ll visit four distinctive wineries, taste 12 wines, explore old cellars, and enjoy a local lunch with pairings.

“What a fantastic day! Johnny and Guiseppe were amazing guides! They explained the history of the region and the stories of the wineries and their evolution. Each winery had very different styles and it made for some great conversation. We highly recommend this tour!”

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

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

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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9.Ribera del Duero Tour of 3 Wineries w/ Tastings

★★★★★★★★★★4.9 · 150 reviews · 11 hours · from $218

Travel from Madrid to Ribera del Duero with a bilingual guide such as Ismael or Muna. Visit three contrasting family wineries, taste at least eight wines, tour vineyards and a 16th-century cellar, and enjoy free time for a Castilian lunch.

“Muna was a great driver and guide. She gave us lots of information and made the drive interesting. The 3 wineries were excellent choices to show the range of the region. Very comfortable vehicle, great wine and a lovely lunch. Highly recommended.”

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10.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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11.Toledo small group, Winery, Windmiils, Lunch included.

★★★★★★★★★★5.0 · 114 reviews · 10 hours (approx.) · from $290

Join a small group of up to 15 with guides such as Raúl, Enrique, Yanni, or Alberto for Toledo’s cathedral and Jewish quarter, Consuegra’s windmills, a five-dish Manchego lunch, and a family winery tasting. Expect a long, social day with personal guiding and plenty of regional flavor.

“This was absolutely my favorite day in Madrid of a week-long vacation. Raul was the absolute most friendliest, personable, honest tour guide I have had in quite some time. I feel like I made friends with him, along with others on the tour with me. I HIGHLY recommend this tour and am looking forward to possibly taking more of his other wine tours in Spain.”

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12.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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13.Private Segovia & Ribera del Duero with Wine Tasting from Madrid

★★★★★★★★★★5.0 · 92 reviews · 12 hours (approx.) · from $1,021

Leave Madrid at 8:00 am with a private guide and drive to Ribera del Duero for a winery visit, three premium wines, and local snacks. Then explore Segovia’s aqueduct, cathedral, and Alcázar before returning to Madrid. Guides such as Sebastian and Agustín have earned praise for their warm, capable service.

“The guide was lovely and I have no complaints about her, but this trip was not as represented. From the description: 1. Visit two wineries and taste a variety of wines - We only visited 1 winery. The winery itself was fine and the tour was interesting, but it was much farther from Madrid than I thought it would be (more than 2 hours). I expected it would be on the way to Segovia but we ended up spending half of the day driving. 2. Use free time to see the town of Peñafiel at your own pace - Never happened. 3. Comprehensive tour of Segovia, including its famous aqueduct,…”

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