8 Wine Tastings and Winery Tours in Toledo 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 from Madrid to Toledo for a guided walk through the old and Jewish quarters, with optional cathedral entry and free time. Then visit an 18th-century vineyard near Bargas, learn about winemaking from a local viticulturist, and taste three wines with Iberian meats and Manchego cheese.

“Time in Toledo was limited. Could have learned more. 2 separate tours shared a bus which was ok but not personalized.”

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2.Toledo Tour with Wine Tasting and 3 Monuments

★★★★★★★★★★4.5 · 267 reviews · from $62

Travel by private bus from Madrid to Toledo for a panoramic view, guided walk, optional entry to three monuments, and a local wine and tapas tasting. Guides including Amanda, Lidia, Javier, and Benito have been praised for clear history talks and friendly service. Expect plenty of cobblestones and about two hours to explore alone.

“Tour was organized and so much fun! Jose was a great driver and Rocia was an amazing guide!! Wine tasting was incredible and Toledo was quite an experience. Recommended for sure!”

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3.Toledo City Tour and Wine Tasting Experience

★★★★★★★★★★4.8 · 240 reviews · from $100

Travel from Madrid to Toledo with a Spanish or English-speaking guide such as Laura, Antonio, or Julio. Walk through the Jewish Quarter, enjoy 105 minutes of free time, then visit a 200-year-old family winery for a cellar tour, vineyard visit, charcuterie, and three local wines.

“Fantastic!! My boyfriend and I enjoyed it very much and Carlos was great!”

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4.Toledo Day Trip with Winery Visit and Wine Tasting

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

Travel from central Madrid to Toledo with an English or Spanish-speaking guide, tour Santa María la Blanca and major old-town sights, then visit Finca Loranque for a winery tour, three wines, cured meats, and cheese. Expect cobblestones, hills, and a full eight-hour day.

“The trip was amazingly fun, starting with our guiding tours and the winery, we had so much fun, we also took in a lot of knowledge. I recommend it to anyone who wants to do a Toledo tour.”

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

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

Travel from Madrid to Toledo in an air-conditioned coach, see the cathedral, Santo Tomé, Santa María la Blanca, and a historic mosque, then visit Casa del Valle winery for three wines, cured meats, cheese, and an aperitif. The $83.45 tour runs about eight hours and includes an English-speaking guide.

“A must see for Toledo . Our tour guide was excellent and well versed in where we went , however it was difficult to hear him in the bus. The wine trip was well worth going to . A great day and so glad we went”

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6.Toledo small group, Winery, Windmiils, Lunch included.

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

Travel from Madrid with an English-speaking guide such as Raul, Enrique, Yanni, or Alberto. Tour Toledo’s cathedral and synagogue, see Don Quixote’s windmills, eat a five-course Manchego lunch, and taste wine in a family cellar.

“Great tour with Johnny! Very knowledgeable & entertaining…good variety of interesting spots to visit.”

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7.Toledo Tour with Tapas, Wine Tasting and Optional 3 Monuments

★★★★★★★★★★4.5 · 70 reviews · from $55Best value

Spend about seven hours traveling by comfortable bus from Madrid to Toledo, with a Mirador del Valle photo stop, guided old-town walk, Castilian wine and tapas tasting, and free time. Select the monument option for guided visits to Santo Tomé, Santa María la Blanca, and San Juan de los Reyes.

“Our guide was awesome and whole experience was exceptional! Our guide was able to being Toledo to life! The wine tasting in between was great as well, and also included a small snack plate.”

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8.Toledo, Windmills, Winery Small Group Tour with Lunch from Madrid

★★★★★★★★★★5.0 · 14 reviews · 10 hours (approx.) · from $332

Travel from Madrid in an air-conditioned minivan with a maximum of seven people. Walk Toledo’s old center, visit its cathedral and Saint Mary the White Synagogue, photograph Consuegra’s windmills, then enjoy a three-course lunch and Spanish wine tasting at a local winery.

“Nice experience , knowledgeable guide. Interesting site at windmills. Lunch was tasteful. The visit to the cathedral could improve with explanation inside.”

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