Madrid · WINE TASTINGS AND WINERY TOURS IN TOLEDO

4 Wine Tastings and Winery Tours in Toledo to Build a Day Around

4 tours  ·  from $62

Every trip has one free day too few. These 4 wine tastings and winery tours in Toledo justify the slot, priced and timed so you can decide in minutes and get back to the fun part.

Toledo Tour & Vineyard Walk with Wine Tasting from Madrid - The morning departure from central Madrid
Food & Drink, Madrid Tours, Madrid Wine Tastings and Winery Tours, Toledo Tours, Tour Reviews, Tours, Walking Tours, Wine Tastings and Winery Tours in Toledo, Wine Tours

Toledo Tour & Vineyard Walk with Wine Tasting from Madrid

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.”

Check availability →Read our full review

From Madrid: Toledo Tour with Wine Tasting and 3 Monuments - Meeting the bus at Las Ventas
Food & Drink, Madrid Wine Tastings and Winery Tours, Toledo Tours, Tour Reviews, Tours, Wine Tastings and Winery Tours in Toledo, Wine Tours

From Madrid: Toledo Tour with Wine Tasting and 3 Monuments

2.Toledo Tour with Wine Tasting and 3 Monuments

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

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!”

Check availability →Read our full review

From Madrid: Toledo City Tour and Wine Tasting Experience - The bus ride from Madrid
City Tours, Food & Drink, Madrid Tours, Madrid Wine Tastings and Winery Tours, Toledo Tours, Tour Reviews, Tours, Wine Tastings and Winery Tours in Toledo, Wine Tours

From Madrid: Toledo City Tour and Wine Tasting Experience

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!”

Check availability →Read our full review

Madrid: Toledo Day Trip with Winery Visit and Wine Tasting - The Mirador del Valle gives you Toledo’s best first look
1-Day Tours, Food & Drink, Madrid Tours, Madrid Wine Tastings and Winery Tours, Toledo Tours, Tour Reviews, Wine Tastings and Winery Tours in Toledo, Wine Tours

Madrid: Toledo Day Trip with Winery Visit and Wine Tasting

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.”

Check availability →Read our full review

Scroll to Top

Madrid, by the day you want

Pick a gallery, a kitchen or a coach out of town.