Tuscany Winery Tours

Tuscany is a popular wine region and has a number of wineries that can be visited on guided tours. Here's a selection of guided winery visits from Viator that include transportation (except for the last 2) so you won't have to worry about drinking and driving.

  • 01 of 08

    The Chianti Classico region of central Tuscany, between Florence and Siena, is one of Italy's most famous wine regions. On this tour you'll travel through the Tuscan hills in a 4x4 off-road car, making stops at a gorgeous wine estate and historic villa, as well as a cellar that is known for making in bottles of the must-try Chianti Classico. End the tour with a three-course meal in the Chianti countryside before making the return trip to Florence. A half-day winery visit without lunch is also available.


  • 02 of 08

    On this tour you'll taste wine at two modern wineries with contemporary art collections in the Montepulciano area of southern Tuscany. You'll have lunch with wine and a guided visit to the hill town of Montepulciano and the Tempio di San Biagio. Tour includes transportation from and to your hotel in Florence or Siena or along the route.

  • 03 of 08

    This tour takes you to two contemporary wineries in southern Tuscany's Maremma region, an off-the-beaten-track part of Tuscany. You'll visit two wineries designed by top Italian architects, taste their wines, eat a traditional Tuscan lunch with wines in an Enoteca, and have a walk on the sea. Tour includes pick-up and drop-off at a Florence or Siena hotel or hotel along the route.

  • 04 of 08

    Enjoy the day drinking one of Italy’s best wines, Brunello di Montalcino with day trip from Siena. On this guided trip, you'll venture down to the ​cellars to learn about the production process and meet the genius locals that make this amazing red wine. After, you'll have a traditional Tuscan lunch before heading to the village of Montalcino and the abbey of Sant'Antimo. And it goes without saying that you'll stop for even more tastings along the way before your return to Siena.

    Continue to 5 of 8 below.
  • 05 of 08

    On this tour,​ you'll taste the Vino Nobile of Montepulciano with visits to three wineries and tours of the wine town of Montepulciano and the Renaissance town of Pienza. Tuscan lunch at a trattoria and transportation from and to your hotel in Florence or Siena is included.

  • 06 of 08

    This guided winery visit includes a private wine tasting of one of the world's most expensive wines in the Montescudaio area of the southern Tuscany coastal region. The tour includes winery visits, wine tastings, olive oil tasting, and Tuscan lunch with wine at an Enoteca.

  • 07 of 08

    Have a private wine tasting experience at a 4th-century abbey, 18 miles south of Florence. You'll tour Chianti vineyards and the abbey, then have an olive oil tasting followed by lunch or dinner at the 1-star Michelin restaurant, Osteria di Passignano, accompanied by Antinori wines. Transportation is not included in this tour but can be arranged upon request.

  • 08 of 08

    This Tuscan wine tasting takes place in a wine bar in Florence. You'll taste three top Tuscan wines: Chianti Classico Riserva, Vino Nobile di Montepulciano, and Brunello di Montalcino, accompanied by bruschette and cured meats and cheeses of the area. You'll finish with a glass of Vin Santo dessert wine served with cantucci, the typical local biscotti.

    If you prefer to explore wines beyond Tuscany, Italy Wine Tasting is held in the same wine bar and tastes wines of Sicily and Trentino Alto Adige as well as Tuscany, also accompanied by appetizers.

Winery Tours in Other Regions of Italy

Do you want to taste wine in other parts of Italy? Here are guided winery visit with tastings and transportation in other parts of Italy including northern Italy's Piedmont and Veneto regions, Umbria, wineries near Mount Vesuvius and Pompeii in southern Italy, and the Castelli Romani, the hills outside Rome.