Chianti and Castles Tour From San Gimignano

The Chianti and Castles Tour from San Gimignano offers an enchanting way to explore the beautiful Chianti region. Visitors can enjoy the area’s medieval history, savor local wines, and admire the stunning rolling hills. Whether you’re a wine enthusiast or simply seeking an unforgettable cultural experience, this intimate tour promises to delight. With convenient transportation and expert guides, it’s an opportunity not to be missed. What hidden gems await as you venture through this captivating landscape?

Contents show

Key Points

A 6-hour tour exploring Chianti’s rolling hills, visiting medieval castles, and experiencing exclusive wine tastings, with multilingual guides and transportation provided.
Highlights include stops in Castellina in Chianti, Monteriggioni, and two wineries for tastings of Chianti wines, olive oil, and balsamic vinegar.
The tour has a maximum of 8 participants and requires a minimum of 4 participants to run, with pickup and drop-off available for an additional fee.
Participants must be able to climb stairs, and the minimum age for alcohol consumption is 18 years old.
The tour can be booked without upfront payment, with a free cancellation policy up to 24 hours in advance.

You can check availability for your dates here:

Tour Overview and Pricing

The Chianti and Castles Tour from San Gimignano offers an immersive 6-hour experience through the picturesque Chianti region.

Priced at £71.69 per person, the tour includes visits to Castellina in Chianti, Monteriggioni, and two wineries for tastings. Guests can explore ancient churches, medieval castles, and small villages, while enjoying scenic views of Chianti’s rolling hills.

The tour operates with a maximum of 8 participants and provides multilingual guides.

Pickup and drop-off aren’t included but available for an additional fee.

Cancellation is free up to 24 hours in advance, and booking can be made without upfront payment.

Looking for more options in San Gimignano? We've reviewed plenty of other experiences.

Itinerary Highlights

Starting at Porta San Giovanni, the tour takes visitors on a 6-hour journey through the picturesque Chianti region.

Highlights include:

Spending an hour exploring the medieval town of Castellina in Chianti, known for its historic center and defensive walls.
Discovering the well-preserved walled town of Monteriggioni, with its iconic medieval castle, for another hour.
Visiting two wineries for exclusive tastings of local wines, olive oil, and balsamic vinegar, learning about Chianti’s renowned ruby-red color and violet bouquet.

Throughout the tour, travelers will enjoy scenic views of Chianti’s rolling hills and encounter ancient churches, castles, and charming villages.

Wine and Culinary Experience

As part of the Chianti and Castles Tour, visitors can discover two estate wineries and tour their cellars, including an exclusive winery. They’ll have the opportunity to taste local wines, extra virgin olive oil, and balsamic vinegar. The Chianti wine characteristics include a ruby-red color and a bouquet with scents of violet, made from a blend of Sangiovese, Canaiolo, Merlot, and Cabernet Sauvignon grapes.

| Wine Tasting | Olive Oil | Balsamic Vinegar |

| — | — | — |

| Local Chianti | Extra Virgin | Aged Variety |

| Exclusive Winery | Tuscan Blend | Traditional Method |

| Ruby Red Color | Robust Flavor | Complex Sweetness |

| Violet Bouquet | Smooth Texture | Acidity Balance |

| Sangiovese Blend | Peppery Notes | Barrel-Aged |

Transportation and Group Details

Participants travel by air-conditioned minivan on the Chianti and Castles Tour. The small-group experience has a maximum of 8 participants and is led by multilingual guides. This intimate setting allows for a personalized exploration of the Chianti region:

Pickup and drop-off are available for accommodations within 10 km for an additional fee.
Participants must arrive 15 minutes prior to the scheduled departure at the meeting point, Porta San Giovanni.
A minimum of 4 participants is required, with alternative dates offered for smaller groups.

More Great Tours Nearby

Important Information

Participants must be able to climb stairs to fully enjoy the tour, as the itinerary includes visiting historic buildings and churches.

The minimum age for alcohol consumption is 18. A minimum of 4 participants is required; alternative dates may be offered for fewer participants.

Participants should arrive 15 minutes prior to the meeting point at Porta San Giovanni. The tour doesn’t include pickup and drop-off, but these services are available for an additional fee for accommodations within 10 km.

There's plenty more to explore in San Gimignano

Customer Reviews

Customers have praised the Chianti and Castles Tour for its exceptional guides, enjoyable interactions, reliable pickups, and informative winery presentations.

Exceptional guides, enjoyable interactions, reliable pickups, and informative winery presentations make the Chianti and Castles Tour a delight.

Reviewers highlight:

Knowledgeable multilingual guides who provide a personalized experience
Opportunities to interact with locals and learn about the region’s culture
Punctual transportation that allows exploring multiple destinations without delays

Exploring Castellina in Chianti

The drive to Castellina in Chianti takes visitors through the rolling hills and vineyards that define the Chianti region’s picturesque landscape.

Once in the town, guests can explore the medieval fortress and the narrow, winding streets lined with local shops and restaurants.

The Rocca di Castellina, a 13th-century castle, is a highlight, offering panoramic views of the Chianti countryside.

Visitors can also see the town’s ancient walls, which once protected the community.

With its historic charm and stunning vistas, Castellina in Chianti provides a glimpse into the heart of Tuscany’s wine country.

Discovering Monteriggioni

After exploring the charms of Castellina in Chianti, the tour continues its journey to the medieval town of Monteriggioni.

Nestled atop a hill, this circular walled town is a true gem of the Tuscan countryside. Visitors can:

Nestled atop a hill, this circular walled town is a true gem of the Tuscan countryside. Visitors can stroll along the well-preserved fortress walls and discover the historic center.

Stroll along the well-preserved fortress walls, enjoying panoramic views of the surrounding landscape.
Discover the town’s historic center, with its quaint piazza and charming architecture.
Visit the Monteriggioni Castle, a 13th-century fortress that has stood the test of time.

With its stunning setting and rich history, Monteriggioni offers a captivating glimpse into the medieval past of the Chianti region.

The Sum Up

The Chianti and Castles Tour from San Gimignano offers a captivating 6-hour experience exploring the picturesque Chianti region. Guests can visit charming medieval towns, enjoy exclusive wine tastings, and savor local culinary delights. With a small group size and convenient transportation, this tour provides an intimate and memorable way to discover the beauty and flavors of this renowned Italian destination.