San Gimignano & Chianti Small Group Wine Tour

Highlights

Inclusions

Itinerary

1. Discover San Gimignano, the UNESCO-listed medieval hill town famous for its striking skyline of stone towers. Once a prosperous stop along the Via Francigena pilgrimage route, San Gimignano became known for the powerful families who built defensive towers as symbols of wealth and status. Today, its preserved 13th-century streets, historic squares, and panoramic countryside views make it one of Tuscany’s most iconic destinations.

   2 h

2. As you travel through the heart of Chianti Classico, enjoy scenic views of rolling vineyards, olive groves, and stone farmhouses that define the Tuscan landscape. Passing near the historic area of Madonna di Pietracupa and the hilltop village of San Donato in Poggio, you’ll experience the authentic rural setting that has shaped local wine production for centuries.

   Passes by

3. Experience a guided visit at Local a family-run estate in the heart of Chianti Classico. After exploring the vineyards and cellar, enjoy a seated tasting of estate wines that reflect the character of the local terroir. The experience includes a traditional Tuscan lunch featuring a generous platter of cured meats and cheeses, served with estate-produced extra virgin olive oil and aged balsamic vinegar, paired with selected wines in a relaxed countryside setting.

   1.5 h

Cancellation

Free cancellation up to 24 hours before the experience starts, for a full refund.

Reviews

Ratings come from 3 reviews collected by our booking partner. They are travellers' own words, in the order they were written — never reordered to flatter the experience.

Know before you go

How it compares in Florence

• Its from-price is 55% below the median of the 647 day trips we list in Florence.
• Its length is typical for the group.
• By number of reviews it ranks 289 of 647.
• The operator lists free cancellation on it.

About Florence

Florence, the cradle of the Renaissance, gathers masterpieces of art and architecture into a compact city of stone streets beside the Arno.

The Duomo, with Brunelleschi's great red-brick dome, Giotto's bell tower and the Baptistery's gilded doors, marks the centre of town. A few streets away, Piazza della Signoria and the Palazzo Vecchio face a loggia full of sculpture, and the Uffizi Gallery holds Botticelli, Leonardo and Raphael. Michelangelo's David stands in the Galleria dell'Accademia.

Top-ranked sights in Florence: Piazza della Signoria, Uffizi Galleries (Gallerie degli Uffizi), Florence Duomo (Cattedrale di Santa Maria del Fiore).

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