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Tuscan wine secrets and hilltop castles

Wineries among the cypresses, and a walled village on every hill.

Italyfrom 6 days12 stops
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Where it goes

Where you sleep
Florencia · Siena · Montalcino
What you visit without staying the night
San Gimignano · Greve in Chianti

What you're going to see

Florencia

  • Mercado Central de San Lorenzo

    The upper floor is where you can try the entire Tuscan larder in one sitting, without a booking and at market prices.

  • Antinori nel Chianti Classico

    The cellar of the family that has been selling wine since 1385, in a building cut into the hillside. 20 km out, with guided visit and tasting by prior booking.

  • Las buchette del vino

    Small hatches in palace walls through which wine was sold from the sixteenth century on. Several have reopened and serve glasses through the opening.

  • Alquilar el coche aquí

    Wine-country Tuscany has no useful train. Mind the historic-centre ZTL zones: driving in without a permit is an automatic camera fine.

Siena

  • Piazza del Campo

    The shell-shaped square the Palio is run in. If you travel on 2 July or 16 August, the whole city turns around the race.

  • Enoteca Italiana en la Fortezza Medicea

    Inside the sixteenth-century fortress, it gathers wines from all over Italy. It is the place to compare a Brunello with a Chianti before heading out to the estates.

  • La carretera del Chianti Classico (SR222)

    The Chiantigiana, between Siena and Florence: vineyards, cypresses and castles one after another. The drive is the plan, not the formality.

  • Castello di Brolio

    Where Baron Ricasoli set down the formula for Chianti in 1872. Both castle and cellar can be visited.

Montalcino

  • Bodegas de Brunello

    Brunello is aged five years before release. Visits are arranged in advance: almost no estate takes walk-ins.

  • Fortaleza de Montalcino

    The fourteenth-century fortress has a wine bar inside, and the same ticket takes you up onto the walls.

  • Abadía de Sant'Antimo

    A twelfth-century Romanesque abbey among the olive trees, 10 km out. Worth timing your visit for a Gregorian chant.

  • Val d'Orcia

    The landscape of hills and cypresses on every Tuscan postcard, and a World Heritage site. It starts the moment you leave Montalcino.

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