10 TOP Things to Do in Val d'Elsa May 2026

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Most fun & popular experiences in Val d'Elsa

Tours & day trips

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Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Free cancellation available

Chianti Delights: A Tale Of Two Wineries With A Vineyard Dinner

Free cancellation available

History & culture

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Siena, San Gimignano, Monteriggioni & Chianti from Florence

Free cancellation available

Private & custom tours

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Private Wine & Oil Tasting with Lunch

Free cancellation available

Classes & workshops

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Cooking Class on a Family Farm in Chianti with Lunch

Free cancellation available

Adventure & outdoor

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Tuscany Hiking Tour from Siena Including Wine Tasting

Free cancellation available

What to do in Val d'Elsa

Popular places to visit

Monteriggioni Castle

After visiting Monteriggioni Castle, make a plan to see the other sights and activities in Monteriggioni. Discover the area's beautiful countryside or seek out its local tours.

Piazza della Cisterna

Admire the palaces and towers that frame this beautiful square, which was once a medieval marketplace. Today, it’s a venue for cultural events.

Piazza Duomo

Browse the collections of ancient art, which grace the walls of the medieval landmarks that surround this resplendent public square.

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San Gimignano Communal Palace

You can browse the exhibits at San Gimignano Communal Palace, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside or seek out its local tours.

Piazza delle Erbe

Watch the world go by and admire San Gimignano’s medieval architecture from the comfort of a café terrace at this central square.

Tenuta Torciano Winery

You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this relaxing area.

Medieval Criminal and Torture Museum

This intriguing museum highlights the callousness of humans via displays of authentic and gruesome torture devices from around the world.

Stadio Carlo Castellani

Catch an event at Stadio Carlo Castellani during your trip to Empoli. Discover the countryside and wineries in this relaxing area.

Sovestro in Poggio Winery

You can enjoy a tasting or tour at Sovestro in Poggio Winery during your travels to San Gimignano. Discover the area's beautiful countryside and wineries.