Chianti Wine Tour from Siena

Escape to the countryside to taste 7 wines paired with olive oil and balsamic vinegar at 2 wineries

Travel Flexibly

· 5h · Siena, Italy

For centuries, Chianti's vineyards have captivated travelers seeking the essential Tuscan experience. Discover why as you step into traditions cellars, savor seven wines paired with olive oil and balsamic vinegar, and wander cypress lanes as seen on Italian postcards. This half-day guided tour, with roundtrip transportation from Siena, takes you to two authentic Chianti wineries and medieval Castellina, revealing the landscapes that make this region legendary.

What You Get With This Tour

Taste Tuscany's soul in every sip
Expert multilingual tour guide
Round-trip transport from Siena
2 Chianti winery cellar tours
7 wine tastings
Olive oil tasting
Balsamic vinegar tasting
Visit to Castellina in Chianti
Guide tips
Lunch

Tour Itinerary

1

Your tour begins at Stazione di Siena
Meet your guide at Stazione di Siena - Ferrovia and board your air-conditioned minivan. Leave the city behind as you wind through Tuscany's golden hills, where vineyards and cypress trees create a landscape that's captivated travelers for centuries.
2

Wander medieval Castellina in Chianti
Explore this hilltop village perched among endless vineyards. Stroll ancient stone lanes, trace your fingers along medieval walls, and breathe in views of the Chianti hills. Then walk a famous cypress-lined avenue for those postcard-perfect shots.
3

Savor wines at your first Chianti estate
Step into a traditional winery for a cellar tour revealing how Sangiovese grapes become Chianti's signature ruby wine. Taste several wines paired with golden extra virgin olive oil while your guide shares stories of winemaking tradition.
4

Indulge in a second exclusive tasting
Visit another estate deep in Chianti Classico territory. Tour the cellars, sample more wines alongside aged balsamic vinegar, and let the vineyard views and centuries-old traditions sink in as you taste what makes this region legendary.
5

Your tour ends with a comfortable return to Siena
Relax on the scenic drive back through rolling hills and vineyards. You'll arrive at Stazione di Siena - Ferrovia with photos, stories, and a deeper appreciation for Tuscany's wine country.

Additional Information

Good to know:

Accessibility: Unfortunately, this tour is not wheelchair accessible. If you have concerns about your mobility, please contact us in advance to discuss your needs.
Weather Advisory: This tour runs rain or shine. The Chianti region is stunning in any weather, so please check the forecast and dress appropriately for a day of outdoor exploring and winery visits.
Minimum Participants: Please note that a minimum of four people is required to activate the tour. If the minimum is not reached, you will be offered an alternative date or a full refund.
Alcohol Consumption: This tour includes wine tastings. Participants consuming alcohol should be of legal drinking age in Italy (18). Please bring a government-issued ID if you plan to partake.
Please Note: Wine tasting specifics might vary depending on the winery selected for that day, but you will taste the same amount with differences in types.
Check-in: Arrive 15 minutes early for check-in at the meeting point so the group can depart on time.