Siena and Chianti Tour: Wine Tasting and Lunch

Spend a full day in Siena's medieval center and Chianti's wine country without driving yourself

A private full-day tour from Florence to Siena and Chianti for your group, with hotel pickup and air-conditioned minivan transport. Walk through Siena's Gothic streets and UNESCO-listed historic center, including Piazza del Campo and the Cathedral. Drive the scenic Chiantigiana road through vineyards and medieval villages, taste cold cuts and aged cheeses at the famous Falorni butcher in Greve, and optionally lunch at a family-owned winery or organic farm with wine pairings.

Step-by-step itinerary

Siena and Chianti Wine Experience

• Depart from Florence by minivan
• Explore Siena's medieval streets
• Visit Siena Cathedral
• See Piazza del Campo
• Drive Chiantigiana road to Castellina
• Admire Castle of Fonterutoli village
• Optional lunch at farm or winery
• Visit Castellina in Chianti
• Explore medieval Panzano village
• Visit Greve in Chianti and Falorni butcher shop
• Return to Florence

The experience

How do you get from Florence to Siena and back without renting a car or joining a group? Your hotel pickup happens at your chosen time in downtown Florence, and a private minivan with an English-speaking driver collects your group and handles the route. The eight-hour day is built around your pace: you set the departure time, and the driver navigates while you focus on what you came to see.

Siena itself is the anchor: a medieval city built on three hills with a seashell-shaped main square (Piazza del Campo) and a Gothic cathedral that dominates the skyline. You walk the black-and-white striped streets of the historic center, a UNESCO World Heritage site, and stop at the landmarks the city is known for. The driver stays with the van while you explore on foot, so there's no rushing through or waiting in a group queue. From Siena, you head north on the SS222, the Chiantigiana road, a route that winds through the Chianti region past castles, vineyards and villages. You stop at Castellina in Chianti to see the medieval village and surrounding landscape, then continue to Panzano (an 11th-century fortified town with views over Sangiovese vineyards) and Greve in Chianti, where the Falorni butcher shop has been selling local cold cuts and cheeses for generations. Tasting there is included.

Lunch is optional and arranged in advance: you can eat at a family-owned winery or organic farm where the owner shows you the cellar and the acetaia (vinegar aging room), and the meal comes with wine pairings. Four courses, each paired with a different Chianti or Super Tuscan, plus dessert and ice cream with aged balsamic. That costs extra (€50–60 per person) and is highly recommended if wine and food are why you're going. If you skip it, you still get the winery visit and the Falorni tasting. The minivan is air-conditioned, stocked with unlimited cold water and WiFi, and the driver provides umbrellas if rain comes. Children under 18 can join but cannot drink wine. Vegetarian, gluten-free and allergy-friendly meals are available with 24 hours' notice.

What’s included

• Private air-conditioned minivan transport for your group.
• hotel pickup and drop-off in downtown Florence.
• English-speaking licensed driver.
• tasting of cold cuts and cheeses from Falorni butcher.
• on-board WiFi.
• unlimited cold mineral water.
• local guide tour in winery (if lunch option is booked).

Before you book

Lasts 8h–9h, runs Monday to Friday at 09:00, 09:30 and 10:00, from € 325 per person, with a live guide in English and Italian, as a private tour and with free cancellation up to 24 h before.

Days and timesMonday to FridayDepartures at 09:00, 09:30 and 10:00

Book up to2d before

AgesAdult (14 and older) · Youth (7 to 13 years): free · Child (2 to 6 years): free · Infant (under 2): free

GroupPrivate

Live guideEnglish and Italian

Meeting point and pickupHotel pickup included.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.

Prices and times updated 3 days ago

Good to know

Low physical effortStroller-friendlyInfant seats availablePublic transport nearby

Operated by UNIQUETUSCANY private tours

Is this one for you?Book this tour if you're staying in Florence without a rental car and want to reach Siena and Chianti as a private group. The minivan pickup from your hotel and the fixed eight-hour route mean you don't arrange transport separately or join strangers. Lunch at a winery is optional and worth adding if wine and food are central to your trip.

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Top questions

What languages is the tour guided in?

Live guide in English and Italian.

Can children come?

Yes. Ticket types: Youth (7 to 13 years): free; Child (2 to 6 years): free; Infant (under 2): free.

What is Piazza del Campo and why is it the center of Siena?

Piazza del Campo is Siena's main square, famous for its seashell shape and architectural integrity. It is where the Palio di Siena, a historic horse race, takes place twice a year, and it is surrounded by the city's most important buildings and shops.

Can I have lunch included, and what does it look like?

Lunch is optional and arranged when you book. At a family-owned winery or organic farm, you eat four courses (typically lasagna, crostini, local meats and seasonal vegetables) each paired with a different wine, followed by dessert and ice cream with aged balsamic vinegar. The cost is €50–60 per person, paid on-site.

What is the Chiantigiana road and what will I see on it?

The Chiantigiana (SS222) is one of Italy's most scenic roads, running through the Chianti region from Florence to Siena. It passes castles, medieval villages, vineyards and centuries-old woods. You drive it northbound from Siena toward Castellina in Chianti, stopping at villages and viewpoints along the way.

Is the Falorni butcher shop visit included, and what happens there?

Yes, a tasting of cold cuts and cheeses from the Falorni butcher shop in Greve in Chianti is included. The shop is famous for its Tuscan snacks made from local meats and cheeses, and you taste them as part of the tour.

What if I don't want to drive? How does pickup work?

Your hotel or accommodation in downtown Florence is where the minivan collects you at your chosen start time. The driver handles all navigation and driving for the full eight hours, and returns you to the same location at the end of the day.