From Florence: Tuscany Wine Country Day Trip with Vineyard Lunch

About this experience

See the best of Tuscany in one full day with round-trip transport from Florence, an expert English-speaking guide, and time in three of the region's most iconic destinations. Walk the medieval streets of Siena and stand in Piazza del Campo, home of the famous Palio horse race, then continue to a family-run Chianti winery for a guided cellar tour and a curated tasting of six wines paired with artisanal olive oil. A traditional three-course Tuscan lunch with cheeses, cured meats, Lasagne al Tartufo, and ribollita follows, before you finish in San Gimignano, the UNESCO-listed hilltop town known as Medieval Manhattan. Pick the version of the day that fits you best: a full-day group tour with Siena, the winery lunch, and San Gimignano. Or, a half-day group tour focused on Chianti wineries and lunch.

What to expect

1. Stop 1 · 1h

   Meet your tour leader in central Florence at the meeting point listed on your booking voucher. After a quick check-in, board your air-conditioned coach and settle in for a scenic ride into Tuscany's countryside.

2. Stop 2 · 1h 30min

   Roll into Siena, the medieval city famous for its biannual Palio horse race held in Piazza del Campo. Your guide leads a walking tour of the central square and points out the world's oldest bank, then you'll have free time to wander or visit the cathedral on your own. (Siena is not included with the half-day options.)

3. Stop 3 · 1h 30min

   Continue by coach into the heart of Chianti to a family-run estate. Tour the vineyard, then sit down for a curated tasting of wines and a three-course feast.

4. Stop 4 · 1h 30min

   Travel onward to San Gimignano, the UNESCO-listed hilltop town nicknamed Medieval Manhattan for its iconic stone tower skyline. You'll have free time inside the city walls to wander cobbled lanes, browse boutiques, or pick up a gelato. (San Gimignano is not included with the half-day options.)

5. Stop 5 · 1h

   Relax on the scenic ride back to Florence, arriving at the same central drop-off point listed on your voucher. Use this time to ask your guide for restaurant recommendations or simply unwind after a full day of Tuscan flavors and views.

Tour & ticket options

Options may have different inclusions and meeting points. Choose your option when booking on Viator.

Meeting & pickup

• Please arrive 15 minutes early to check in for your tour. From Santa Maria Novella Train Station, follow the signs toward Piazzale Montelungo (bus terminal area). Next to the Piccolo Ristoro kiosk. Look for our friendly staff in red, holding a bright red 'The Tour Guy' sign!

End point

• Please arrive 15 minutes early to check in for your tour. From Santa Maria Novella Train Station, follow the signs toward Piazzale Montelungo (bus terminal area). Next to the Piccolo Ristoro kiosk. Look for our friendly staff in red, holding a bright red 'The Tour Guy' sign!

• Check your selected option at the top of your voucher to see what is included in your tour. If you have any questions or would like to change or upgrade your option, please contact us in advance. • Half-Day Options: Do NOT include visits to Siena or San Gimignano. Includes 2 winery visits, wine tastings, and a traditional Tuscan lunch. • Full-Day Options: Includes visits to Siena and San Gimignano, plus a Chianti winery tour with wine tastings and a traditional Tuscan lunch. • All participants are required to carry a valid government-issued picture ID on them during our tours. • We reserve the right to alter itineraries for reasons of safety, restoration, maintenance, adverse weather conditions or occasional events. • TTG runs tours rain or shine and no refunds will be issued due to inclement weather. • If you have any food allergies or intolerances, please contact us as soon as possible to let us know. • Please note that the legal drinking age in Italy is 18, we are unable to serve alcoholic beverages to minors. • Car seats are available upon request which must be made at least 72 hours in advance. • If you wish to visit Siena's Cathedral (full-day options only), please bring covering for your knees and shoulders.

Before you go

• Public transportation options are available nearby
• Specialized infant seats are available
• Not recommended for pregnant travelers
• Travelers should have at least a moderate level of physical fitness
• Due to traffic regulations, all children must be seated. Car seats are available upon request which must be made at least 72 hours in advance.
• Please contact us in advance with any dietary needs or allergies so we can do our best to accommodate.
• The full day option involves sustained walking on cobblestones, some hills, and uneven terrain in Siena and San Gimignano.
• This tour includes wine tastings; participants consuming alcohol must be of legal drinking age in Italy (18).

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.