Florence Day Trip: Chianti Wine Tasting, Siena, San Gimignano

Overview

When visiting Florence, don’t miss a day trip to the scenic, gourmet paradise of the Tuscan countryside. On this small-group tour, wander the storybook streets of the UNESCO-listed village San Gimignano. Indulge your taste buds with a seasonal lunch and wine tastings at a family-run farm in the Chianti region, and visit the remarkably well-preserved medieval town of Siena, home to a magnificent cathedral and the famous Palio horse race. Group size is limited to 14 for a more personalized experience.

What's included

• ✓Expert English-speaking tour leader
• ✓Piazzale Michelangelo
• ✓Free time in San Gimignano and Siena
• ✓Designated professional driver
• ✓Siena Cathedral (exterior)
• ✓Gourmet lunch and wine tasting in Chianti
• ✓Chianti farmhouse & vineyard
• ✓Air-conditioned transport

• ✕Gratuities
• ✕Hotel Pick-Up/Drop-Off

What you'll do

1. 1

   Your driver and tour leader will pick you up in a comfortable, air-conditioned transport in central Florence and drive you through the hills of Tuscany. You'll pass the best panoramic viewpoint of Florence and pause for pictures.

   ⏱ 1h 30m
2. 2

   Indulge your imagination with a stop at San Gimignano, a town of such unique architectural beauty it has been designated a UNESCO World Heritage Site. You'll have free time to explore its winding streets on your own. Please note that the private option does not include a guided tour of San Gimignano. Guests will instead enjoy extended free time to explore the town at their own pace.

   ⏱ 1h 30m
3. 3

   Walking the hills of Tuscan towns will make you hungry so your next stop is an authentic Italian family farm where some of our good friends will give you a behind-the-scenes tour of the vineyards, winery, and wine cellars before sitting you down for a sumptuous, all-inclusive lunch of local, seasonal ingredients. Your meal will be paired with Chianti wines specially selected to perfectly complement the flavors of each dish.

   ⏱ 3 hours
4. 4

   Siena is one of the best-preserved examples of medieval Italian architecture in the world. Spared German bombing in WWII, this time capsule of ancient, precarious-looking buildings is home to the Palio, one of the greatest and most dangerous horse races in the world.

   ⏱ 2 hours
5. 5

   One of the highlights your tour leader will recommend during your free time. Pause amidst the square where fervent horses race to win the honor of bringing home the palio - a handpainted silk banner of the highest regard.

Availability & pricing

2 tour options available. Pick your exact date & check live availability on the booking page.

Good to know

• Public transportation options are available nearby
• Specialized infant seats are available
• Suitable for all physical fitness levels
• Unfortunately due to the nature of this tour it is not suitable for guests with mobility impairments or with wheelchairs, or strollers.
• This is a walking tour. Guests should be able to walk at a moderate pace without difficulty.
• Those with dietary restrictions need to contact us after booking the tour so we can arrange your lunch. Unfortunately, we cannot accommodate vegans or those with celiacs.
• Tickets for the Siena Cathedral are not included in the tour price. If you wish to visit the Cathedral, your tour leader will assist you. The Cathedral is closed on Sundays and for certain holy days.
• In order to get into the city center, we utilize small luxury minivans. This allows us to avoid the parking lots outside of the center requiring us to walk. Your guide may need to split time between vehicles on groups larger than 8.
• Please note that this description is an example, and your experience may vary depending on the season, day of the week, and group size. Regardless of where your tour goes, you always have an excellent experience.
• Please note: This tour offers multiple options. Take a moment to choose the one that best suits your interests.

Cancellation policy

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