Florence: San Gimignano Siena & Chianti Wine Tasting

Explore the Tuscan countryside on this Tuscany from Florence trip

Spend a day exploring the highlights of Tuscany on this small-group trip from Florence, limited to 14 people for a more personal experience. You’ll depart central Florence with an expert guide in private transportation, stop for photos at a scenic viewpoint, and enjoy free time to wander the UNESCO-listed hilltop town of San Gimignano. Then, visit a family-run farm in the Chianti region for a tour of the vineyards and cellars followed by a seasonal lunch paired with local wines. The day concludes in the beautifully preserved medieval city of Siena, where you’ll receive an overview of its history—including the famous Palio horse race—before exploring its narrow streets and cathedral independently, with the understanding that exact stops may vary depending on the season and day of travel.

Starting point

Piazza della Repubblica, Florence, IT

Duration

9 hours

Maximum number of participants

14

Itinerary

• Florence Panoramic Stop

• Siena Exploration

• Chianti Vineyard Tour

• Tuscan Lunch Experience

Inclusions

• Expert English-speaking guide

• Professional driver

• Air-conditioned transport

• Free time in San Gimignano and Siena

• Gourmet lunch and wine tasting in Chianti

Turn your Florence trip into a full Tuscany adventure with a tour that explores its picturesque neighboring towns. Get your Walks and Devour Florence discount tickets now at FunEx!

Frequently Asked Questions

1. What is the exact meeting point of this Walks and Devour Florence tour?

   This tour meets at the Carousel in Piazza della Repubblica. Look for your guide holding a green Walks sign!

2. How early should I arrive for this Florence walking tour?

   It’s best to arrive at least 15 minutes before the scheduled start time. This gives you plenty of time to check in, meet your guide, and be ready to start without feeling rushed.

3. Can participants tip tour guides?

   Tipping isn’t required, but it’s always appreciated! If your guide’s storytelling and insights made the tour extra memorable, offering a gratuity is a thoughtful way to show your thanks.

4. Are there any dietary restrictions for the tour?

   This tour is suitable for vegetarians, pescatarians, and dairy-free diets, and for pregnant women. Dietary restrictions should be relayed upon booking. The tour is not recommended for vegans or those with celiac disease.

Last updated February 11, 2026