From Florence: Ultimate Tuscany Day Trip with Wine & Lunch

Chianti Hills, Florence



Discover the best of Tuscany on a premium small-group tour to Siena, San Gimignano, and Chianti. Enjoy private transport, an expert guide, and a gourmet lunch with wine at a local family-run vineyard.

Highlights

  • Visit Siena, San Gimignano, and Chianti on a small-group day tour from Florence
  • Travel comfortably with private transport and a maximum of 14 participants
  • Enjoy a gourmet lunch and wine tasting at a family-run Chianti vineyard
  • Explore iconic Tuscan towns with free time for shopping
  • Experience a high-end, all-inclusive day without rushed coach stops

Description

This full-day tour departs from central Florence with a small group led by an expert English-speaking guide. Travel by private, air-conditioned minivan to San Gimignano, a UNESCO World Heritage Site known for its medieval towers.

Stop at Piazzale Michelangelo for panoramic photos of Florence before reaching San Gimignano. Enjoy free time to explore the town’s winding streets, browse local culinary products, and admire its unique medieval architecture.

Next, visit a family-run farm in the Chianti region for a behind-the-scenes tour of vineyards, a winery, and cellars. You will then sit down to a full lunch made with local seasonal ingredients, paired with a five-tasting wine flight featuring Chianti wines crafted to complement each dish.

The final stop is Siena, a well-preserved medieval city famous for its architecture and the historic Palio horse race. After an overview from your guide, you will have time to wander the streets independently and admire the exterior of the Siena Cathedral. Note that entrance tickets to the Cathedral are not included.

Tour experiences may vary by season, day, and group size. This itinerary provides an immersive look at Tuscan history, culture, and cuisine in a relaxed setting.

Includes

  • Five-tasting wine flight and full lunch at a family-run Chianti winery
  • Free time in historic centers of Siena and San Gimignano
  • Air-conditioned luxury minivan transport
  • Stops at Piazzale Michelangelo, Piazza del Campo, and Siena Cathedral (exterior)
  • Professional English-speaking tour leader
  • Dedicated professional driver

Excludes

  • Entrance tickets to Siena Cathedral
  • Gratuities
  • Hotel pick-up and drop-off

Important Information

  • This walking tour requires moderate mobility; it is not suitable for wheelchairs or strollers.
  • Guests with dietary restrictions must contact the operator after booking. Vegans and those with celiac disease cannot be accommodated.
  • Siena Cathedral tickets are not included. The guide can assist with ticket purchase. The Cathedral is closed on Sundays and certain holy days.
  • Tour details may vary depending on season, day, or group size.
  • Multiple tour options are available; select the one best suited to your interests when booking.

Easy Cancellation

You may cancel up to 24 hours in advance for a full refund.

It is recommended to bring comfortable walking shoes and dress appropriately for the season. Booking early ensures your preferred date and group size.

Frequently Asked Questions

The tour visits Siena, San Gimignano, and the Chianti region.
Travel is by private, air-conditioned minivan with a maximum of 14 participants.
Yes, a gourmet lunch is provided at a family-run vineyard in the Chianti area.
Wine tasting is included during the visit to the family-run Chianti vineyard.
An expert English-speaking guide leads the small-group tour.
Yes, the tour includes free time in Siena and San Gimignano for shopping and exploration.
The tour departs from central Florence; check the website for the exact meeting point.
Stops are unhurried, offering a high-end, all-inclusive experience without rushed coach stops.
It's recommended to notify the provider in advance about dietary restrictions to accommodate your needs.
Yes, the tour is designed for small groups with a maximum of 14 participants for a more intimate experience.

We Are Part of the My Guide Network!

My Guide Florence is part of the global My Guide Network of Online & Mobile travel guides. We are now in 180+ Destinations and Growing.

Nearby Destinations

Add to your trip

Add your travel dates so we can place this on the right day, or save it for later.