The DSD difference...

  • No deposits
  • No amendment fees
  • Real theme park tickets
  • Worry free guarantee

You are here

Small Group: Tuscany Day Trip From Florence With Chianti, Siena & San Gimignano

If you want to enjoy the best of Tuscany’s culture, food and history without the hassle of trying to find your way around its beautiful but often confusing country roads, this Tuscany Day Trip From Florence With Chianti, Siena & San Gimignano is the perfect trip for you. Indulge your senses with wine, food, and medieval architecture that exists nowhere else in the world.

Your day starts in Central Florence where you will meet your small group of no more than 18 people and expert tour leader. Next, hop into a private transport van and we’ll spirit you out of the city and over to Siena, one of the best-preserved examples of medieval Italian architecture in the world.

Spared German bombing in World War 2, 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. Your expert tour leader will immerse you in the unique history and culture of Siena as you explore its narrow streets before escorting you to the doors of the breathtaking Siena Cathedral.

Walking the hills of Tuscan towns will make you hungry and thirsty so your next top 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 — and of course, plenty of Chianti wines.

After indulging your taste buds, we will indulge your imagination with a final stop at San Gimignano, a town of such unique architectural beauty it has been designated a UNESCO World Heritage Site. Shop for Tuscan culinary delicacies in the rustic, winding streets, or learn about the architectural marvels of the famous Medieval tower houses that punctuate the city like sentinels of times long past.

Experience Includes

  • An unforgettable Tuscany Day Trip From Florence
  • Expert, English-speaking Tour Leader (may be split between 2 vehicles for journeys)
  • Indulge in an all-inclusive lunch of local ingredients and regional specialties at an authentic Tuscan family farm.
  • Comfortable, air-conditioned vehicle
  • Take a walking tour of Siena, one of Italy’s most picturesque and well-preserved Medieval towns
  • Small groups of only 18 people or fewer
  • Discover one of Tuscany’s classic gems – the town of San Gimignano

Experience Excludes

  • Gratuities
  • Hotel Pick-Up/Drop-Off

Departs

Varies, please see calendar.

Departure location

Cinema Principe on Viale Giacomo Matteotti 13/r, opposite Piazza della Libertà.

Duration

Around 10 hours

Terms & Conditions

  • You will receive a voucher for this experience. Please read it thoroughly.
  • Itinerary subject to change.
  • Gratuities to guides are appreciated but never obligatory.
  • Comfortable walking shoes are recommended.
  • Please note that the tour meeting time is 15 minutes prior to the start time. No refunds or re-bookings can be provided for late arrivals or no shows after tour commencement or departure.
  • This tour has a maximum capacity of 18 guests.
  • Unfortunately this tour is not suitable for guests with mobility impairments, wheelchairs or strollers.
  • This tour includes a full lunch. If you have any dietary requirements please contact us before booking and we will do everything we can to accommodate you.
  • Please note that the Cathedral of Siena is closed on Sundays during our visiting time and subject to closure during special celebrations/festivities, including the Easter ceremonies. If this occurs during your visit, we will run an alternative itinerary that includes and explanation of the Cathedral from the outside. We are unable to provide refunds or discounts.
  • Please remember that the Cathedral is a holy place and attire must be appropriate for the visit. Both men and women are asked to wear clothing that covers at least the shoulders and knees. Walks cannot be held responsible for denied entry due to improper dress.
  • The order of the sites visited may vary.