Key Details

City: Florence

Duration: Approx. 10 hrs

Start Time: 8:30 AM


  • World-famous for its hillside towns, sweeping views, cuisine, and wine, there are endless reasons to visit Tuscany. Experience all of these in the most authentic, relaxed way possible. Take the hassle out of your visit so you can sit back, relax, and enjoy a glass of wine (or two)
  • Travel through Tuscany to Siena, Chianti, and San Gimignano in a small luxury vehicle with no more than 12 others
  • Stroll the beautiful medieval town of Siena, see its cathedral, the location of the Palio, and wander its atmospheric streets
  • Enjoy lunch, a wine-tasting, and an Italian pasta-making demonstration at an authentic Chianti farmhouse and vineyard
  • Explore one of Tuscany’s gems – the town of San Gimignano – a UNESCO World Heritage site
  • Relax knowing your two experts, a designated driver and local Italian guide have all the logistics for a perfect day in Italy

Tour Description

__Covid Update. __ At Walks we take your health and the health of our community seriously. We would like to remind you that Italy is updating its COVID regulations. Please visit here to find and follow local regulations.

See the best of Siena with the comfort of a local expert

Our day starts in the center of Florence, meeting your expert guide, designated driver, and a small group (up to 12 other people). As we depart, you'll settle into a comfortable, air-conditioned luxury vehicle and head into the rolling hills of Tuscany. Our first stop will be eclectic, iconic Siena miraculously spared from bombing during WWII - making it a pristine medieval gem in the midst of the Tuscan region. Here we will walk the city center while your guide points out all the local culture and history including the famed Siena Cathedral as well as show you the location of the bi-annual Palio horserace.

Enjoy a gourmet lunch paired with impeccable wine on an authentic Chianti farm

Of course, no tour of Tuscany is complete without a visit to the wine region! Chianti is a postcard-perfect area full of rolling hills and quaint farmhouses. As the lunch hour arises, take a tour of an authentic farm, complete with spreading vineyards and full wine cellars. You'll savor a guided wine tasting and learn a few tips as you see a live, Italian pasta-making demonstration. It's time for lunch and this will not disappoint. What you eat will depend on the regional season. Tuscan cuisine is famously linked to produce, using only the freshest ingredients for the most hearty, delicious dishes. This is Italian food at its finest, all included in the price of your tour.

Explore a UNESCO World Heritage town - San Gimignano

With a full belly, we will move on to the little town of San Gimignano, so pretty and architecturally significant, it’s a UNESCO World Heritage Site. You'll enjoy a full tour of the city then have free time to shop for local Italian specialties or climb the city’s campanile for the other best view in Tuscany.

From start to finish the emphasis of our day trip from Florence is on indulgence: indulge in stunning scenery, delicious wines, and lazy strolls on our all-inclusive Tuscan adventure. We’ve taken care of all the details so all you have to worry about is how much Chianti wine you can fit in your suitcase.

  • Sites Visited
  • Tuscany Region
  • Siena
  • Siena Cathedral (exterior)
  • Piazza del Campo (Siena)
  • Chianti farmhouse & vineyard
  • San Gimignano
  • Included
  • Expert English-speaking guide
  • Designated professional driver
  • Air-conditioned transport
  • Expertly guided walking tour of Siena
  • Expertly guided walking tour of San Gimignano
  • Gourmet lunch and wine tasting in Chianti
  • Pasta-making demonstration
From $204


5-stars from over 1258 Customer Reviews


Nov 28, 2022

Our tour guide was great! Although I can't remember his name I know he's from florence and has visited santa barbara in the past. He was very knowledgable, kind and made our tour one we'll remember for years to come! Loved the areas we visited especially the food and wines.

Important Information

Before you travel, please read our important notes about possible disruptions & site entrance requirements.