Italy · Wine & Beer

PRIVATE Full-Day Siena and Chianti Classico Wine Experience.

9 Hours Round trip from Pickup service provided in Florence. Easy pace

The journey

Trip highlights
  • 01 Private full-day tour from Florence to Siena and Chianti
  • 02 Visit Piazza del Campo and Siena Cathedral
  • 03 Scenic drive along the Chiantigiana road
  • 04 Explore Castellina in Chianti, Panzano, and Greve in Chianti
  • 05 Taste local cold cuts and cheeses from Falorni butcher
  • 06 Optional winery lunch and wine tasting in the Chianti countryside

Enjoy a private full-day journey from Florence through the medieval beauty of Siena and the rolling landscapes of Chianti Classico. Explore Siena’s historic streets, admire landmarks such as Piazza del Campo and the Siena Cathedral, and take in the atmosphere of one of Tuscany’s most celebrated cities.

Continue through the Chianti countryside along scenic roads lined with vineyards, villages, and hilltop views. Along the way, discover charming towns including Castellina in Chianti, Panzano, and Greve in Chianti, with time to sample local flavors such as cold cuts and cheeses. An optional winery lunch or wine tasting can add an extra taste of Tuscany to the day.

Enjoy a private full-day journey from Florence through the medieval beauty of Siena and the rolling landscapes of Chianti Classico.

From the itinerary

At a glance

What this trip includes

Duration 9 Hours
Tour type Private
Activity level Easy
Accommodation Included
Transport Included
Wheelchair access No
Cities Florence, Siena, Chianti
Languages English, Italian

Day by day

The itinerary

1
Day 01

Discover the magic of Siena! ✨

Famous across Italy for its stunning medieval architecture, Siena welcomes you with its iconic Conch-shaped Piazza del Campo and the magnificent 13th-century Siena Cathedral. Wander through charming historic streets, explore local shops, and taste authentic Tuscan delicacies or pick up unique souvenirs to remember your visit! 🛍️🍝

Step inside the stunning Siena Cathedral! ⛪

The Cathedral of Santa Maria Assunta, the heart of Catholic worship in Siena, rises proudly in the city center. Built in breathtaking Italian Gothic style, it is one of Italy’s most remarkable and awe-inspiring churches, a true masterpiece that leaves every visitor amazed. ✨

Experience the iconic Piazza del Campo!

Known simply as Il Campo, this famous Siena square captivates visitors with its unique seashell shape and stunning architectural harmony. Renowned worldwide for its beauty, it is also the heart of the thrilling Palio di Siena horse race, held twice a year—a truly unforgettable spectacle! 🐎✨

Il Colombaio organic Winery

OPTION: Enjoy a delicious lunch at a Tuscan Farm or Winery! 🍷🌿
Treat yourself to a memorable lunch in a charming organic farm, where the owner will show you around the property while his wife prepares a fabulous homemade meal. Explore the cellar to admire organic Super Tuscan and Chianti Classico wines from the farm’s small-scale, non-commercial production.

Dine while enjoying a breathtaking Tuscan panorama and savor organic specialties: traditional homemade pasta with rich sauces, crostini, local meats and cold cuts, legumes and seasonal vegetables, and honey and cheeses.

Each of the four main courses and desserts is paired with a different glass of the farm’s organic wine, creating a perfect harmony of flavors.

Drive along the stunning Chiantigiana road!

The SS222, or Chiantigiana, is one of Italy’s most beautiful scenic routes, stretching across the heart of Chianti from Florence to Siena. Journey from Siena to Castellina in Chianti, and discover a landscape dotted with medieval castles, charming villages, and rolling vineyards. Stop at the Castle of Fonterutoli to admire its quaint medieval village, centuries-old woods, and breathtaking green hills—a perfect spot for photos! 📸✨

Discover the charm of Castellina in Chianti!

Even the spectacular road leading to this hidden gem, winding through the sinuous hills of Chianti, is reason enough to stop and explore. Wander through the narrow stone streets and the characteristic historic center, and soak up its unique atmosphere. Castellina’s streets are steeped in rich history, where you can admire a blend of medieval architecture and Renaissance influences, reflecting the legacy of Tuscany’s two iconic cities, Florence and Siena. 🌿🏰

Discover the picturesque Panzano!

Famous for producing some of the best grapes for Chianti Classico, Panzano is also a hidden gem of medieval charm. Just a few steps from the center, you'll find the 11th-century medieval tower, the heart of the old town, rising proudly above the village and still enclosed by its original fortifications.

Wander through its narrow streets and feel like you’ve stepped back into the ancient past. From here, enjoy stunning views over the sun-drenched valley, home to hundreds of Sangiovese vineyards, a true cradle of Tuscan wine. 🌿✨

A delightful stop in Greve in Chianti!

Located in the heart of the Chianti Classico wine region, Greve is also the hometown of the famous navigator Giovanni da Verrazzano. Take some time to explore its charming streets and don’t miss a visit to the ancient Falorni butcher shop, where you can taste exquisite local cold cuts and cheeses—a true flavor of Tuscany! 🌿✨

The route

Where you'll travel

Tour route map
Round trip from Pickup service provided in Florence. 3 cities · 9 Hours

The fine print

Trip details

What's Included

  • Pick-up and drop-off at your selected hotel/location (in Downtown Florence) 🚐
  • Private transportation by Minivan, air-conditioned ❄️
  • Unlimited cold mineral water
  • Tasting of cold cuts and cheeses from Falorni butcher
  • Local guide tour in winery
  • On-board WiFi

What's Not Included

  • Lunch and wine tasting at a winery (to be paid on-location from €60pp to €70pp)
  • Wine tasting (to be paid on-location from €30pp to €40pp)
  • Private city guide (authorized with official license)

Know before you go

  • STROLLER OR PRAM ACCESSIBLE
  • PUBLIC TRANSPORTATION NEARBY
  • INFANT SEATS AVAILABLE
  • Stroller accessible 👶 – perfect for families with little ones
  • Child seats available on request
  • Not wheelchair accessible ❌
  • Not suitable for pets 🐾
  • Infants must not sit on laps
  • Minors under 18 are not allowed to consume alcohol 🍷
  • In case of rain, umbrellas will be provided ☔ by your driver
  • Please share your mobile number at booking for smooth communication during pick-up

Full Lunch at the organic winery 🍷

  • Indulge in a highly recommended Full Lunch, perfect for wine lovers
  • Cost: approximately €60–€70 per person, to be paid on-location
  • Vegetarian, gluten-free, and allergy-friendly options available 🥗 (request at least 24 hours before the tour)

Wine Tasting at the organic winery 🍷

  • Experience the rich flavors of Tuscany with a guided wine tasting
  • Cost: approximately €30–€35 per person, to be paid on-location

Tour Details

  • Private tour for a maximum of 6 travelers (your party only)
  • Suggested departure time: 9:00 AM
  • Pick-up time can be selected during the reservation and changed up to 24 hours in advance upon request
  • Pick-up directly from your hotel or address in downtown Florence, at the exact start time of the tour

Additional Information

  • Our experienced drivers, deeply knowledgeable about Tuscany, will share local insights, curiosities, and hidden gems throughout the journey

Reconfirmation ⚠️
Kindly reconfirm the tour the day before.

Logistics

Meeting & route

Meeting point
Pickup service provided in Florence.
Tour start
Pickup service provided in Florence.
Tour ends at the same location as the start point.
End of the journey

Your 9 hours finish where they began, in Pickup service provided in Florence..

Watch the tourHQ film Watch the film

Create your own adventure

Can't find the perfect tour? Tailor your dream trip.

  • Tell us your destination, dates and group size.
  • Our travel experts and local guides design a tailored itinerary, just for you.
  • Enjoy your trip with peace of mind, knowing everything is taken care of.
Plan my holiday

Say goodbye to travel stress.