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PRIVATE Full-Day Siena, San Gimignano and Chianti from Florence

PRIVATE Full-Day Siena, San Gimignano and Chianti from Florence

5.0 (265) 🕑 8h 30m Free cancellation

• EXPERIENCE FOR YOUR PRIVATE GROUP • Enjoy an exclusive 8–9 hour private tour of Tuscany from Florence with a professional local driver-guide. Travel through the scenic Chianti wine region and explore the medieval gems of Siena and San Gimignano.Visit iconic sites such as Piazza del Campo in Siena, famous for the Palio horse race, stroll among the medieval towers of San Gimignano (UNESCO site), and soak in the authentic atmosphere of the Tuscan countryside.Upgrade your experience with an optional traditional Full Lunch at a local organic farm or winery, for a truly authentic taste of Tuscany.8/9-hr Full-Day private tour of TuscanyPrivate tour for a maximum of 6 travelers (your party only)Visit the medieval cities of Monteriggioni, San Gimignano and SienaHear live commentary of the winery by your driver/guideTaste Craft Chianti Classico wine at a local vineyard (option)Hotel or private address pick-up & drop-offPerfect for couples, families, and small groups looking for a relaxed, authentic, and fully private Tuscany experience.

Languages: English Italian
📍Il Campo, 72, 53100 Siena SI, Italy
🏢Operated by UniqueTuscany private Tours

What you'll see & do

  • Siena is famous throughout Italy for its remarkably well-preserved medieval architecture. During your visit, explore the city’s highlights, including the iconic shell-shaped Piazza del Campo and the impressive Siena Cathedral. Enjoy free time to wander through historic streets, browse local artisan shops, taste regional specialties, or shop for authentic Tuscan souvenirs.
  • The Cathedral of Santa Maria Assunta (Siena Cathedral) is Siena’s main place of worship and one of the most outstanding examples of Italian Gothic architecture. Located in the historic city center, this iconic landmark is celebrated for its impressive design, rich history, and artistic beauty, making it a must-see highlight of any visit to Siena.
  • Piazza del Campo is Siena’s main square and one of the most iconic medieval piazzas in Italy. Renowned for its distinctive shell-shaped layout and perfectly preserved architecture, it is also the famous setting of the Palio di Siena, the historic horse race held twice a year.
  • Enjoy a charming stop in Monteriggioni, a small medieval fortified village still enclosed by its original walls. Just a short drive from Siena, it’s the perfect spot for a leisurely walk and to soak in the historic atmosphere, especially after lunch at one of the local restaurants..
  • Enhance your Tuscan tour with a full lunch at a small, family-run boutique farm or winery. During your visit, the farm owner will guide you through the property while a traditional multi-course Tuscan meal is prepared. You’ll also visit the cellar to admire their Super Tuscans and Chianti Classico wines. Enjoy your meal with stunning views of the Tuscan countryside, savoring local specialties such as lasagna with traditional sauces, crostini, cold cuts, legumes, seasonal vegetables, honey, and cheeses. Each course, including dessert, is thoughtfully paired with different local wines, creating a complete wine-paired lunch. The selected wineries are authentic, small-scale, family-run establishments with organic production, not commercialized operations. Menus vary from one winery or farm to another, but every option guarantees a full and genuine Tuscan experience. The specific location will be chosen based on availability. Because these are boutique venues with limited capacity, early booking is strongly recommended. Please note: Choosing this lunch option slightly reduces time in Siena and San Gimignano and excludes the stop at Monteriggioni.
  • Our final stop of the day is the beautiful walled town of San Gimignano, one of Tuscany’s most popular destinations. Known as a pearl of medieval architecture, the town has remained almost unchanged since the 1300s. San Gimignano is especially famous for its ancient towers, which dominate the skyline and have earned it the nickname the “Manhattan of the Middle Ages.” Take time to wander the charming streets, admire historic buildings, and don’t miss the famous Dondoli Gelateria, awarded multiple times for producing some of the best ice cream in the world. After exploring San Gimignano, we head back to Florence, completing your full day of Tuscan discovery.
  • Discover one of Italy’s most scenic roads: the SS222, also known as the Chiantigiana, stretching across the Chianti region from Siena to Florence. This panoramic route immerses you in dreamy Tuscan landscapes, with rolling green hills, endless vineyards, and charming medieval villages. We’ll travel from south to north, exploring picturesque villages along the way. Stop to capture stunning photos of cobblestone streets, historic towers, and quaint village squares that showcase the heart of Tuscany. Perfect for travelers who love history, nature, and iconic scenery, with plenty of opportunities to experience local traditions and taste the flavors of Chianti.

What's included

  • Pick-up and drop-off at your selected hotel or location in downtown Florence
  • Private transportation by air-conditioned minivan
  • English-speaking, licensed driver
  • Free time to explore Siena and San Gimignano at your own pace
  • Unlimited cold mineral water on boardOn-board Wi-Fi

What's not included

  • Full Lunch and tasting at the organic winery is not included and can be enjoyed on site for approximately €60–€70 per person, payable locally.
  • Private city guide (authorized with official license) not included

Good to know

Not wheelchair accessible ❌

Not suitable for pets 🐾

Infants must not sit on laps

In case of rain, umbrellas will be provided ☔ by your driver

Please share your mobile number at booking for easy communication during pick-up

Private tour for a maximum of 6 travelers (your party only)

Authorized guide not included

Minors under 18 are not allowed to consume alcohol (wine tasting)

Optional Full Lunch in the organic winery 🍷 Upon request at the time of booking, we can arrange a highly recommended Full Lunch in the organic winery, especially for wine lovers

Special menus available for celiac guests, allergies, and vegetarians

Choosing the Full Lunch in the organic winery excludes the visit to the Monteriggioni Fortress

Extra cost for full lunch in winery: approximately €60–€70 per person, payable separately

Departure & Pick-up Suggested departure time: 9:00 AM

Pick-up time can be selected during the reservation

Pick-up is available only from hotels or private addresses in Florence city center

Train stations and airports are not included as pick-up points

Pick-up time may be changed up to 24 hours in advance, upon request

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 via email at info@uniquetuscany.com or via iMessage / WhatsApp at +39 320 973 2131

How it works

A reconfirmation the day before the appointment would be appreciated, either by e-mail at info@uniquetuscany.com or via iMessage/WhatsApp at +39 3209732131

Requirement

We suggest wearing comfortable shoes

Good to know before you go

Difficulty:
Easy

Cancellation policy

  • A full refund will apply if you cancel more than 24 hours before the activity start time.
  • No refund is possible if you cancel less than 24 hours before the activity start time.
Free cancellation 🔒 Secure checkout
from
€ 555.00

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