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From Florence: Private Full Day tour of Tuscany, Siena, San Gimignano & Chianti

  • Free cancellation up to 6 days before
  • Instant confirmation
  • Guided tour in English and Italian

About this experience

Embark on a private full-day tour from Florence and uncover the enchanting beauty of Tuscany! Stroll through the medieval streets of Siena, marvel at the ancient walls of Monteriggioni, and soak in the charm of San Gimignano’s iconic towers. Indulge in a wine tasting experience and a traditional Tuscan lunch in the picturesque Chianti countryside. Perfect for travelers seeking an authentic and luxurious journey through Tuscany’s most iconic destinations.

Next available dates

What’s included

  • Private transportation in a comfortable 8-seat minivan
  • Lunch & Wine tasting at a traditional Tuscan winery in the Chianti countryside
  • Orientation walk of Siena, including free time to discover its medieval streets and landmarks
  • Visit the charming walled village of Monteriggioni
  • Free time to explore San Gimignano, the famous "Medieval Manhattan" of Tuscany
  • Scenic journey through the picturesque Chianti wine region
  • Professional English-speaking local tour leader

Not included

  • Tips & Gratuities
  • Hotel pick up/drop off
  • Guided walking tours of the villages

Itinerary

  1. 1

    Departure from Florence

    Meet your guide at 8:45 am to begin your Tuscany adventure, enjoying a scenic 1-hour minivan ride to your first stop

  2. 2

    Monteriggioni

    The first stop is Monteriggioni, the best-preserved medieval village in Tuscany. This charming fortress town was also a filming location for Gladiator and features in Assassin’s Creed. Along the way, get ready to soak up the Italian atmosphere and hear fascinating insights from your tour leader about Tuscany and its renowned cuisine.

  3. 3

    Siena

    Your second stop is the charming town of Siena. Stroll through its winding streets on an orientation walk, discovering unique architecture and quaint artisan shops, before arriving at Piazza del Campo, one of Italy’s most stunning squares and home to the famous Palio horse race each July and August. Take some time to wander at your own pace, soak in the atmosphere, and don’t miss the striking Siena Cathedral, a true masterpiece of Gothic architecture.

  4. 4

    Chianti Wine Tasting & Tuscan Lunch

    The tour will continue through the heart of the Chianti region, the paradise of Tuscan wine. You will visit a local winery and have the chance to immerse yourself in the flavors of Tuscany: taste 5 different wines, extra virgin olive oils, and balsamic vinegar, all paired with a delicious traditional Tuscan meal that will delight your taste buds.

  5. 5

    San Gimignano

    A small and enchanting town in Tuscany, is famous for its medieval architecture and distinctive skyline of ancient towers. Wander through its narrow cobblestone streets, charming piazzas, and historic palaces, explore artisan shops, and admire landmarks such as the Collegiata and Torre Grossa. Take the time to enjoy this magical UNESCO World Heritage Site at your own pace, discovering the town’s timeless charm and local specialties.

  6. 6

    Return to Florence

    After leaving San Gimignano, the journey back to Florence takes about an hour. You will be dropped off at the starting point, with your camera full of memories and new friends made along the way. Arrival in Florence is expected around 6:00 pm.

Good to know

Duration
9 hours
How you meet
Meet on location
Confirmation
Instant confirmation
Cancellation policy
Free cancellation up to 6 days before
Difficulty
Easy
Minimum age
15+ years
Guide
Guided tour in English and Italian
Start times
09:00

Know before you go

  • Not wheelchair accessible
  • Not stroller accessible
  • Not recommended for travelers with walking disability

Cancellation policy

Free cancellation up to 6 days before the experience starts.

  • 6 days or more before: full refund
  • 2–5 days before: 50% refund
  • Less than 2 days before: no refund

Meeting point

View on map

Florence

Address
Florence: Parking Oltrarno, Piazza della Calza 1, right in front Porta Romana at the blue P (parking) sign, Firenze, 50125, IT
How you meet
Meet on location
Coordinates
43.76091, 11.24186
Get directions

Illustrative map. Open it in Maps for the exact spot and live directions.

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Provided by
Authentic Italy Adventures

Frequently asked questions

How long does this experience last?

It lasts 9 hours.

Can I cancel this booking?

Free cancellation up to 6 days before the experience starts. 6 days or more before: full refund · 2–5 days before: 50% refund · Less than 2 days before: no refund

Is this experience guided, and in what language?

Guided tour in English and Italian

Is hotel pickup included?

No — you make your own way to the meeting point.

Where does this experience start?

It starts at Florence, Florence: Parking Oltrarno, Piazza della Calza 1, right in front Porta Romana at the blue P (parking) sign, Firenze, 50125, IT.

Is there a minimum age?

Travellers must be 15 or older.

Still have a question?

Message our team on WhatsApp — we can help with dates, group bookings and anything else before you book.

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From AED 782 per person (7–8 travelers)Free cancellation