Best of Tuscany 7 day tour

The ever popular region of Tuscany is a delight to visit. Beautiful scenery, great wines and food and history and art abound throughout. Let us show you the best highlights which include medieval cities of Siena and San Gimignano. Visit two great wine regions, the Val D'Orcia with Montalcino and Montepulciano and the great Chianti region. End your tour visiting the amazing art city of Florence and the incredible Leaning Tower of Pisa.

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DAY 1 — Arrival in Florence

Arrive at Florence airport where our local English speaking driver will meet you and transfer you to your charming accommodations in the Tuscan countryside. Enjoy the rest of the day in the beautiful and scenic setting.

DAY 2 — Medieval Siena and San Gimignano

Your Tuscan holiday begins today with a full day excursion to the medieval cities of Siena and San Gimignano. Siena a UNESCO world heritage site is the embodiment of a medieval city. San Gimignano once a powerful and rich town, is known as the town of towers. It once had 72 towers built by rich families to show their wealth. 13 of those towers remain today. This hill top town is a medieval gem.

DAY 3 — Montalcino and Montepulciano

Today you will travel to the southern part of Tuscany and the towns of Montalcino and Montepluciano where great wines are produced. You will visit wineries and taste Brunello di Montalcino wind and the Vino Nobile di Montepulciano, two amazing red wines as well as local specialties.

DAY 4 — Chianti and Florence

Check out of your hotel and private transfer to Florence. No trip to Tuscany would be complete without visiting the famous Chianti area. Today you will drive through this very scenic area where vineyards, rolling hills and cypress trees create post card beauty at every bend. You will visit a Chianti winery where you will enjoy a tasting of the best local wines. Continue to Florence and you next hotel.

DAY 5 — Florence

Discover this important art city with your own private guide. You will visit the main sites including the Duomo and Baptistery, Piazza della Signoria, the Ponte Vecchio and much more ending at the Accademia Museum to view among other masterpieces, the David of Michelangelo. Spend the rest of the day enjoying the city on your own.

DAY 6 — Pisa

This morning depart with your private driver to Pisa. Here your guided tour of the city will include the magnificent Piazza dei Miracoli or Miracle square where you will visit the Cathedral, Baptistery and the world’s most famous bell tower, the leaning tower! Return to Florence after the tour.

DAY 7 — Arrivederci Tuscany

Enjoy breakfast at your hotel. You will be transferred today to the Florence airport or rail station for your onward travel.


  • Tuscany Hotel Palazzo San Lorenzo (or similar)
  • Florence Hotel Pierre (or similar)


  • Private city tour of Siena and San Gimignano
  • Private full day guided tour Montalcino e Montepulciano
  • Private walking tour of Florence, including entrance fees at Accademia
  • Private half day guided tour of Pisa including entrance feesa at duomo and Baptistery


  • All transfers are private from and to airports and rail stations with English speaking drivers
  • Private transfer from your hotel in Tuscany to Florence via Chianti with English speaking driver


  • Breakfast at hotels daily
  • Wine tasting in Chianti


  • Assistance from our Road to Italy office and local representative offices throughout Switzerland
  • Local emergency contact number daily

Does not include

  • Airfare
  • Travel Insurance (highly recommended)
  • Tips and gratuities to drivers and local guides


Cities Visited:

  • Siena
  • Montalcino
  • San Gimignano
  • Chianti
  • Florence
  • Pisa

Italy Vacation Packages

Private Tours

For a quote on this tour please contact us 1 800 848 8163

The price is customized based on final hotel choices, travel dates, and other custom preferences.

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