3 Day Tuscany Tour from Siena

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Visits Siena, Val d'Orcia, Chianti, Pienza, Montepulciano, San Gimignano, Montalcino, MonteriggioniStarts in SienaAvailable Every dayClick on 'check availability' to view the calendar
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3 day package
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On our 3 Day Tuscany Tour from Siena, you will get to escape the hustle and bustle of the city and explore the lush Tuscan countryside. Arrive in Siena and see the incredible sites of this medieval city, like the Palazzo Pubblico and the stunning Piazza del Campo. Adventure just outside Siena to San Gimignano, a UNESCO World Heritage Site. Discover its historical center with artisan shops and ancient palazzos before heading to the crown-shaped fortress of Monteriggioni. Indulge in a relaxing visit to a Chianti winery and later taste the world-renowned Brunello di Montalcino, one of Italy’s first DOCG wines. Reach Val d’Orcia and sample more wine, followed by stops in the charming towns of Pienza and Montepulciano.

For wine lovers and foodies alike, our 3 Day Tuscany Tour from Siena promises a countryside getaway like never before. See ancient fortresses, walk down charming medieval streets, and taste delicious wines among the rolling Tuscan hills. Our tour includes expert guides with locals, food & wine tastings, hotel accommodations, and comfortable transfers. Book your delicious adventure today!

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3 Day Tuscany Tour from Siena Highlights

  1. Visit Siena’s captivating city and see sites like Piazza del Campo
  2. Be transported to the gorgeous Tuscan countryside in an air-conditioned vehicle
  3. Enjoy expert insight and a walking tour led by local guides
  4. Sample delicious wine in the heart of Tuscany
  5. Sample delicious wine in the heart of Tuscany, like Brunello di Montalcino
  6. Try local cheeses, like pecorino, while indulging in exceptional views
  7. Tour the UNESCO hilltop town of San Gimignano
  8. Spend 2 relaxing nights in a beautiful hotel in Siena
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3 Day Tuscany Tour from Siena Itinerary

Day 1 - Siena
  • See all of Siena's iconic landmarks: Piazza del Campo, Basilica of San Domenico, and the Sanctuary of St Catherine of Siena
  • Walk down Banchi di Sopra - one of the main streets and part of the famous Francigena Route, an ancient pilgrimage road
  • Stop at the Palazzo Salimbeni and Palazzo Tolomei to learn more about Siena's rich past
  • Free time to explore on your own
  • Overnight in Siena
Day 2 - San Gimignano, Chianti & Montalcino
  • Visit San Gimignano, a UNESCO World Heritage Site
  • Enjoy free time in the historical center, exploring local artisan shops and millenarian palazzos
  • Head to Monteriggioni, the ancient crown-shaped fortress
  • Relax at a Chianti winery with an optional lunch featuring salami, cheeses, and local wine
  • Continue to Val d’Orcia and Montalcino, overlooking the Brunello vineyards
  • Visit a local wine cellar to taste the renowned Brunello of Montalcino, one of Italy's first DOCG wines
  • Overnight in Siena
Day 3 - Pienza & Montepulciano
  • Begin touring a quaint local winery
  • Taste amazing wines paired with a variety of snacks
  • Discover Pienza on your own, a charming town that’s home to brilliant architecture
  • Take in the views of Val d’Orcia and explore the culinary heritage
  • Free time when visiting Montepulciano
  • Taste excellent local cheeses, like Pecorino
  • Return to Siena, where the tour ends
NB - all timings on 3 Day Tuscany Tour from Siena are approximate

Availability

Available dates are shown in green along with the starting price for that date based on recent searches. Click on a date to move to the next step and customize your trip such as adding airport transfers, choosing your hotel, and adding extra nights.

Includes
All touring and accommodation
Entrance fees: Siena Cathedral - (On Sundays, the Siena Cathedral is closed for public)
Meals & tastings: Wine tasting on the San Gimignano, Chianti & Montalcino, Wine tasting on the Pienza & Montepulciano tour
Excludes
Anything not mentioned above
Personal travel insurance
Gratuities
Essential Information
Each day of this tour package will be led by a local guide who opitimizes Tourist Italy's values: to provide you with an authentic, passion-filled tour
Choose your own hotel from our hand-picked selection during the booking process
The order of the days is subject to change so that we can optimize your itinerary to provide the best experience
During the booking process, it's possible to add extra nights of accommodation before or after the tour package
Customize this tour

Customize 3 Day Tuscany Tour from Siena and create a private experience for yourself, your family or a group of any size.

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