2 Day Siena Tour

Visits Siena, San Gimignano, Chianti, MontalcinoStarts in SienaAvailable Every Wednesday, Saturday, SundayClick on 'check availability' to view the calendar
Tour Package
Accommodation Included
Expert Tour Guide
2 day package
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€209per person
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Our amazing 2 Day Siena Tour is bound to leave you amazed with its intricate history and savory wines. Start in the impressive Piazza del Campo and see the enchanting fountain and Palazzo Pubblico. Wander the exquisite Basilica of San Domenico and learn about Saint Catherine’s Sanctuary from your experienced guide. As you are led down the cobblestone alleyways and past architecture of centuries past, spot the remarkable details hiding in plain sight. Take in the majestic streets as you explore San Gimignano – the hilltop town declared a UNESCO World Heritage Site. Once in the bucolic wine country, head to Monteriggioni and Val D’Orcia to see ancient walls, embrace the medieval charm and taste delectable wines of DOCG prestige. Montalcino’s vineyards will inspire the wine aficionado in you and the rich landscapes of the surrounding area will leave you breathless. 

For wine lovers who appreciate incredible history, join our unforgettable 2 Day Siena Tour! You’ll be led across some of the richest vineyards, and sceneries, and taste impeccable DOCG wines all while admiring brilliant landscapes. This fabulous tour includes a night of hotel accommodation in Siena, wine tastings, comfortable transportation, site entries, and light snacks. Book your Siena journey today!

2 Day Siena Tour Highlights

  1. Wander the beautiful and captivating streets of Siena – from the magnificent Piazza del Campo to the Basilica of San Domenico
  2. Explore the Sanctuary of Saint Catherine with an experienced guide and be led through its hidden secrets
  3. Spend an unforgettable night in a Siena hotel of your choice picked from our curated list
  4. Taste the incredible wines of the Val D’Orcia and Montalcino – high-quality DOCG blends of rich origin
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2 Day Siena Tour Itinerary

Day 1 - Siena
  • Begin your day in Siena with stops at some of its most magnificent highlights, like the Piazza del Campo, Palazzo Pubblico, and more
  • See the exquisite Basilica of San Domenico and the Sanctuary of St Catherine of Siena before you slowly wander down the Banchi di Sopra, one of the city's main streets
  • Visit the Palazzo Salimbeni and Palazzo Tolomei to witness the opulence these ancient families enjoyed
  • Free time to explore on your own
  • Overnight in Siena
Day 2 - San Gimignano, Montalcino & Chianti
  • Begin in the hilltop town and UNESCO World Heritage Site of San Gimignano
  • See its medieval towers and taste Vernaccia white wine
  • Explore on your own with a self-guided tour to discover artisanal shops and local treasures
  • Reach Monteriggioni, a fortress adorned with centuries-old ancient walls
  • Enjoy a lunch of salamis, cheeses, and other local delicacies paired with fine wines
  • See Val d’Orcia, another UNESCO site, and tour Montalcino's vineyards
  • Sample some Brunello wine, one of the first DOCG wines from the region
NB - all timings on 2 Day Siena Tour are approximate
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All touring and accommodation
Siena: Cathedral entrance ticket (On Sundays, the Siena Cathedral is closed for public)
Tuscan day tour: Wine tasting & light lunch consisting of typical Tuscan dishes, snacks
Anything not mentioned above
Personal travel insurance
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
During the booking process, it's possible to add extra nights of accommodation before or after the tour package
The order of the days is subject to change so that we can optimize your itinerary to provide the best experience
Tuscan day tour: Vegetarian lunch options are available upon request. Participants must be able to climb stairs
Siena: From June 27th to July 31st, and August 18th the cathedral tour costs 5 euros that must be paid on the spot