9 Day Florence, Siena & Pisa Tour Package

Visits Florence, Siena, Pisa, San Gimignano, Chianti, Montalcino, MonteriggioniStarts in FlorenceAvailable Every Wednesday, Thursday, Sunday - varies seasonallyClick on 'check availability' to view the calendar
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9 day package
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Our 9 Day Florence, Siena & Pisa Tour Package will enchant you with a jam-packed adventure of Tuscany’s beautiful towns and hidden treasures. In Florence, visit incredible sites without entering any museums, from the Uffizi Gallery to the Florence Duomo. End your first day with a sunset aperitivo atop a magnificent rooftop. Day 2 will whisk you off on a coffee, olive oil, and wine-tasting tour in Tuscany’s picturesque countryside. After exploring Siena’s rich history and medieval architecture, take in breathless views from the hilltop town of San Gimignano. Stop in the heart of wine country in Monteriggioni and Montalcino, where you’ll taste divine white wines at local vineyards. Finally, get lost in Pisa’s medieval charm, checking off the famous Leaning Tower from your bucket list; savoring memories to last a lifetime!

For foodies, wine lovers, and adventurers, our 9 Day Florence, Siena & Pisa Tour Package is waiting for you! Experience the enchanting cities of Florence, Siena, and Pisa with inclusive train transfers. Your expert guides will lead you across iconic sites while you enjoy authentic food & wine tastings. Relax in luxurious hotels for 8 nights, enhancing your journey all the more. Book today!

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9 Day Florence, Siena & Pisa Tour Package Highlights

  1. Discover Florence’s world-famous outdoor landmarks, like the Duomo
  2. Enjoy inclusive train tickets, getting you from one city to the next quickly and comfortably
  3. Taste amazing white wines in Monteriggioni and Montalcino
  4. Take in the exceptional views from the hilltop town of San Gimignano
  5. Spend 8 nights in hotels of your choice from our curated list
  6. Explore the beautiful architecture and history of medieval Siena
  7. Tour Pisa, taking memorable photos at the famous Leaning Tower
  8. Be led through Tuscany with expert guides at your side
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9 Day Florence, Siena & Pisa Tour Package Itinerary

Day 1 - Arrival in Florence
  • Optional airport transfer
  • Overnight in Florence
Day 2 - Florence
  • Explore Florence's iconic landmarks from the outside: Uffizi Gallery, Piazza della Signoria, Florence Duomo, and more. The first part of the tour ends at 14:00
  • Enjoy a 2h break
  • 16:45 - Rejoin your group at the Storico Mercato Centrale (you are responsible for getting there on time)
  • Enjoy a tasting tour at Storico Mercato Centrale indoor market
  • Atop a luxurious rooftop, sip on a classic Italian aperitivo while watching the sunset
  • Overnight in Florence
Day 3 - Coffee, Olive Oil & Wine Tasting
  • Visit a family-owned coffee factory and taste different types of brews
  • Arrive at an Olive oil farm and learn about the production process
  • Enjoy free time and grab a Tuscan lunch with local products at the farm's restaurant
  • Continue to a winery and wander the picturesque vineyard
  • Enjoy wine tastings against the beautiful Tuscan backdrop
  • Overnight in Florence
Day 4 - Transfer Siena
  • Train transfer to Siena
  • Overnight in Siena
Day 5 - 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 6 - San Gimignano, Chianti & Montalcino
  • Visit San Gimignano, a UNESCO World Heritage Site
  • Enjoy free time in San Gimignano’s historical center
  • Learn about Vernaccia, the high-quality original DOCG wine produced exclusively here
  • Travel to Monteriggioni, the ancient fortress
  • Relax at a Chianti winery with an optional lunch featuring salami, cheeses, and local products
  • Continue to Val d’Orcia, another UNESCO site
  • Reach Montalcino, known for its Brunello vineyards
  • Taste the renowned Brunello of Montalcino at a local wine cellar
  • Overnight in Siena
Day 7 - Transfer to Pisa
  • Train transfer to Pisa
  • Overnight in Pisa
Day 8 - Pisa
  • Discover Pisa and visit its most famous monument: the Leaning Tower
  • Learn about the history, culture, and traditions of this medieval town
  • Admire the legacy of the Medici family and Galileo Galilei
  • Visit the Square of Miracles
  • Overnight in Pisa
Day 9 - Departure
  • Optional airport transfer
NB - all timings on 9 Day Florence, Siena & Pisa Tour Package are approximate
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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.

All touring and accommodation
Trains: Florence-Siena, Siena-Pisa
Florence: Food tastings, Aperitivo & plate of cold cuts
Tuscany: Guided tour of the coffee factory where there are also coffee tastings, and the opportunity to make your own espresso , Olive oil farm tour & Olive oil tasting, Winery tour & 4-5 Wine tastings
Siena: Entrance fee to the Siena Cathedral - (On Sundays, the Siena Cathedral is closed for public)
San Gimignano, Chianti & Montalcino: Wine Tasting & snacks
Pisa: Entrance to the Leaning Tower
Anything not mentioned above
Arrival & departure transfers
Assistance at the train stations
Transportation to/from the train stations
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
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
Florence: All participants are responsible for their own arrival at the Storico Mercato Centrale following the 2-hour break. Please be there on time to ensure the tour continues on time. The market is closed on Sundays, on that day, you will have tastings in local stores
Cancellation Policy
The train tickets are non refundable