From Rome: Tuscany & Siena with Wine Tasting and Lunch

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Discover the wonders of Tuscany on this full-day trip from Rome. Visit the Medieval towns of Siena, San Gimignano, and Monteriggioni, learn about Tuscany's rich-history, and tour through the luscious Chianti wine region for a wine tasting session.


  • Visit three of Tuscany's most idyllic medieval villages in just one-day
  • Admire the rich architecture in the historic city of Siena
  • Wander through the 'Manhattan of Tuscany' in San Gimignano
  • Have a scoop of gelato from a world-champion gelato maker
  • Enjoy a spectacular wine and olive oil tasting session in the Chianti countryside


This tour has been designed to showcase the very best of Tuscany in just one-day and is perfect for travelers who only have a short amount of time. The day begins with departure from Rome at 6:45am on a fast speed train to Florence. Upon arrival in Florence, head to the meeting point sent to your email to meet your guide and set out on your sightseeing adventure. The first stop of the day is the historic city of Siena, which is bursting with rich architectural styles, best showcased at the cathedral and the old palace. After a brief guided walking tour of Siena, enjoy free time to explore on your own. Wander around the quaint streets of this magical town, have a traditional Italian lunch at one of the many cafés, or shop for handmade crafts and souvenirs. Continue the tour to the walled town of Monteriggioni next, which was the filming location of the blockbuster movie, Gladiator. Arrive at the Unesco World Heritage Listed San Gimignano next, which is the most famous walled medieval town in Tuscany, and nicknamed the ‘Manhattan of Tuscany’ due to its many towers. Armed with tips and recommendations from your guide, head out on your own adventure in the town and visit the sights and attractions that interest you most. Don’t forget to stop by the store of the world-champion gelato maker, and treat yourself to a seriously sweet treat. During the day, ride through the rolling countryside of Chianti and soak up the charming scenic views on the way to an authentic Tuscan winery. Against the backdrop of luscious vineyards and olive groves, enjoy a spectacular lunch with a wine and olive oil tasting session. At the end of a truly unforgettable day, head back to Rome, arriving at approximately 8 PM.


Round-trip train tickets between Rome and Florence Transport by minibus from Florence to Tuscany English-speaking tour leader 2-hour visit in Siena Orientation walk in Siena with tour leader and free time Quick visit to Monteriggioni 1 hour visit in San Gimignano Wine tasting in a local winery Extra virgin olive oil tasting Authentic Tuscan meal

Important Information

  • You will travel by train independently from Rome to Florence and back (tickets included
  • You will then meet your guide at the tour departure point in Florence
  • Full details of the train tickets will be sent to you by email a few days before the tour. On the ticket you will find the train number and assigned seat assigned • No refunds will be issued if you miss the train
  • The operator reserves the right to cancel or reschedule a tour if the minimum number of participants is not met
  • If you wish to stay longer in Florence you can take a later train back to Rome. Please inform the local operator when booking
  • Please bring cash if you wish to purchase gelato

Easy cancellation

Cancel up to 24 hours in advance for a full refund


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