Tuscan Hills Tour: Siena & San Gimignano Highlights

Explore Siena and San Gimignano with wine tasting on a Tuscan day trip from Rome. Discover medieval wonders and savor exquisite local wines.

Duration: 12 hours
Cancellation: 24 hours
Highlights
  • Siena - Nestled in the heart of Tuscany, Siena is a medieval city celebrated for its stunning beauty and rich historical legacy. The historic center of Siena, a UNESCO World Heritage Site, is distinguished by its narrow, winding streets, historic buildings, and charming squares. Piazza del Campo serves as the vibrant center of city life and is the…
What's Included
  • Pick up and drop off
  • Assistant for the entire duration of the tour
  • Driver
  • Entrance tickets to the Cathedral of Siena
  • Wine and local products tasting in a historic country estate
What's Not Included
  • Gratuities
Additional Information

Embark on an enchanting journey through the Tuscan hills, exploring the historic cities of Siena and San Gimignano. Guests will be picked up from their hotel or apartment in Rome. The tour begins with a visit to Siena, featuring its stunning Piazza del Campo and the majestic Duomo. Marvel at the medieval architecture and delve into the rich history and…

Location
Siena
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(3 Ratings)
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1 star
Mpl5962nt
Jan 17, 2026
Quiet Tuscany in January- no crowds, peaceful and so much space to fully explore without the crowds - The perfect Italian day! January is a peaceful time for Tuscan villages! Max and Paula were amazing, immediately felt welcomed and never rushed. Perfect walking tours, history, and wine.
Review provided by Tripadvisor
Junnielawp
Nov 14, 2025
Mamma Mia super fanstastic - If I could give Max and Paula 10 stars, I absolutely would. This experience was far beyond the typical “run-of-the-mill” tour — it felt personal and thoughtful! The day in Siena and San Gimignano was unforgettable. Paula shared not only the history and culture of each place, but also the hidden stories and local insights that you won’t find in guidebooks. Max drives very comfortably. Their warmth, professionalism, and passion for what they do made the entire journey exceptional. The wine tour was the perfect finale — beautiful vineyards, incredible wines, and an atmosphere that felt authentic and relaxed. I would wholeheartedly recommend this tour to all my family and friends. Grazie, Paula and Max, for an extraordinary experience!
Review provided by Tripadvisor
891arlaa
Oct 1, 2025
Highly Recommended! - We had an unforgettable day with Mamma Mia Italia exploring Siena, San Gimignano, and enjoying a private wine tour. Dina was an incredible guide—knowledgeable, fun, and passionate—while Maximo was a fantastic driver who made the journey smooth and relaxing. The wine experience was outstanding and perfectly curated. Highly recommend this team for a truly memorable Tuscan adventure!
Review provided by Tripadvisor
From $170
up to 12 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).