Step aboard a historic train from Rome to Siena and travel through the picturesque Tuscan countryside. Upon arrival, enjoy private transfers to the city center for a guided half-day tour, exploring Siena’s iconic landmarks with your included Siena Pass. Savor a wine tasting paired with local specialties at a traditional enoteca before checking in to your hotel for an overnight stay with breakfast. The following day, enjoy free time to explore before your private transfer to the station for the scenic return journey to Rome.
About this tour:
Limited availability
- Travel from the station to Siena’s historic center with a private transfer
- Explore Siena’s most iconic landmarks with a knowledgeable local guide
- Taste fine wines and regional specialties during a curated visit to a local wine shop
- Enjoy a relaxed stay at your handpicked hotel
- Return to Rome stress-free with a private transfer from your hotel to the station.
Travel from Rome to Siena for a curated taste of Tuscan life including history, wine, and timeless beauty, all without the hassle.
Day 1: Arrive in Siena and explore its main attractions
Start your experience with a scenic train ride from Rome to Siena, passing through the beautiful Maremma countryside. Upon arrival, enjoy a private transfer to the historic city center, where you’ll have some free time to grab lunch and take in the atmosphere. After lunch, meet your expert local guide for an immersive walking tour through the heart of Siena. Highlights include the magnificent Cathedral, the frescoed Piccolomini Library, Palazzo delle Papesse, and the breathtaking panoramic terrace overlooking the city’s terracotta rooftops and surrounding hills.
Visit a traditional enoteca and savor local products
Following your cultural exploration, enjoy a guided visit to a traditional enoteca in the city center. Here, you’ll indulge in a tasting session featuring carefully selected local wines and authentic Tuscan products—a perfect moment to unwind and savor the region’s rich culinary heritage. This experience not only delights the palate but also deepens your connection with the land and its traditions. After the tasting, your private driver will transfer you to your hotel for check-in and a relaxing overnight stay in Siena.
Day 2: Slow Morning & Return to Rome
After a restful night in your handpicked hotel, wake up to a delicious breakfast and enjoy a leisurely morning to explore Siena at your own pace. Whether you want to sip espresso in a quiet piazza or take one last photo of the iconic Torre del Mangia, the time is yours to enjoy. When ready, your private driver will escort you back from the hotel to the train station for your return journey to Rome, enriched by the essence of Tuscany.
Alternative experiences available
Once arrived in Siena from Rome, you can choose to enrich your journey with one of three itineraries. Siena Divina – Easy offers a half-day guided tour of Siena, covering the Cathedral, Piccolomini Library, Palazzo delle Papesse, and the panoramic terrace, followed by a tasting at a local enoteca. Overnight stay is included, or the experience can be booked as a land-only option without accommodation, with transfers to and from the station by public bus. The Flavors & Sights of San Gimignano includes a scenic drive to this medieval gem, a winery visit with tasting and lunch, a guided tour of the town, and a stop for award-winning gelato before returning for the overnight stay. Chianti Charm: Monteriggioni & Radda features guided visits to both villages, a winery tour with tasting and lunch, plus free time to explore at your own pace. Even these last two options are also available as land-only options without accommodation. To book, request assistance, or obtain more information, please contact [email protected].
Important Information
This tour includes a walking tour of Siena and is therefore not suitable for guests with impaired mobility.
For any information regarding booking options or for assistance, please contact [email protected].
Rain Policy
This tour runs on rain or shine.
Included
Meeting Point
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Meet your tour driver in front of the Trenitalia ticket office, located inside the station.
Starting from
price per person