Rome to Siena by Historic Train with Guided Tour and Wine Tasting

Journey from Rome to Siena aboard a historic train and immerse yourself in the charm of Tuscany. This curated experience combines culture, history, and gastronomy, with the perfect balance of guided discovery and time to relax at your own pace.

Begin your adventure with a scenic ride from Rome across the rolling hills of Maremma before reaching Siena. Upon arrival, a private transfer will bring you into the city center, where you’ll have time to enjoy lunch on your own. In the afternoon, join your expert guide for a half-day tour through Siena’s highlights: admire the ornate Cathedral, explore the frescoed Piccolomini Library, visit Palazzo delle Papesse, and enjoy breathtaking views from the panoramic terrace.Your cultural journey continues with a stop at a traditional wine bar in the city center. Savor a guided tasting of Tuscan wines paired with authentic regional specialties, a moment that celebrates Siena’s culinary heritage. After the tasting, your private driver will transfer you to your hotel, where you can relax and enjoy an overnight stay with breakfast included.

After a restful night, wake up to breakfast at your hotel before enjoying a leisurely morning to soak in Siena at your own rhythm. Wander the medieval streets, sip coffee in Piazza del Campo, or capture photos of the Torre del Mangia. When ready, your private transfer will bring you back to the station for your scenic return journey to Rome.

Once in Siena, you can choose from three itineraries to customize your journey. Siena Divina – Easy features a half-day city tour, enoteca tasting, and overnight stay, with transfers via public bus. Flavors & Sights of San Gimignano offers a scenic drive, winery visit with wine tasting and lunch, a guided tour of the town, and a stop for award-winning gelato. Chianti Charm: Monteriggioni & Radda includes guided visits to both villages, a winery tour with tasting and lunch, plus free time to explore. All options are also available as land-only experiences without accommodation. For bookings, assistance, or further information, please contact dmc@townsofitaly.com.