Authentic Europe
Rome & Self-drive Tour of Tuscany
Self-guided Rome to Tuscany road trip with a first-class train leg
10 daysfrom $2,428
20% rail
Italy
Train tours through Montalcino
14 rail vacations stop in Montalcino, from 8 operators, 2 to 13 days, from $2,428 per person. Some pass through for an afternoon and some stay for days; each trip page shows the exact overnights.
Discovery Trains
Les vignobles toscans (Orient Express La Dolce Vita)
2-day luxury La Dolce Vita Orient Express to Tuscany's Montalcino
2 daysfrom $4,352
100% rail
Railbookers
La Dolce Vita Orient Express - Tastes of Tuscan Vineyards
Five-day Rome trip with one night aboard the Orient Express to Montalcino
5 daysfrom $5,049
40% rail
Planet Rail
2026 Departures - The Orient Express La Dolce Vita - Rome to the Vineyards of Tuscany - by air
Four-day Rome to Tuscany on the La Dolce Vita Orient Express with hotel
4 daysfrom $5,353
50% rail
Tailor Made Rail
La Dolce Vita Orient Express: Taste of Tuscan Vineyards
Eight-day London to Montalcino rail journey with luxury train sleeper and five-star hotels
8 daysfrom $5,627
65% rail
Planet Rail
The Orient Express La Dolce Vita - Rome to the Vineyards of Tuscany - by rail
Luxury rail journey London to Rome, Tuscan wine train, return via Alps
6 daysfrom $6,023
90% rail
Railbookers
The Gems of Italy and La Dolce Vita Orient Express - Tastes of Tuscan Vineyards
Luxury Italy trip with a night on La Dolce Vita Orient Express
9 daysfrom $6,309
44% rail
Railbookers
La Dolce Vita Orient Express - Tastes of Tuscan Vineyards with Amalfi
Rome, Tuscan wine country and the Amalfi Coast by rail and car
8 daysfrom $7,029
38% rail
Railbookers
Venice Simplon-Orient-Express and La Dolce Vita Orient Express with Montalcino
Ten-day luxury rail trip from Paris to Rome via Venice and Montalcino
10 daysfrom $16,319
50% rail
Railbookers
Venice Simplon-Orient-Express and La Dolce Vita Orient Express with Sorrento
Thirteen-day luxury rail trip from Paris to Sorrento via Venice and Rome
13 daysfrom $16,729
46% rail
Great Rail Journeys
La Dolce Vita, Rome & Montalcino's Tuscan Vineyards
Luxury sleeper train from Rome through Tuscany to Montalcino and back
5 daysprice on request
40% rail
Luxury Train Club
Orient Express La Dolce Vita
Luxury sleeper train through Italy's 14 regions in 1960s glamour style.
from $4,095
100% rail
Railbookers
La Dolce Vita Orient Express - Tastes of Tuscan Vineyards and the Gems of Italy
Luxury Italian rail journey linking Venice, Rome, Florence and Montalcino
9 daysfrom $6,119
40% rail
Fred. Holidays (Fred. Rail Journeys)
La Dolce Vita Orient Express
Luxury train journey through Italy on the La Dolce Vita Orient Express
price on request
100% rail