Montalcino trip planner

Create a fully customized day-by-day itinerary for free
Itinerary planner
+ Add destination
2 adults
- +
- +
- +
You have 2 trips in progress.   See all
Trip PlannerEurope  /  Italy  /  Tuscany  /  Province of Siena  /  Montalcino


Wineries & Vineyards · Historic Sites · Observation Decks
City of Honey
In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany. Surrounded by high walls and anchored by a 13th-century fortress, the city is buzzing with an Old World charm and is full of medieval architecture and art. Visit the Abbey of Sant'Antimo and Neoclassical cathedral to begin your exploration of the city's diverse history. A winding labyrinth of stone alleyways make up the city center, which features original storefronts and traditional bistros--where the local Brunello di Montalcino wine is always being poured. Make your own Montalcino vacation itinerary, with a little help from those that know the place like the back of their hands, by using our Italy road trip site.
Create a full itinerary — for free!

Plan your trip to Montalcino

  • Get a personalized trip
    A full day by day itinerary based on your preferences
  • Customize it
    Refine your trip. We'll find the
    best routes and schedules
  • Book it
    Choose from the best hotels and activities. Up to 50% off
  • Manage it
    Everything in one place. Everyone on the same page.

Top Montalcino tours

Places to visit with Montalcino

FlorenceTrip planner Best for: Art Museum, Historic Walking Area, Landmark SienaTrip planner Best for: Landmark, Church, Historic Site PisaTrip planner Best for: Observation Deck, Religious Site, Landmark San GimignanoTrip planner Best for: Historic Site, Winery / Vineyard, Landmark CapoliveriTrip planner Best for: Beach, Specialty Museum, Scuba / Snorkeling