Montalcino trip planner
Create a fully customized
day by day itinerary for free
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. Arrange all the small, but important details of your Montalcino trip itinerary using our Italy attractions tool.
Create a full itinerary — for free!
Plan your trip to Montalcino
Get a personalized planA complete day by day itinerary
based on your preferences
Customize itRefine your plan. We'll find the
best routes and schedules
Book itChoose from the best hotels
and activities. Up to 50% off
Manage itEverything in one place.
Everyone on the same page.
Top Montalcino tours
Small-Group Tuscany Day Trip from Rome with Hill Towns and Castles BOOK WITH VIATOR FROM $198
Duration: 13 hours
Tuscany Small-Group Day Trip from Florence with Chianti Wine Tastings and Lunch BOOK WITH VIATOR FROM $250
Duration: 11 hours
See all ›
Wineries in Montalcino
Side trips from Montalcino
Hidden gems in Montalcino
Shopping in Montalcino
Historic Sites in Montalcino
Places to visit with Montalcino
Recently planned trips to Montalcino
1 day in Montalcino & Barbaresco BY A USER FROM BRAZIL June, popular sights Preferences: June Attraction style: Popular sights Pace: Medium 1 day in Montalcino BY A USER FROM THE NETHERLANDS September, slow & easy, hidden gems Preferences: September Attraction style: Hidden gems Pace: Slow & easy 16 days in Italy, Barcelona & Bordeaux BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife, slow & easy, popular sights Preferences: May, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife Attraction style: Popular sights Pace: Slow & easy 15 days in Tuscany BY A USER FROM NEW ZEALAND September, popular sights Preferences: September Attraction style: Popular sights Pace: Medium 25 days in Italy BY A USER FROM BRAZIL September, popular sights Preferences: September Attraction style: Popular sights Pace: Medium 7 days in Northwest Italy BY A USER FROM ITALY August, outdoors, relaxing, fast-paced, hidden gems Preferences: August, outdoors, relaxing Attraction style: Hidden gems Pace: Fast-paced