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Top Picks for Montalcino Experiences

Q: How many Experiences are available in Montalcino on Trip.com?

Trip.com offers 62 Experiences in Montalcino

Q: What are the best Experiences in Montalcino?

Maremma: Sangiovese Wine Tasting Montalcino: Vineyard Guided Tour + Wine Tasting in the Castle Tuscany: Chianti Tour + Medici Villa Wine Tasting

Q: What are the top-rated Experiences in Montalcino?

Hot air balloon tour in Tuscany, Italy Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

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Discover 62 Experiences in Montalcino on Trip.com, updated September 21, 2025, with experiences lasting from 1 to 12 hours. Find the perfect adventure for your day!

From USD 11.65 per person, with an average total of USD 83.76. Choose the option that suits your plan.

With 10.292k verified reviews, Experiences Montalcino boast an average rating of 4.8.

This week's most popular Experiences: "Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery", with 9.887k reviews and a 4.9 rating.

Now on Trip.com: "Maremma: Sangiovese Wine Tasting", a 2-hour adventure in Montalcino!

The next available day tour departs on September 22, 2025. Book now to secure your spot!

Montalcino Experiences usually take about 2 hours — perfect for a relaxed, immersive experience!

95% of Montalcino Experiences now offer English-speaking guides

September is the perfect time to visit Montalcino! Choose from Experiences available day tours, including seasonal favorites like Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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62 Results for Montalcino Experiences

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Maremma: Sangiovese Wine Tasting

Duration: 2 hrs

English

FromUS$17.48

Montalcino: Vineyard Guided Tour + Wine Tasting in the Castle

Duration: 2 hrs

English

FromUS$68.61

Tuscany: Chianti Tour + Medici Villa Wine Tasting

Duration: 90 mins

English

FromUS$57.08

Montepulciano: Vineyard Guided Tour + Wine Tasting

Duration: 1 hr

English

FromUS$40.66

Montalcino: Vineyard Tour + Wine Tasting

Duration: 90 mins

English

FromUS$37.86

Montalcino: Brunello Wine Tasting Experience

Duration: 90 mins

English

4.7/5

Great· 38 reviews

FromUS$38.60

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Duration: 9 hrs

English

4.9/5

Excellent· 347 reviews

FromUS$213.76

Corte Pavone Winery: Local Wine Tasting With Gourmet Appetizers

Duration: 90 mins

English

FromUS$81.54

Corte Pavone Winery Estate: Picnic with Wine & Food + Vineyard Guided Tour

Duration: 90 mins

English

FromUS$58.25

Corte Pavone Winery Estate: Montalcino Wine Tasting + Gourmet Bites

Duration: 145 mins

English

FromUS$40.77

Corte Pavone Winery Estate: Montalcino Wine Tasting

Duration: 45 mins

English

FromUS$34.95

Corte Pavone Winery Estate: Backstage Brunello Tour + Gourmet Tasting

Duration: 150 mins

English

FromUS$151.44

Corte Pavone Winery Estate: Guided Winery Tour with Montalcino Wine Tasting

English

FromUS$11.65

Arezzo: Wine Tasting in Val di Chiana

Duration: 2 hrs

English

FromUS$46.48

󱩳Enjoy a private picnic in the vineyards with homemade organic Tuscan specialities

Picnic With a Bottle of Wine in Montalcino With Optional Wine Tour

Duration: 150 mins

English

FromUS$29.13

󱩳The Brunello wineries you will tour

Wine Tasting Small Group Tour with Lunch in Brunello

Duration: 540 mins

English

FromUS$209.68

󱩳A Standard Price landscape experience: The Tuscany region is famous for its Standard Price natural landscapes, and Hot air balloon rides flights offer a unique perspective on these beauties. You will overlook the rolling hills, ancient towns and villages, running animals, and wave hello to the Standard Price who get up early.

Hot air balloon tour in Tuscany, Italy

Duration: 3.5 hrs

English

5.0/5

Excellent· 5 reviews· 38 booked

FromUS$304.33

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

Duration: 11–12 hrs

4.9/5

Excellent· 9.9k reviews· 45 booked

FromUS$124.69

󱩳From medieval cities to World Heritage towns and rural villages, to Pisa's stunning Piazza dei Miracoli and the Leaning Tower, discover Tuscan landmarks in one day!