Best Montepulciano Tours & Trips

This hill town in southern Tuscany produces two Italian wines: Vino Nobile and Rosso di Montepulciano. Explore the Piazza Grande atop the town’s tallest hill, see frescos at the Duomo, or take wine tours throughout the valley. The Val di Chiana location is perfect for visiting the surrounding Tuscan towns.
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14-Day Ultimate Italy Tour from Rome · Montepulciano, Florence, Cinque Terre, Lake Como and Venice
Operated by G Adventure
Breakfast Included
4.7 (9 reviews) Tour Code: 747441
Start / End City
Rome, Venice
Duration
14.0 Days
City & Attractions
Venice, Montepulciano, Monterosso Al Mare +9 more
Languages
English Live
Group Type
Small Group Tour
Save 30%
From $5,623.33
$3,936.33
5-Day Italy City Break Tour from Rome: Florence, Bologna and Venice
Likely to Sell Out
Instant Confirmation
4.4 (8 reviews) Tour Code: 731841
Start / End City
Rome
Duration
5.0 Days
City & Attractions
Rome, Assisi, Siena +11 more
Languages
English Live
Group Type
Standard Group Tour
From
$1,197.00
8-Day Discovery of Italy Tour from Rome with Airport Transfers: Florence, Bologna and Venice | Hop-On Hop-Off | Vatican Museums: Skip the Line
Likely to Sell Out
Free Airport Pick up & Drop off
Instant Confirmation
4.4 (4 reviews) Tour Code: 735819
Start / End City
Rome
Duration
8.0 Days
City & Attractions
Rome, Assisi, Siena +12 more
Languages
English Live
Group Type
Standard Group Tour
From
$1,838.55
8-Day Best of Italy Tour From Rome: Siena, Tuscany, Florence, Venice and Vatican | UNESCO World Heritage
4.0 (1 reviews) Tour Code: 202735
Start / End City
Rome
Duration
8.0 Days
City & Attractions
Rome, Siena, Assisi +18 more
Languages
English Live, French Live, Portuguese Live +1 more
Group Type
Standard Group Tour
From
$1,271.22

Reviews for Montepulciano Tours

O
14-Day Ultimate Italy Tour from Rome · Montepulciano, Florence, Cinque Terre, Lake Como and Venice

A dream come true. The blend of structured activities and free time was ideal. The hotels were charming and well-located. Our guide, Alessia, handled every detail with a smile, making the group feel like a family. The transportation between cities was smooth and punctual. We appreciated the transparent pricing—all essential sights were included, making budgeting easy. Grazie mille!

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R
5-Day Italy City Break Tour from Rome: Florence, Bologna and Venice

The perfect Italian escape!

What an incredible week! From start to finish, everything ran smoothly. The motorcoach was comfortable, and the transfers were always on time. I really liked the balance between guided sightseeing and free time—especially in Florence, where we had space to wander and shop a bit. The food was another highlight. That Tuscan lunch with local wine in Montepulciano was heavenly, and I still dream about the pasta in Bologna. Venice was the cherry on top—walking across the Bridge of Sighs at sunset felt surreal. Honestly, for a short trip, this covered so much ground without ever feeling chaotic. Worth every penny.

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H
8-Day Discovery of Italy Tour from Rome with Airport Transfers: Florence, Bologna and Venice | Hop-On Hop-Off | Vatican Museums: Skip the Line

Worth every moment and every euro

This trip packed so much into 8 days and somehow never felt overwhelming. The airport transfer was seamless, which is always a relief when arriving in Rome after a long flight. The guides were top-notch, balancing history with local stories that brought the cities alive. I especially loved Siena and Padua, two places I never would have visited on my own. The bus rides were scenic and restful, the meals included were high quality (especially the Tuscan lunch with wine!), and the hotels were very comfortable. Ending the trip with a Vatican Museums skip-the-line tour was the perfect finale. Honestly, I couldn’t have asked for a better way to experience Italy’s highlights without the stress of planning everything myself.

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