10 Best Tours and Trips in Montepulciano 2025/2026 - Compare Prices

Italy City Break - 5 Days

4.5

(4 reviews )

Trip customizable

Best price guaranteed

Exploring Italy through this trip was an unforgettable experience! It allowed us to see all the iconic landmarks in each city we visited, offering a remarkable variety of activities that left no room for boredom. What made the journey even more exceptional were the guides - their passion for the country, combined with their extensive knowledge, made the trip truly unforgettable. They made it a priority to connect with each and every traveler, ensuring that everyone was fully immersed in the tour. With everything taken care of, this trip exceeded our expectations and more. I highly recommend it to anyone who wants to discover Italy in the best possible way!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Assisi

Rome, Florence, Venice, Assisi, Montepulciano, Siena, Tuscany, Bologna, Padua

Duration5 days

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Ultimate Italy

(9 reviews )

No booking fees

Best price guaranteed

Our overall experience with GAdventures was outstanding. The CEOs leading the tours were extremely knowledgeable of the cities we visited and always ready to help make the tours exciting and fun. We had at least two days in each of the cites which gave us enough time to explore on our own or with new friends we made along the way. I highly recommend GAdventures and we are already looking for another GAdventure tour next year.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Villa, Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Venice, Lake Como, Montepu

Rome, Venice, Lake Como, Montepulciano, Florence, Cinque Terre

Duration14 days

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Tuscan Adventure: Rome to Florence

(4 reviews )

No booking fees

Best price guaranteed

It was great and I am really glad I did it through a travel company, because planning it on my own would have taken so much time that i probably wouldn't be able to go.

Explorer

Tour Type

Small Group Tour

Accommodation

Villa, Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Florence, Montepulciano

Duration7 days

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Grand Journey of Italy - 11 Days

(2 reviews )

Trip customizable

Best price guaranteed

Awesome tour, Many fantastic sights throughout the tour, great experience I'll never forget. Well organised and good value for money. Thanks for all you do. We really appreciated it.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Pompeii, Rome, Florence, Venice

Pompeii, Rome, Florence, Venice, The Vatican, Assisi, Montepulciano, Siena, Naples, Sorrento, Tuscany, Bologna, Padua

Duration11 days

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A Taste of Tuscany Self-Guided Walking

4.5

(2 reviews )

No booking fees

Best price guaranteed

This tour was a welcome change from the fast paced touring of the big cities. We became familiar with the topography and vegetation as we hiked daily, also visiting towns known for wines and cheeses. The town of Chianciano provided a magnificent backdrop to our accomodation of Agriturismo La Pietriccia. We were awakened every morning to the rooster crowing. Stefano was an attentive and knowledgeable host. Plenty of food was served at the 4 course suppers. I feel this tour was necessary to complete my knowledge of the culture of Italy!

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Tuscany, Chianciano Terme, Chian

Tuscany, Chianciano Terme, Chianciano Vecchia, Montepulciano, Bagno Vignoni

Duration8 days

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Discovery of Italy: 8 Days

(1 review )

Trip customizable

Best price guaranteed

I have had the wonderful pleasure of touring with you, the tour was well executed. The experiences are amazing and very unique. So much fun and I will tour again. I will recommend.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, The Vati

Rome, Florence, Venice, The Vatican, Assisi, Montepulciano, Siena, Tuscany, Bologna, Padua

Duration8 days

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Christmas in Italy: Rome to Venice

No booking fees

Best price guaranteed

Imagine celebrating Christmas surrounded by Italy’s most iconic sights, each one aglow with festive lights and the warmth of the holiday season. The Christmas in Italy: Rome to Venice tour is a 9-day small-group trip that starts in historic Rome and winds through Montepulciano’s rolling hills before ending in enchanting Venice. Stroll through cobblestone streets lined with artisan markets, experience the grandeur of the Roman Colosseum, and sip mulled wine as you take in the Ponte Vecchio and Venice’s magical canals. The itinerary is rich with cultural experiences, local flavors, and festive cheer, making it the perfect way to experience Italy’s beauty with a seasonal twist. This tour package stands out for its unique blend of sightseeing, cultural immersion, and holiday spirit—ideal for travelers who want to see Italy at its most enchanting and create holiday memories that will last a lifetime.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Venice, Montepulciano, Florence

Duration9 days

Highlights of Italy

No booking fees

Best price guaranteed

Let Italy’s timeless wonders sweep you away on the "Highlights of Italy" tour, a nine-day journey from Rome to Venice. This adventure immerses you in the heart of Italy’s history, art, and flavors—stand in awe of Rome’s ancient ruins, get lost in Florence’s Renaissance masterpieces, and soak up the romance of Venice’s canals. Indulge your senses in Montepulciano, savoring regional wines and culinary delights. With a perfect mix of guided sightseeing and free time, this trip is ideal for those who want to experience Italy’s highlights at a comfortable pace. The unique selling point is the tour’s comprehensive blend of iconic sites and gastronomic pleasures—delivering the essence of Italy in one unforgettable package.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Venice, Montepulciano, Florence

Duration9 days

Treasures of Tuscany

Trip customizable

Best price guaranteed

Discover Tuscany’s essence on a 7-day journey blending art, history, and gourmet delights. Start in Florence, where Renaissance marvels like Michelangelo’s David await, then journey into Chianti for tastings of world-famous wines and olive oils. Explore Siena’s medieval charm and San Gimignano’s iconic towers, each town a testament to Tuscany’s rich heritage. In Montepulciano, sample the famed Vino Nobile, before wrapping up in the breathtaking Val d’Orcia, home to Brunello wine and sweeping landscapes This itinerary offers a perfect blend of culture, flavors, and scenic beauty, capturing Tuscany’s timeless allure

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Florence, Montepulciano, Tuscany

Duration7 days

Amalfi, Apulia & Tuscany - 13 days

No booking fees

Best price guaranteed

Set off on a 13-day journey from Rome through Italy’s most captivating regions. Begin at Montecassino and moving WWII sites, then continue into Apulia with stops in Trani, Polignano a Mare, and the UNESCO-listed trulli of Alberobello. Discover Baroque Lecce, coastal Otranto, and Gallipoli before exploring Matera’s cave dwellings and Castelmezzano’s dramatic peaks. From Salerno, sail the Amalfi Coast to Sorrento, Positano, and Amalfi. Hike Mount Vesuvius, uncover Pompeii, and pause for a day in Rome. Continue to medieval Orvieto, discover Florence's history, and see the thermal baths of Bagno Vignoni. Discover the towns of Sovana and Capodimonte before ending back in Rome.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Benevento, Pisa, Montepulc

Rome, Benevento, Pisa, Montepulciano, Lecce, Salerno, Florence

Duration13 days

Montepulciano Tours and Trips 2025/2026

Create a customized tour to Montepulciano and Italy

12 Trips in Montepulciano with 22 Reviews

Italy City Break - 5 Days

Ultimate Italy

Tuscan Adventure: Rome to Florence

Grand Journey of Italy - 11 Days

A Taste of Tuscany Self-Guided Walking

Discovery of Italy: 8 Days

Christmas in Italy: Rome to Venice

Highlights of Italy

Treasures of Tuscany

Amalfi, Apulia & Tuscany - 13 days

12 Trips in Montepulciano with 22 Reviews

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

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Montepulciano Tours and Trips 2025/2026

Create a customized tour to Montepulciano and Italy

12 Trips in Montepulciano with 22 Reviews

12 Trips in Montepulciano with 22 Reviews