Montepulciano Vacation Packages
Best Montepulciano Vacation Packages:
Rome - Florence - Venice: Chauffeured Collection
7 nights from $1,959*
Explore our favorite Italian cities and hidden gems, including Montepulciano and UNESCO-listed cities Ferrara and San Gimignano, with private transfers. Begin this twist on our classic Italy getaway in historic Rome (the Eternal City) where the Colosseum looms large and the Vatican's treasures await discovery, and after that, travel to Florence (the capital of Tuscany and cradle of the Renaissance), until you finally reach Venice (the intimate city set on canals famous for gondola rides). Enjoy private transfers between each city that allow you to avoid the hassle of train stations and explore the following scenic towns: Montepulciano (renowned for its exquisite Vino Nobile Wine), San Gimignano (characterized by its medieval architectural towers) and Ferrara (a well-preserved UNESCO-listed city with rich history).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Other Montepulciano Vacation Packages:
Montepulciano
Hotels & Activities
Areas of Tuscany
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In the center of Tuscany - a charming hill-covered region offering a picturesque landscape of small stone villages, sprawling vineyards and olive groves.
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South of Siena - Hill towns, valleys, medieval castles guarding narrow road passes and isolated farmhouses. Perhaps Tuscany`s most captivating and picturesque region.
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Land of castle-dominated hill towns, misty blue mountains, and the remnants of Apennine forests. Splendid landscapes with famous monastic settlements, century-old trees and Romanesque parishes.
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Relatively uncrowded between Florence and Pisa - Towns with true architectural beauty and charm: mazes of narrow streets, Romanesque churches and beyond them stretches a land of genteel spas such as Montecatini Terme.
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Extensive beaches surrounded by high dunes and fresh pinewoods, characterized by clean water (certified blue flag beaches), interesting villages, and a background of the Apuan Alps.
SUGGESTED Montepulciano VACATION PACKAGES:
Italy Customer Reviews
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An email sent out 2 weeks prior to trip would be nice, letting us know the email with travel details would be coming a week prior to the actual trip w ...Traveled on:10/11/2026
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Everything was great, the hotels were very nice and centrally located and within walking distance to all the must see attractions in Rome, Florence an ...Traveled on:10/7/2026
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The trip was great besides all of the trains in between cities left so early in the day that we only got 1 whole day in each city. Would have preferre ...Traveled on:10/4/2026
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Let me think about that and get back to you with some useful information ...Traveled on:9/30/2026
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Transportation was great! Hotels were fine, but you need to give them contact information! They all told me they had no way to reach out to me, aski ...Traveled on:9/29/2026