San Gimignano Vacation Packages
Best San Gimignano Vacation Packages:
Tuscan Highlights Self Drive (Florence - Siena - San Gimignano)
7 nights from $1,224*
A unique trip to Italy's Tuscany Region by car! . Discover Florence (capital of Italy’s Tuscany region, home to Renaissance art and architecture) and from there, with Rental Car, main cities in Tuscany, like Siena (famous for its cuisine, art, museums, medieval cityscape and the Palio horse race in Piazza del Campo) and San Gimignano (famous for its medieval architecture, unique in the preservation of about a dozen of its tower houses). Drive back to Florence to drop off the car and finisht this trip with one last night stay.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Other San Gimignano Vacation Packages:
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10 nights from $2,915*More details›
San Gimignano
Hotels & Activities
Travel Guide
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Discover San Gimignano
San Gimignano is a charming walled medieval hill town in Tuscany known for its striking skyline of ancient towers. This UNESCO World Heritage Site has preserved its medieval allure better than any other town in Tuscany, and invites visitors to wander its cobbled streets and narrow alleyways.
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.
Regions of Italy
SUGGESTED San Gimignano 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











