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![Wine and Dine in San Gimignano: A 5-Day Tuscany Escape](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018f6e6d-7ee3-7bd5-a328-841a4b806995/location714.jpg)
Wine and Dine in San Gimignano: A 5-Day Tuscany Escape Itinerary
Last updated: 2024 Jun 14Vineyard Delights and City Sights
Morning
Start your day with a delightful breakfast at La Mangiatoia, known for its traditional Tuscan dishes. Afterward, immerse yourself in the medieval charm of San Gimignano by visiting the Basilica of Santa Maria Assunta (Duomo di San Gimignano) and climbing the iconic towers for panoramic views.
Afternoon
For lunch, savor the local flavors at Bel Soggiorno, offering a variety of Tuscan specialties. In the afternoon, enjoy a San Gimignano Vineyard and Cellar Tour with Wine Tasting to experience the renowned Vernaccia di San Gimignano.
Evening
Conclude your day with a memorable dinner at Ristorante La Pergola, known for its panoramic views and exquisite cuisine.
Bedtime
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![Visit Basilica of Santa Maria Assunta (Duomo di San Gimignano) in San Gimignano](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/ad/07.jpg)
4.68Basilica of Santa Maria Assunta (Duomo di San Gimignano)
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![Visit Basilica of Santa Maria Assunta (Duomo di San Gimignano) in San Gimignano](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/ad/07.jpg)
Basilica of Santa Maria Assunta (Duomo di San Gimignano)
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![Visit San Gimignano Vineyard and Cellar Tour with Wine Tasting in San Gimignano](https://cdn.getyourguide.com/img/tour/4eda5283dcc064956d29d8718b2fb433ae1cb06f72aa9504a654e378da8ee418.jpeg/21.jpg)
4.93San Gimignano Vineyard and Cellar Tour with Wine Tasting
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![Visit San Gimignano Vineyard and Cellar Tour with Wine Tasting in San Gimignano](https://cdn.getyourguide.com/img/tour/4eda5283dcc064956d29d8718b2fb433ae1cb06f72aa9504a654e378da8ee418.jpeg/21.jpg)
San Gimignano Vineyard and Cellar Tour with Wine Tasting
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Truffle Hunting and Culinary Delights
Morning
Indulge in a truffle hunting experience in Chianti, followed by a pasta cooking class and lunch at Truffle Hunting in Chianti with Pasta CookingClass and Lunch.
Afternoon
After returning to San Gimignano, take a leisurely walk through the countryside or explore the local artisan shops. For a light afternoon snack, stop by Il Trovatore for some traditional bruschetta.
Evening
Enjoy a relaxed dinner at Le Vecchie Mura, a charming restaurant known for its Tuscan cuisine and warm ambiance.
Bedtime
Find amazing hotels in San Gimignano.
![Visit Truffle Hunting in Chianti with Pasta CookingClass and Lunch in San Gimignano](https://cdn.getyourguide.com/img/tour/2a34e857e7037bb3daa6954fe048509e39277e1d19c501bdc447cf73eac4d860.jpg/21.jpg)
5.00Truffle Hunting in Chianti with Pasta CookingClass and Lunch
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Truffle Hunting in Chianti with Pasta CookingClass and Lunch
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Wine Tasting and Vespa Adventure
Morning
Fuel up for the day with a cappuccino and pastry at a local cafe.
Afternoon
Embark on a From San Gimignano Chianti Half-Day Vespa Tour with Lunch through the picturesque Chianti region, stopping at wineries for tastings along the way.
Evening
For dinner, experience the true essence of Tuscany at Cum Quibus, known for its farm-to-table philosophy and extensive wine selection.
Bedtime
Find amazing hotels in San Gimignano.
![Visit From San Gimignano Chianti Half-Day Vespa Tour with Lunch in San Gimignano](https://cdn.getyourguide.com/img/tour/64832ba186565.jpeg/21.jpg)
4.88From San Gimignano Chianti Half-Day Vespa Tour with Lunch
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![Visit From San Gimignano Chianti Half-Day Vespa Tour with Lunch in San Gimignano](https://cdn.getyourguide.com/img/tour/64832ba186565.jpeg/21.jpg)
From San Gimignano Chianti Half-Day Vespa Tour with Lunch
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Countryside Serenity and Artisan Craft
Morning
Take a peaceful countryside walk to start your day, breathing in the fresh Tuscan air and enjoying the scenic beauty.
Afternoon
Participate in a Montelupo Fiorentino Tuscan Ceramic Master Potter Class to learn about the traditional art of Tuscan ceramics.
Evening
Dine at Osteria del Carcere, a hidden gem known for its intimate atmosphere and creative dishes.
Bedtime
Find amazing hotels in San Gimignano.
![Visit Montelupo Fiorentino Tuscan Ceramic Master Potter Class in San Gimignano](https://cdn.getyourguide.com/img/tour/62207f00534c8.jpeg/21.jpg)
5.00Montelupo Fiorentino Tuscan Ceramic Master Potter Class
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![Visit Montelupo Fiorentino Tuscan Ceramic Master Potter Class in San Gimignano](https://cdn.getyourguide.com/img/tour/62207f00534c8.jpeg/21.jpg)
Montelupo Fiorentino Tuscan Ceramic Master Potter Class
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Farewell to Tuscany
Morning
Spend your last morning in San Gimignano strolling through the historic center and picking up some souvenirs to remember your trip.
Afternoon
Enjoy a final San Gimignano Wine and Food Tasting in a Family Winery before heading to your next destination.
Evening
Conclude your Tuscany adventure with a special dinner at La Mangiatoia, reminiscing about your time in the heart of Italian wine country.
Bedtime
Find amazing hotels in San Gimignano.
![Visit San Gimignano Wine and Food Tasting in a Family Winery in San Gimignano](https://cdn.getyourguide.com/img/tour/60fbe1219e63d466dae6fac18e4a550db109dcedd9a4e10ad2165d855a528070.jpg/21.jpg)
5.00San Gimignano Wine and Food Tasting in a Family Winery
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![Visit San Gimignano Wine and Food Tasting in a Family Winery in San Gimignano](https://cdn.getyourguide.com/img/tour/60fbe1219e63d466dae6fac18e4a550db109dcedd9a4e10ad2165d855a528070.jpg/21.jpg)
San Gimignano Wine and Food Tasting in a Family Winery
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