G Adventures
Local Living Italy-Tuscany San Gimignano
Local Living Italy-Tuscany San Gimignano
If you’ve ever wanted to forge a deeper bond with a destination, this is your chance. Centred in San Gimignano, this Local Living adventure places you in the heart of central Tuscany. You’re free to explore the town, visit vineyards, discover medieval highlights, or embrace your inner artist wandering the Tuscan countryside. If you’re looking for a deeper dive into Italian cities, there’ll be day trips to visit Siena and Florence. You’ll share the main accommodation with like-minded travellers and a CEO (Chief Experience Officer) there to point you in the right direction. Prepare to fall in love with Italy.
Highlights
Share an apartment in our local friend Ugo’s home, eat delicious Tuscan cuisine and sample regional wines, stroll the lanes of medieval San Gimignano, walk along the beautiful Tuscan countryside, make new friends at your home away from home.
Accommodation
Hotel (1 nt), apartments in a locally owned home (5 nts).
Group Leader
CEO (Chief Experience Officer) throughout.
Group Size Notes
Max 8, Avg 6
Meals Included
6 breakfasts, 1 lunch, 1 dinner
What’s Included
Your Welcome Moment: Welcome Moment – Meet Your CEO and Group
Your Local Living Moment: Home Cooked Dinner with Ugo, San Gimignano
Your Foodie Moment: Half-day Cooking Class, San Gimignano
Your Local Living Moment: Local Wine Tasting, San Gimignano. Orientation walks in Rome, San Gimignano, and Siena. Walk along San Gimignano’s medieval wall. Quarter-day walk through the Tuscan countryside to Montauto. Day trips to Siena and Florence. Transport between destinations and included activities.
| Day 1 |
Often called the Eternal City, Rome stands alone as Italy's most visited destination. The third most populated city in the European Union, Rome boasts ancient sites, yet has a modern flair — an exhilarating mix of the Old World and the new.
Rome's must-see attractions include the Colosseum, Trevi Fountain, Pantheon, and St. Peter's Basilica. Of course, within the city limits of Rome lies an independent country: Vatican City, the Roman Catholic Church headquarters and the only current example of a country inside a city. With its Renaissance architecture, ancient ruins, and works by Michelangelo, Rome is a vibrant destination offering spectacular examples of human achievement. Visitors wandering through this glorious city have so much to discover! |
| Day 2 |
Often called the Eternal City, Rome stands alone as Italy's most visited destination. The third most populated city in the European Union, Rome boasts ancient sites, yet has a modern flair — an exhilarating mix of the Old World and the new.
Rome's must-see attractions include the Colosseum, Trevi Fountain, Pantheon, and St. Peter's Basilica. Of course, within the city limits of Rome lies an independent country: Vatican City, the Roman Catholic Church headquarters and the only current example of a country inside a city. With its Renaissance architecture, ancient ruins, and works by Michelangelo, Rome is a vibrant destination offering spectacular examples of human achievement. Visitors wandering through this glorious city have so much to discover! |
| Day 3 |
San Gimignano, a stunning medieval hilltop town in Tuscany, Italy, is often called the "Medieval Manhattan" due to its remarkable skyline of ancient towers. Encircled by 13th-century walls, the town is a UNESCO World Heritage site that offers a mesmerizing journey back in time. As you stroll along the cobbled streets of the historic center, you'll be enchanted by the preserved Romanesque and Gothic architecture, from charming piazzas to grand churches. The Collegiata di San Gimignano, a Romanesque cathedral, is a must-visit, renowned for its vivid frescoes that depict scenes from the Old and New Testaments, crafted by some of Italy's most celebrated artists of the 14th century. San Gimignano's iconic skyline, once dotted with over 70 towers, was built by noble families competing for power and prestige during the Middle Ages. Today, only 14 towers remain, yet they still evoke the town's rich history and rivalries. Climb the Torre Grossa, the tallest tower in town, for panoramic views of the surrounding Tuscan countryside, with its rolling vineyards and olive groves stretching to the horizon. The climb is well worth the effort, offering a bird's-eye view of the medieval rooftops and the distant hills. The town is not just about history; it also offers a delightful culinary experience. San Gimignano is known for its locally produced white wine, Vernaccia di San Gimignano, which has been celebrated since the Renaissance and was even praised by the likes of Dante and Michelangelo. Enjoy a glass of this crisp, golden wine at a local enoteca, paired with regional specialties such as saffron-infused dishes and wild boar ragu. For dessert, treat yourself to the world-famous gelato from Gelateria Dondoli, winner of multiple Gelato World Championships, located right in the heart of Piazza della Cisterna. Fun fact: San Gimignano was an important stop along the Via Francigena, a major pilgrimage route that stretched from Canterbury to Rome in the Middle Ages. Pilgrims would rest and refresh in the town before continuing their arduous journey southward. Today, visitors can still walk part of this historic route, which winds through some of Tuscany's most breathtaking landscapes. |
| Day 4 |
Florence (Firenze) is a compact city, but densely packed with spectacular art and architecture everywhere you look. The city center itself is a UNESCO World Heritage Site.
Birthplace of the Renaissance as well as Italy's fashion industry, Florence is imbued with an air of history and sophistication. Visitors are sure to be enchanted with the Florentine way of life, from the sensational Tuscan cuisine to the Michelangelo masterpieces. Art and food lovers will find much to embrace here. Looming over Florence is the Duomo, a red terracotta dome that is part of the Cathedral of Santa Maria del Fiore. Bellissima! |
| Day 5 |
San Gimignano, a stunning medieval hilltop town in Tuscany, Italy, is often called the "Medieval Manhattan" due to its remarkable skyline of ancient towers. Encircled by 13th-century walls, the town is a UNESCO World Heritage site that offers a mesmerizing journey back in time. As you stroll along the cobbled streets of the historic center, you'll be enchanted by the preserved Romanesque and Gothic architecture, from charming piazzas to grand churches. The Collegiata di San Gimignano, a Romanesque cathedral, is a must-visit, renowned for its vivid frescoes that depict scenes from the Old and New Testaments, crafted by some of Italy's most celebrated artists of the 14th century. San Gimignano's iconic skyline, once dotted with over 70 towers, was built by noble families competing for power and prestige during the Middle Ages. Today, only 14 towers remain, yet they still evoke the town's rich history and rivalries. Climb the Torre Grossa, the tallest tower in town, for panoramic views of the surrounding Tuscan countryside, with its rolling vineyards and olive groves stretching to the horizon. The climb is well worth the effort, offering a bird's-eye view of the medieval rooftops and the distant hills. The town is not just about history; it also offers a delightful culinary experience. San Gimignano is known for its locally produced white wine, Vernaccia di San Gimignano, which has been celebrated since the Renaissance and was even praised by the likes of Dante and Michelangelo. Enjoy a glass of this crisp, golden wine at a local enoteca, paired with regional specialties such as saffron-infused dishes and wild boar ragu. For dessert, treat yourself to the world-famous gelato from Gelateria Dondoli, winner of multiple Gelato World Championships, located right in the heart of Piazza della Cisterna. Fun fact: San Gimignano was an important stop along the Via Francigena, a major pilgrimage route that stretched from Canterbury to Rome in the Middle Ages. Pilgrims would rest and refresh in the town before continuing their arduous journey southward. Today, visitors can still walk part of this historic route, which winds through some of Tuscany's most breathtaking landscapes. |
| Day 6 |
In the walled city of Siena we stand firmly planted in the Middle Ages. Siena preserved its original character more markedly than any other city in Italy. |
| Day 7 |
San Gimignano, a stunning medieval hilltop town in Tuscany, Italy, is often called the "Medieval Manhattan" due to its remarkable skyline of ancient towers. Encircled by 13th-century walls, the town is a UNESCO World Heritage site that offers a mesmerizing journey back in time. As you stroll along the cobbled streets of the historic center, you'll be enchanted by the preserved Romanesque and Gothic architecture, from charming piazzas to grand churches. The Collegiata di San Gimignano, a Romanesque cathedral, is a must-visit, renowned for its vivid frescoes that depict scenes from the Old and New Testaments, crafted by some of Italy's most celebrated artists of the 14th century. San Gimignano's iconic skyline, once dotted with over 70 towers, was built by noble families competing for power and prestige during the Middle Ages. Today, only 14 towers remain, yet they still evoke the town's rich history and rivalries. Climb the Torre Grossa, the tallest tower in town, for panoramic views of the surrounding Tuscan countryside, with its rolling vineyards and olive groves stretching to the horizon. The climb is well worth the effort, offering a bird's-eye view of the medieval rooftops and the distant hills. The town is not just about history; it also offers a delightful culinary experience. San Gimignano is known for its locally produced white wine, Vernaccia di San Gimignano, which has been celebrated since the Renaissance and was even praised by the likes of Dante and Michelangelo. Enjoy a glass of this crisp, golden wine at a local enoteca, paired with regional specialties such as saffron-infused dishes and wild boar ragu. For dessert, treat yourself to the world-famous gelato from Gelateria Dondoli, winner of multiple Gelato World Championships, located right in the heart of Piazza della Cisterna. Fun fact: San Gimignano was an important stop along the Via Francigena, a major pilgrimage route that stretched from Canterbury to Rome in the Middle Ages. Pilgrims would rest and refresh in the town before continuing their arduous journey southward. Today, visitors can still walk part of this historic route, which winds through some of Tuscany's most breathtaking landscapes. |
| Travel Dates | Price | ||
|---|---|---|---|
|
04/20/25 - 04/26/25 |
Starting At $1,749 |
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|
05/18/25 - 05/25/25 |
Starting At $1,387 |
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|
06/08/25 - 06/14/25 |
Starting At $1,849 |
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|
06/29/25 - 07/05/25 |
Starting At $1,572 |
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|
07/27/25 - 08/31/25 |
Starting At $1,749 |
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|
09/07/25 - 09/28/25 |
Starting At $1,949 |
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|
10/05/25 - 10/11/25 |
Starting At $1,849 |
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|
10/19/25 - 04/26/26 |
Starting At $1,749 |
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|
05/03/26 - 06/28/26 |
Starting At $1,849 |
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|
07/05/26 - 08/30/26 |
Starting At $1,749 |
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|
09/06/26 - 09/27/26 |
Starting At $1,949 |
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|
10/04/26 - 10/11/26 |
Starting At $1,849 |
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|
10/18/26 - 11/08/26 |
Starting At $1,749 |
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Dossier Disclaimer
The information in this trip details document has been compiled with care and is provided in good faith. However it is subject to change, and does not form part of the contract between the client and the operator. The itinerary featured is correct at time of printing. It may differ slightly to the one in the brochure. Occasionally our itineraries change as we make improvements that stem from past travellers, comments and our own research. Sometimes it can be a small change like adding an extra meal along the itinerary. Sometimes the change may result in us altering the tour for the coming year. Ultimately, our goal is to provide you with the most rewarding experience. Please note that our brochure is usually released in November each year. If you have booked from the previous brochure you may find there have been some changes to the itinerary.
VERY IMPORTANT: Please ensure that you print a final copy of your Trip Details to review a couple of days prior to travel, in case there have been changes that affect your plans.
Itinerary Disclaimer
While it is our intention to adhere to the route described below, there is a certain amount of flexibility built into the itinerary and on occasion it may be necessary, or desirable to make alterations. The itinerary is brief, as we never know exactly where our journey will take us. Due to our style of travel and the regions we visit, travel can be unpredictable. The Trip Details document is a general guide to the tour and region and any mention of specific destinations or wildlife is by no means a guarantee that they will be visited or encountered. Aboard expedition trips visits to research stations depend on final permission.
Additionally, any travel times listed are approximations only and subject to vary due to local circumstances.
