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Discover a small family-run winery outside San Gimignano with a 2.5-hour tour, including wine tastings, a delicious Tuscan lunch, and olive oil tasting for $77.
Taste authentic Tuscan wines and savor a traditional lunch on this Wine Tour with Lunch and Wine Tasting at Tenuta Guardastelle. For $77.02 per person, visitors enjoy an approximately 2.5-hour experience starting at 12:00 pm from San Gimignano, Italy. Guided by knowledgeable staff, the tour combines education, relaxation, and delicious local flavors in a small group setting, capped at 16 travelers. The tour receives a perfect 5.0/5 rating from 66 reviews, with 98% recommending it, highlighting its excellent guide and high-quality experience. Though the tour does not include private transportation, the meeting point is near public transit, making access straightforward.
This experience is ideal for those seeking an intimate look into Tuscan winemaking, paired with a hearty, locally prepared lunch. The emphasis on small-scale production, with visits to olive orchards and the wine cellar, makes it stand out. Expect to learn about grape varietals, Italian wine regulations, and the estate’s history, while enjoying several estate-produced wines alongside extra virgin olive oil tasting. The tour’s positive reviews emphasize friendly guides, stunning vineyard views, and delicious food, making it a top choice for fans of wine and authentic Tuscan hospitality.


The tour departs from Guardastelle Loc. Sovestro just outside the historic San Gimignano city walls. This site is about a 30-minute walk from the town center, offering scenic views of the surrounding Tuscan landscape. The estate is a small family-run winery, known for its welcoming atmosphere and picturesque setting. Visitors enjoy a peaceful environment away from the crowds of the UNESCO World Heritage site, making it an ideal spot for a more relaxed and personal wine experience.
The estate’s location near public transportation adds convenience, although private transport is not included. The meeting point is clearly specified, and most travelers find it easy to reach by foot or local transit. The setting provides a perfect backdrop for wine tastings and a leisurely lunch amidst the rolling hills and vineyards of Tuscany.
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This tour offers a close-up look at a small family vineyard that emphasizes quality over mass production. The hosts share their personal story, giving insight into their winemaking process, which includes details about grape varietals and olive orchards. The guide explains Italian wine regulations in an accessible way, providing context for the estate’s practices and wines.
Visitors get to explore the wine cellar, where the estate’s wines are stored and aged, adding a sense of authenticity and connection to the products. The small size of the estate ensures a personalized experience, with ample opportunity for questions and interactions. This tour appeals especially to those who appreciate family businesses and want a more genuine encounter with Tuscan wine traditions.

A highlight of this tour is the chance to sample five different wines produced at the estate, including both white and red varieties. The wines are served in a climate-controlled room, ensuring optimal tasting conditions. Alongside the wines, visitors also sample extra virgin olive oil, which is produced on-site, adding a local flavor to the experience.
The tasting is complemented by a dessert wine, providing a sweet finish. The estate’s wines are described as absolutely fantastic in reviews, with many visitors praising their quality and flavor profile. The olive oil tasting further enhances the understanding of the estate’s product range, making this a comprehensive tasting experience.

Complementing the wines is a delicious lunch, crafted with local ingredients. The menu includes cold cuts, cheese, bruschette, and a first local course. Vegetarian and vegan options are available, catering to dietary preferences. The lunch is described as fantastic and delicious, making it a memorable part of the experience.
This meal is served in a relaxed setting, allowing guests to enjoy the food, wine, and company. The estate’s chef, Stefania, is praised for her excellent Tuscan menu and the quality of the ingredients used. The combination of authentic flavors and generous portions makes the lunch a highlight for many participants.

The guide Gaia is frequently praised for her knowledge, personality, and hospitality. She takes the time to explain each step of the winemaking process, including different grape varieties and vineyard practices. Reviews highlight Gaia’s ability to make the experience accessible and engaging, even for those new to wine tasting.
The tour also covers Italian wine regulations, providing context for how wines are classified and produced. Guests appreciate her friendly demeanor and willingness to answer questions, which enhances the overall learning experience. This combination of education and warmth helps create a relaxed and informative atmosphere.
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Priced at $77.02 per person, the tour offers excellent value considering the scope of the experience. Included are five wine tastings, olive oil tasting, and a local Tuscan lunch. The small group size ensures personalized attention and enhances the overall intimacy of the experience.
Given the high ratings and consistent praise for the quality of food and wines, this tour is a cost-effective way to enjoy a comprehensive Tuscan vineyard experience. The tour’s flexible cancellation policy allows for free cancellation up to 24 hours in advance, providing peace of mind.

The meeting point is near public transportation, making it accessible for most travelers. The tour is suitable for most travelers, with service animals allowed and most physical levels accommodated. However, the walking distance from San Gimignano’s center may be a consideration for those with mobility issues.
Participants should plan for comfortable clothing and be prepared for outdoor walking around the vineyard. The tour is designed to be relaxed and informative, with ample opportunity to ask questions and enjoy the scenic surroundings.

This small family estate tour delivers a personalized experience that emphasizes authenticity and local flavor. The combination of wine and olive oil tastings, a hearty Tuscan lunch, and a friendly guide makes it a well-rounded visit. The educational component about wine regulations and grape varieties adds depth, appealing to wine enthusiasts and curious travelers alike.
The reviews consistently praise the knowledgeable guides and delicious food, confirming the tour’s reputation for quality and warmth. Its affordable price and intimate setting make it a great choice for those seeking a genuine Tuscan experience just outside San Gimignano. While private transport isn’t included, the accessible meeting point and small group size ensure an enjoyable, relaxed outing in the Tuscan countryside.
“Great guide with a lot of information provided. Tour is available in English if needed. Gaia took time to explain all of the steps and different ty…”
Is transportation included in this tour?
No, private transportation is not included, but the meeting point near public transit makes it easy to reach.
How long does the tour last?
The experience lasts approximately 2 hours and 30 minutes.
What is the price per person?
The tour costs $77.02 per person.
What is included in the experience?
Guests enjoy a Tuscan lunch, tasting of five estate-produced wines, and extra virgin olive oil tasting.
Are vegetarian and vegan options available?
Yes, vegetarian and vegan options are available upon request.
Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours before the start time.
What are the starting and ending points?
The tour starts at Guardastelle Loc. Sovestro and ends back at the same point.
Is this tour suitable for children or pets?
Service animals are allowed, and the tour is suitable for most travelers, though specific details about children are not provided.
How many people participate in each tour?
A maximum of 16 travelers can join each group.
What makes this tour stand out?
Its small, family-run setting, personalized guide Gaia, and quality of food and wine make it a highly praised experience.
This Wine Tour with Lunch and Wine Tasting at Tenuta Guardastelle offers a genuine taste of Tuscany’s wine-making traditions, combined with warm hospitality and stunning scenery. Perfect for those who want to learn, indulge, and enjoy in an intimate setting, all at an accessible price point.