The beautiful hilltop town of San Gimignano serves up some of Tuscany’s most satisfying dinner experiences. The standouts combine memorable meals with unforgettable settings – imagine savoring a 4-course feast inside a medieval tower or sharing homemade pasta in a local family’s dining room. I especially love the intimate winery dinners, where you’ll taste estate-produced wines paired perfectly with traditional Tuscan dishes.
The best experiences offer authentic cooking, historic ambiance, and that wonderful Italian hospitality that makes you feel like family. While most tours deliver as promised, a few have occasional service hiccups – but that’s part of the authentic Italian experience.
Let’s explore the top dinner tours that capture the true flavors of San Gimignano.
Key Points
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The Fiorentina Steak Dinner & Wine Tasting offers a highly-rated 4-course Tuscan meal with wine tasting, free parking, and hotel transportation.
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The Ulignano: Dinner or Lunch With Wine Tasting provides a 4-course Tuscan meal and tastings of 13 wines for $79.26 per person.
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The San Gimignano Romantic Dinner in the Vineyards features a 4-course menu with Tuscan specialties in a scenic vineyard setting.
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The San Gimignano: Dining Experience at a Locals Home offers a 3-hour private 4-course dining experience with authentic regional recipes.
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The San Gimignano: Lunch or Dinner at a Winery tour includes a 1.5-2 hour activity at the Tenuta Torciano winery with traditional Tuscan fare and wine tasting.
Fiorentina Steak Dinner & Wine Tasting
The Fiorentina Steak Dinner & Wine Tasting experience in San Gimignano offers guests a memorable gastronomic journey.
Located in the picturesque town, the tour features a 4-course meal with Tuscan specialties like lasagna with truffle, ribollita soup, and the renowned Fiorentina steak.
The experience also includes a wine tasting, free parking, and hotel pickup and drop-off.
With a 5.0 rating based on 21 reviews and a 95% recommendation, the tour has earned a Badge of Excellence.
While some guests found the food average compared to Tuscan standards, the majority praised the beautiful vineyard, knowledgeable staff, and quality of the wine.
Suitable for a minimum of 2 travelers, this wheelchair-accessible tour provides a delightful taste of Tuscan cuisine and hospitality.
Read our full review: Fiorentina Steak Dinner & Wine Tasting Review
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Ulignano: Dinner or Lunch With Wine Tasting on the Veranda
Located just a short drive from the charming town of San Gimignano, Tenuta Torciano winery in Ulignano offers a captivating dining experience with wine tasting on a picturesque garden veranda.
For $79.26 per person, guests can enjoy a 1.5-hour tour including a traditional 4-course Tuscan meal and tastings of 13 wines, olive oils, and balsamic vinegars.
Led by a professional wine expert, the experience highlights renowned Tuscan wines complemented by local cuisine in a romantic, family-friendly setting.
With 4.4/5 ratings from 23 reviewers, this wheelchair-accessible experience can be booked with a pay-later option and features free cancellation up to 24 hours in advance.
Read our full review: Ulignano: Dinner or Lunch With Wine Tasting on the Veranda Review
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San Gimignano Romantic Dinner in the Vineyards
This captivating dinner experience in the vineyards of San Gimignano offers a truly romantic setting for couples and small groups.
The 4-course menu features Tuscan specialties like lasagna with truffle, roasted meat with potatoes, and Cantuccini biscuits. Guests can enjoy a wine tasting and food sampling before their meal.
The experience allows a maximum of 100 travelers and has received generally positive reviews, though some noted issues with rushed service and cold food.
Pickup from hotels is available, and the tour is accessible for wheelchair users and families with strollers.
Travelers must be at least 21 years old, and a minimum of 2 people is required to book.
Read our full review: San Gimignano Romantic Dinner in the Vineyards Review
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San Gimignano: Dining Experience at a Locals Home
A unique culinary experience awaits travelers in San Gimignano, where they can dine in the comfort of a local’s home.
This 3-hour private dining experience offers a 4-course menu showcasing authentic regional recipes. Guests can enjoy a starter, pasta, main course with a side dish, and dessert, all accompanied by a selection of local wines, water, and coffee.
The experience also includes an exclusive cooking demonstration and the opportunity to connect with Italian families, experiencing genuine hospitality.
Priced from $89.83 per person, with free cancellation and a reserve now, pay later option, this immersive dining tour is a must-try for foodies visiting San Gimignano.
Read our full review: San Gimignano: Dining Experience at a Locals Home Review
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San Gimignano: Lunch or Dinner at a Winery With Wine Tasting
Travelers seeking an immersive culinary and wine experience can indulge in a lunch or dinner at the renowned Tenuta Torciano winery near San Gimignano.
This 1.5-2 hour activity allows visitors to explore the scenic Chianti groves and vineyards while savoring traditional Tuscan fare and acclaimed regional wines.
Led by an expert sommelier, the wine tasting showcases the area’s diverse offerings, including extra virgin olive oil.
Priced from Kč 1,380 per person, the experience includes food, wine, and estate tours.
While most customers praise the wine selection and knowledgeable staff, some note concerns about meal expectations and personalized attention during the tasting.
Read our full review: San Gimignano: Lunch or Dinner at a Winery With Wine Tasting Review
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Romantic Dinner and Wine Tasting in San Gimignano Winery
Celebrate a romantic evening in Tuscany with a delightful dinner and wine tasting experience at the renowned Tenuta Torciano winery near San Gimignano.
This 4.5-star rated tour features a multi-course meal with Tuscan cheeses, salami, bruschetta, truffle lasagna, roasted meat, and garden vegetables, followed by a dessert of vanilla ice cream or cantuccini biscuits.
Enjoy a wine tasting of current and vintage reserve wines. The activity is wheelchair accessible and offers vegetarian options.
With a minimum of 2 people per booking and a maximum of 100 travelers, this experience is perfect for couples or small groups.
Priced from $80.78 per person, it offers free cancellation up to 24 hours in advance.
Read our full review: Romantic Dinner and Wine Tasting in San Gimignano Winery Review
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Dinner in Winery Garden and Wine Tasting in San Gimignano
Nestled amid the rolling Tuscan hills, the winery garden in San Gimignano sets the stage for a captivating dinner and wine tasting experience.
Savor a typical Tuscan feast featuring local cold cuts, cheeses, lasagna, and roasted meats with seasonal veggies, all complemented by world-class Tuscan wines and olive oil.
A charismatic wine expert will guide you through the tasting, sharing insights into the region’s winemaking secrets.
Enjoy the breathtaking views and cozy atmosphere as you dine under the stars.
While there’s no air conditioning, free parking is available.
Be mindful of any allergies, and note that the location may change due to adverse weather, though reservations can’t be amended.
Read our full review: Dinner in Winery Garden and Wine Tasting in San Gimignano Review
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San Gimignano: Romantic Vineyard Dinner
Tucked away in the rolling hills of San Gimignano, Tenuta Torciano offers a captivating vineyard dinner experience.
Priced from $132.11 per person, this 2-hour adventure includes a traditional Tuscan meal, wine tasting guided by an expert, and a tour of the estate’s vineyards and winery.
Guests can enjoy breathtaking views, sample renowned wines and olive oil, and have ample time for photos.
With an overall rating of 4.3/5 based on 43 reviews, the dinner is led by engaging hosts like Gabriel, Alberto, Elena, and Donato, who provide exceptional service and insights.
Free cancellation up to 24 hours in advance and convenient skip-the-line access add to the appeal of this romantic vineyard experience.
Read our full review: San Gimignano: Romantic Vineyard Dinner Review
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San Gimignano: Fiorentina Steak Dinner in Winery
Visitors to San Gimignano can indulge in an exceptional Fiorentina steak dinner at the Tenuta Torciano Winery.
The 2-hour experience features a unique pairing of the traditional Tuscan steak with vintage-reserve wines. Priced from $132.11 per person, the dinner includes a wine tasting that progresses from common to prestigious bottles.
Guests will sample Tuscan specialties like salami, cheeses, and bruschetta before the main course.
No upfront payment is required, and free cancellation is available up to 24 hours prior. While the reservation can’t be amended, the location may change due to weather.
Staff will be on hand to assist with any dietary requirements.
Read our full review: San Gimignano: Fiorentina Steak Dinner in Winery Review
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Private Lunch or Dinner in San Gimignano Winery
Situated in the Chianti region between Florence and Siena, the Tenuta Torciano Winery offers visitors a private lunch or dinner experience that immerses them in the rich winemaking heritage of San Gimignano.
Over 1.5-2 hours, guests can enjoy world-class Tuscan wines and extra virgin olive oil paired with traditional dishes like ribollita, lasagna with truffle, and roasted meats.
A wine expert guides the tasting, providing a deeper understanding of the region’s diverse wines.
Set against the scenic backdrop of vineyards, woods, and olive groves, this refined experience is wheelchair accessible and can accommodate private groups.
With free cancellation and parking, it’s an ideal way to savor the flavors of Tuscany.
Read our full review: Private Lunch or Dinner in San Gimignano Winery Review
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From Florence: Outdoor Wine Dining in San Gimignano Winery
For those seeking an immersive Tuscan dining experience beyond the private winery setting, this outdoor wine dining tour in San Gimignano offers a delightful alternative.
Priced at $200.80 per person, the 3-hour experience includes transportation from Florence, a wine tour, 4-course meal featuring local fare, and wine tasting.
Travelers can expect a diverse menu with options like lasagna, Tuscan soup, and roasted meats.
This tour isn’t suitable for wheelchair users, pregnant women, or unaccompanied minors.
With an overall rating of 4.7/5 and positive feedback, it promises excellent value for money and an authentic taste of Tuscany.
Read our full review: From Florence: Outdoor Wine Dining in San Gimignano Winery Review
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San Gimignano: Exclusive and Private Canopy Dinner in Winery
Although the outdoor wine dining tour in San Gimignano offers an immersive Tuscan experience, those seeking an exclusive and private setting can opt for the Canopy Dinner in Winery.
Priced from $1,056.86 per group (up to 8 participants), the 2-hour private dinner takes place at Tenuta Torciano, surrounded by the estate’s vineyards and gardens.
Guests will sample authentic Tuscan wines paired with extra virgin olive oil, savor a traditional Tuscan meal, and learn wine-tasting techniques from an expert.
The rural yet elegant backdrop, free time for photos, and inclusions like shade and tips/taxes make this an appealing option for those desiring a more intimate winery experience.
Read our full review: San Gimignano: Exclusive and Private Canopy Dinner in Winery Review
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3-Hour Private Dinner in a Medieval Tower in San Gimignano
Those seeking an even more exclusive and intimate dining experience in San Gimignano can opt for the Private Dinner in a Medieval Tower.
This unique 2-hour experience invites you to enjoy a multi-course Tuscan meal in the historic setting of a medieval tower. Dine on regional specialties as you take in panoramic views over the medieval town.
The meal is prepared by a private chef and includes wine pairings. With a maximum of 16 guests, this private dinner offers a personalized and memorable experience.
Priced at $179.67 per person, it’s an indulgent way to savor the flavors of Tuscany in an unforgettable setting.
Read our full review: 3-Hour Private Dinner in a Medieval Tower in San Gimignano Review
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Recap
San Gimignano offers a variety of dinner tours that allow visitors to savor the local cuisine and enjoy wine tastings in picturesque settings. From intimate dining experiences at local homes to al fresco meals in scenic vineyards, there’s something for every palate and preference. Whether you’re in the mood for a romantic evening or a convivial group outing, San Gimignano’s dinner tours provide an unforgettable taste of the region’s culinary delights.