San Gimignano Wine Tours 35 options
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San Gimignano: Organic Wine Tasting & Farm Food PairingTaste eight wines from a family estate near San Gimignano with homemade pizza, local cheeses, and vegetables. Includes vineyard, cellar, and Vin Santo aging room tours.Fri and Sat · 12:00 · Season until 31 Oct · Pickup optional · All ages★ 4.99 (192)2h 45mEN · IT✓ Free cancellationfrom€ 80per person
San Gimignano Wine Tasting Tour with Lunch and 4 WinesTaste 4 wines at a family vineyard in San Gimignano with lunch of local Tuscan products, olive oil tasting and a tour of the wine cellar.Fri · 12:00 · All ages★ 4.89 (89)2h 30mEN · IT✓ Free cancellationfrom€ 65per person
San Gimignano: Private Wine & Olive Oil Tasting LunchFeel the warmth of a Tuscan family-run farm near San Gimignano, tasting organic wines and olive oils with a homemade lunch. Includes local guide and easy access.Mon–Sat · First departure 11:30, last 17:00 · Ages 18–90★ 4.62 (119)1h 30mEN · IT✓ Free cancellationfrom€ 68per person
5 Wine Tastings in San Gimignano: Vernaccia & ChiantiTaste five Tuscan wines in San Gimignano with vineyard and cellar visits, plus bruschetta, cured meats and cantuccini.Every day · 10:30 and 15:00 · All ages★ 4.93 (54)2hEN · IT✓ Free cancellationfrom€ 65per person
San Gimignano wine tasting at Cesani: 5 wines and cellar tourTaste 5 Tuscan wines at Cesani winery near San Gimignano with a guided cellar tour, pecorino cheese and cured meats. 90 minutes with an English-speaking guide.Every day · 11:00 and 17:00 · All ages★ 4.91 (53)1h 30mEN✓ Free cancellationfrom€ 38per person
Vintage Fiat 500 Tour: Chianti Wine & Lunch from San GimignanoRide through Chianti in a vintage Fiat 500 with a private driver, stopping at San Quirico winery for two tastings and a Tuscan lunch: no car rental or navigation required.Every day · 09:30 · Season until 15 Nov · From age 15★ 4.35 (52)7hEN · IT · ES✓ Free cancellationfrom€ 150per person
Organic Wine Tour & Tasting: Chianti Classico Vineyard ViewsSpend 75 minutes at Casa Emma, an organic family farm in Chianti Classico, touring the cellar and tasting five wines on a terrace overlooking the vines they came from.Every day · 10:30 and 15:30 · All ages★ 4.82 (38)1h 15mEN✓ Free cancellationfrom€ 35per person
Chianti cooking class: Pasta, wine tasting, Etruscan ruinsCook Tuscan pasta and risotto with a professional chef in Chianti, then taste wines in the Ugo Bing cellars and descend into 2,500-year-old Etruscan.Every day · 10:00 and 16:00 · From age 3★ 5.00 (26)4hEN · DE · RU · IT✓ Free cancellationfrom€ 150per person
San Gimignano Tuscany Wine Tour by Tuk Tuk: Chianti Hills & LunchTuscany wine tour from San Gimignano by open-air Tuk Tuk with winery visit, up to 5 tastings, and authentic Tuscan lunch included. Small group or private option.Next departure: 1 Apr 2027 · From age 18★ 4.88 (24)4hEN · IT✓ Free cancellationfrom€ 150per person
Chianti wine tasting tour from San Gimignano: Two wineriesTour two Chianti Classico wineries from San Gimignano with seven wine tastings, Tuscan food pairings, and olive oil sampling in a small group.Tue, Thu and Sat · 12:00 and 13:00 · All ages★ 4.04 (23)7hEN · IT · ES✓ Free cancellationfrom€ 85per person
Wine and Food Tasting in San Gimignano: Vernaccia LessonLearn to taste Vernaccia di San Gimignano DOCG and five other Tuscan wines with food pairings in a two-hour lesson at the Rocca di Montestaffoli.Every day except Tuesday and Wednesday · 12:00 · From age 18★ 4.88 (16)2hEN · IT · FR✓ Free cancellationfrom€ 65per person
San Gimignano wine & olive oil tasting organic estateTaste organic wines, extra virgin olive oils and balsamic vinegar on a family farm near San Gimignano.Every day · First departure 10:30, last 16:00 · From age 18★ 4.56 (32)1hEN · IT✓ Free cancellationfrom€ 50per person
San Gimignano Sunset Dinner: Wine Tasting on the TerraceWatch the light turn gold over medieval towers while you taste eight Tuscan wines and eat a full dinner on a panoramic terrace in San Gimignano at sunset.Every day · 18:00 · All ages★ 4.93 (15)2h 15mEN · IT · ES✓ Free cancellationfrom€ 63per person
San Gimignano Wine & Olive Oil Tasting: Organic farm, 45 minutesTaste four organic wines and three extra virgin olive oils at a family farm within walking distance of San Gimignano's center.Mon–Sat · First departure 10:30, last 17:00 · Ages 18–90★ 4.83 (23)45mEN · IT✓ Free cancellationfrom€ 42per person
San Gimignano Wine & Olive Oil Tasting: Private Tuscan MealTaste organic Vernaccia wines and extra virgin olive oils in a historic San Gimignano vineyard.Mon–Sat · First departure 11:00, last 17:00 · From age 18★ 4.86 (21)1h 30mEN✓ Free cancellationfrom€ 68per person
San Gimignano: Chianti Wine Tasting & Tuscan AppetizersFamily winery near San Gimignano with 4-wine tasting, cellar tour, vineyard walk, and local cheese, ham & bruschetta. Learn Chianti winemaking firsthand.Mon–Sat · 11:00 and 14:00 · From age 18★ 4.60 (10)1hEN · IT✓ Free cancellationfrom€ 30per person
San Gimignano wine, oil & vinegar tasting with Tuscan mealTaste organic Vernaccia wine, extra virgin olive oil and balsamic vinegar in a private San Gimignano vineyard.Mon–Sat · First departure 10:30, last 17:00 · From age 18★ 4.79 (19)1h 30mEN✓ Free cancellationfrom€ 68per person
San Gimignano Wine, Oil & Cheese Tasting: Private Tuscan TastingTaste 4 to 5 organic Tuscan wines with extra virgin olive oil and aged balsamic vinegar at a family-run winery overlooking San Gimignano's medieval.Thu–Sat · First departure 10:30, last 16:00 · Season until 31 Oct · From age 18★ 4.72 (18)1hEN · IT✓ Free cancellationfrom€ 50per person
Tuscan Cooking Class & Winery Tour in San GimignanoMake handmade tagliolini pasta and bruschetta in San Gimignano, then taste three Chianti wines straight from the vineyard: all in one afternoon with a live guide.Next departure: 16 May 2027 · All ages★ 5.00 (7)3hEN · IT✓ Free cancellationfrom€ 159per person
Super Tuscan wine tasting in San Gimignano: Oils and balsamicTaste Super Tuscan and IGT wines paired with extra virgin olive oil and balsamic vinegar in San Gimignano.Mon–Sat · First departure 10:30, last 17:00 · From age 18★ 4.83 (6)1hEN · IT✓ Free cancellationfrom€ 70per person
Chianti wine tour in vintage Fiat 500: Small group with tastingsRide through Chianti vineyards in a vintage Fiat 500 with a professional driver, stopping at a traditional wine cellar for tastings paired with Tuscan.Every day · 09:30 · Season until 15 Nov · From age 13★ 5.00 (6)7hEN · IT · ES✓ Free cancellationfrom€ 150per person
Chianti & Montalcino Wine Tour from San GimignanoTaste Chianti and Brunello di Montalcino on a full-day tour from San Gimignano with two winery visits, lunch and a guide. Free time to explore Montalcino's medieval center.Mon, Thu and Sun · 11:30 · All ages★ 4.33 (6)8hEN · IT · ES✓ Free cancellationfrom€ 155per person
San Gimignano wine, olive oil & cheese tasting: Organic VernacciaTaste four organic wines and six extra virgin olive oils at a family farm near San Gimignano, with bruschette and aged pecorino cheese.Mon–Sat · First departure 10:30, last 17:00 · From age 18★ 4.08 (12)45mEN · IT✓ Free cancellationfrom€ 55per person
San Gimignano wine and olive oil tasting with Tuscan mealTaste organic Vernaccia wines and extra virgin olive oils in a private vineyard setting near San Gimignano's towers, paired with a farm-to-table Tuscan lunch or dinner.Mon–Sat · First departure 11:00, last 17:00 · From age 18★ 4.22 (9)1h 30mEN · IT✓ Free cancellationfrom€ 68per person
San Gimignano Cooking Class & Wine Tasting: 4-Course MenuHands-on 4-course cooking class at a San Gimignano vineyard estate with wine, olive oil and balsamic tastings included. Make pappa al pomodoro, lasagna.Every day · First departure 10:00, last 17:00 · From age 18★ 5.00 (3)2hEN✓ Free cancellationfrom€ 187per person
Tenuta di Mensanello Farm Experience: Wine & Oil TastingTour a working Tuscan farm to see how wines, beers and olive oil are made, then taste three of each with a sommelier's guidance and local snacks.Next departure: 14 Apr 2027 · All ages★ 4.33 (3)1h 30mEN✓ Free cancellationfrom€ 25per person
Wine Tasting near San Gimignano: Family Winery with Local FlavorsTaste four estate wines at Podere La Quercia, a family-run winery near San Gimignano, with Tuscan charcuterie and olive oil at a reserved table overlooking the countryside.Every day · From age 18★ 5.00 (3)1hEN · IT✓ Free cancellationfrom€ 45per person
San Gimignano organic wine tasting: Vineyard walk and 8 winesTaste 8 organic wines at a San Gimignano vineyard with a walk through the fields, aperitivo under an oak tree, and a spread of local cheeses.Next departure: 3 Jun 2027 · Pickup optional · All ages★ 5.00 (2)4hEN · IT✓ Free cancellationfrom€ 120per person
San Gimignano Wine Tasting Winery Tour: Family-FriendlyTuscan wine tasting in San Gimignano with five premium wines paired with bruschetta and estate olive oil. Kids paint wine labels while adults explore the vineyard and cellars.Next departure: 16 May 2027 · All ages★ 5.00 (2)2hEN · IT✓ Free cancellationfrom€ 39per person
Tuscan Lunch & Winery Tour in San Gimignano: Five-Wine TastingTwo and a half hours in San Gimignano: a farm-to-table Tuscan lunch paired with five local wines, including Vernaccia and Chianti, guided by a sommelier through the winery.Next departure: 16 May 2027 · All ages★ 5.00 (1)2h 30mEN · IT✓ Free cancellationfrom€ 79per person
San Gimignano Pizza Making & Wine Tasting Vineyard ClassLearn to make three authentic Italian pizzas at a San Gimignano vineyard, then taste estate wines and olive oils paired with your meal and housemade dessert.Every day · First departure 10:00, last 17:00 · From age 18★ 5.00 (1)2hEN✓ Free cancellationfrom€ 187per person
San Gimignano wine tasting and light lunch: 5 wines, Tuscan foodTwo hours of guided wine tasting with five selections from sparkling to Chianti, paired with homemade lasagna, cured meats.Every day · First departure 11:00, last 14:30 · All ages★ 5.00 (1)2hEN · IT · ES✓ Free cancellationfrom€ 42per person
San Gimignano saffron lunch with wine and olive oil tastingTaste saffron-infused courses paired with organic wines at a family farm outside San Gimignano.Thu–Sat · First departure 11:30, last 16:00 · Season until 31 Oct · From age 18★ 5.00 (2)1h 30mEN · IT✓ Free cancellationfrom€ 85per person
Tuscan Lunch with 3 Wines in San Gimignano: Vineyard TourSpend 2.5 hours tasting three wines at a San Gimignano vineyard, touring the production cellar, then eating lunch with local cold cuts and black truffle among the towers.Every day · 12:30 · All ages★ 5.00 (2)2h 30mEN · IT✓ Free cancellationfrom€ 55per person
Chianti and Castles Tour from San Gimignano: Two WineriesHalf-day Chianti tour from San Gimignano visiting Castellina in Chianti and Monteriggioni with wine tastings at local estates in an air-conditioned minivan.Every day · 13:00 · All ages★ 5.00 (1)6hEN · IT · ES✓ Free cancellationfrom€ 119per person
The top 12 of 35 options, side by side
✓ 2026-10-29| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
| San Gimignano: Organic Wine Tasting & Farm Food PairingOur pick | € 80 per person | 2h 45m | 4.99★ · 192 | Fri and Sat · 12:00 · Season until 31 Oct | English, Italian |
| San Gimignano wine tasting at Cesani: 5 wines and cellar tourBest value | € 38 per person | 1h 30m | 4.91★ · 53 | Every day · 11:00 and 17:00 | English |
| Tenuta di Mensanello Farm Experience: Wine & Oil TastingLowest price | € 25 per person | 1h 30m | 4.33★ only 3 reviews | Next departure: 14 Apr 2027 | English |
| San Gimignano Wine Tasting Tour with Lunch and 4 Wines | € 65 per person | 2h 30m | 4.89★ · 89 | Fri · 12:00 | English, Italian |
| San Gimignano: Private Wine & Olive Oil Tasting Lunch | € 68 per person | 1h 30m | 4.62★ · 119 | Mon–Sat · First departure 11:30, last 17:00 | English, Italian |
| 5 Wine Tastings in San Gimignano: Vernaccia & Chianti | € 65 per person | 2h | 4.93★ · 54 | Every day · 10:30 and 15:00 | English, Italian |
| Vintage Fiat 500 Tour: Chianti Wine & Lunch from San Gimignano | € 150 per person | 7h | 4.35★ · 52 | Every day · 09:30 · Season until 15 Nov | English, Spanish, Italian |
| Organic Wine Tour & Tasting: Chianti Classico Vineyard Views | € 35 per person | 1h 15m | 4.82★ · 38 | Every day · 10:30 and 15:30 | English |
| Chianti cooking class: Pasta, wine tasting, Etruscan ruins | € 150 per person | 4h | 5.00★ · 26 | Every day · 10:00 and 16:00 | English, German, Italian +1 |
| San Gimignano Tuscany Wine Tour by Tuk Tuk: Chianti Hills & Lunch | € 150 per person | 4h | 4.88★ · 24 | Next departure: 1 Apr 2027 | English, Italian |
| Chianti wine tasting tour from San Gimignano: Two wineries | € 85 per person | 7h | 4.04★ · 23 | Tue, Thu and Sat · 12:00 and 13:00 | English, Spanish, Italian |
| Wine and Food Tasting in San Gimignano: Vernaccia Lesson | € 65 per person | 2h | 4.88★ · 16 | Every day except Tuesday and Wednesday · 12:00 | English, French, Italian |
San Gimignano Wine Tours at a glance
- Our pick: San Gimignano: Organic Wine Tasting & Farm Food Pairing, € 80 (2h 45m, 4.99★ · 192).
- Best value: San Gimignano wine tasting at Cesani: 5 wines and cellar tour, € 38 (1h 30m, 4.91★ · 53).
- Lowest price: Tenuta di Mensanello Farm Experience: Wine & Oil Tasting, € 25 (1h 30m, 4.33★ · only 3 reviews).
Real price per person across the 35 options: € 25–€ 187 (median € 68). With 100+ reviews: 2 of 35.
Of the 35 options: 35 with free cancellation, 33 with instant confirmation, 2 with hotel pickup, 17 kid-friendly, 3 private and 29 bookable last-minute.
How we rank: quality, number of reviews and relevance to the topic. In the comparison table, our top 3 comes first. Price per person.