Siena Wine Tour at a glance
- Our pick: Siena: Organic Wine Tour & Tasting with Tuscan Lunch, € 85 per person (3h, 4.97★ · 413).
- Top rated: Organic Wine Tasting in Siena: Vineyard, Cellar & 5 Wines, € 75 per person (2h 30m, 5.00★ · 77).
- Best value: Tuscany: Wine Tasting Near Siena with Local Foods & Terrace Views, € 28 per person (1h 30m, 4.89★ · 81).
Price per person across the 56 options priced per person: € 28–€ 520 (median € 98). With 100+ reviews: 11 of 59.
Of the 59 options: 58 with live guides in English, 59 with free cancellation, 55 with instant confirmation, 14 with hotel pickup, 36 kid-friendly, 22 private and 48 bookable last-minute.
How we rank: quality, number of reviews, availability, booking conditions and relevance to the topic. In the comparison table, our top 3 comes first. Prices are per person, except options priced per group: that price is for the whole group, and the per-person figure assumes the group is full. “Top rated” = the highest score among options with at least 50 reviews.
Siena Wine Tour
Based on each operator's calendar. Confirmed when you book.
59 options
The 15 best
Ranked by quality, reviews, availability and booking conditions.
Siena: Brunello di Montalcino Wine Tour & Tuscan Lunch Full-day Brunello wine tour from Siena with three tastings, family winery lunch, and Sant'Antimo Abbey. Small groups of eight, air-conditioned transport, local guide included. Tue, Fri and Sun · 09:30 · From age 8 ★ 4.92 (1,056 reviews) Duration: 9h Live guide: EN ✓ Free cancellation. from € 190 per person
Siena: Organic Wine Tour & Tasting with Tuscan Lunch Wander Siena’s vineyards, learn winemaking secrets, and taste organic wines with a light Tuscan lunch. Just 2km from the medieval city, guided by locals. Every day · 11:30 · From age 18 ★ 4.97 (413 reviews) Duration: 3h Live guide: EN · IT ✓ Free cancellation. from € 85 per person
Val d'Orcia wine tour from Siena: Brunello and Nobile tastings Wine tour from Siena through Val d'Orcia, Montepulciano and Montalcino with two tastings, lunch and a guide in English, Spanish or Italian. Every day · 09:45 · All ages ★ 4.09 (131 reviews) Duration: 10h–11h Live guide: EN · IT · ES ✓ Free cancellation. from € 110 per person
Siena & San Gimignano: Medieval Towns, Chianti Wine & Lunch Medieval hilltowns, Chianti winery with 3-course lunch and wine tasting, Siena's Palio square. 11 hours from Florence with transport and English guide included. Every day · 08:00 · All ages ★ 4.55 (204 reviews) Duration: 11h Live guide: EN ✓ Free cancellation. from € 79 per person
Florence / Tuscan Wine School: Tasting Class with Local Pairings Next departure: 29 Oct 2027 · From age 18 ★ 4.94 (267 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from € 60 per person
Montalcino Brunello Wine Tasting & Lunch in a Castle Taste three Tuscan wines with a sommelier in a medieval castle in Montalcino, then sit down to a three-course lunch of handmade pasta, local cheeses and cold cuts. Mon–Fri · 11:45 and 13:00 · From age 4 ★ 4.69 (137 reviews) Duration: 1h 30m Live guide: EN · IT ✓ Free cancellation. from € 62 per person
Montepulciano wine tour: 2 wineries, lunch and tasting Full-day wine tour in Montepulciano with pickup, visits to two boutique wineries, a 3-course lunch paired with local wines. Tue, Thu and Sat · 09:00 · Hotel pickup · From age 12 ★ 4.84 (82 reviews) Duration: 6h–8h Live guide: EN ✓ Free cancellation. from € 249 per person
Tuscany: Wine Tasting Near Siena with Local Foods & Terrace Views Sip Tuscan wines on a panoramic terrace near Siena, taste local cheeses and cold cuts, and meet the family winemakers. Includes brunch and accessible for all. Mon–Sat · 6 start times, 14:30 to 18:00 · All ages ★ 4.89 (81 reviews) Duration: 1h 30m Live guide: EN · IT ✓ Free cancellation. from € 28 per person
Brunello di Montalcino Wine Tour: 2 Wineries with Pairing Lunch Full-day Brunello wine tour in Montalcino with visits to two boutique wineries, cellar tastings, and a pairing lunch with local specialties. Mon, Wed, Fri and Sun · 09:00 · Hotel pickup · From age 13 ★ 4.88 (112 reviews) Duration: 8h Live guide: EN ✓ Free cancellation. from € 229 per person
Montalcino: Brunello Cooking Class & Winery Tour with Lunch Wake up to Montalcino’s hills, cook Tuscan classics with Chef Alexandra, sip Brunello at a family winery, and enjoy lunch on a panoramic terrace. Pickup available. Mon–Fri · 10:00 ★ 4.99 (355 reviews) Duration: 4h Live guide: EN · IT ✓ Free cancellation. from € 259 per person
Chianti wine tasting from Siena: Two family wineries Taste 7 wines at two family-run Chianti wineries from Siena, with bruschetta, cheese and olive oil. Stop in the medieval village of Monteriggioni on the way back. Tue, Thu and Sat · 13:00 · All ages ★ 4.49 (187 reviews) Duration: 5h Live guide: EN · IT · ES ✓ Free cancellation. from € 49 per person
Organic Wine Tasting in Siena: Vineyard, Cellar & 5 Wines Taste 5 organic wines paired with seasonal Tuscan food at a family winery near Siena, walking the vineyard and learning winemaking in the cellar. Every day · 16:00 · From age 18 ★ 5.00 (77 reviews) Duration: 2h 30m Live guide: EN · IT ✓ Free cancellation. from € 75 per person
San Gimignano, Chianti & Montalcino day trip from Siena Day trip from Siena through three Tuscan hill-towns with wine tastings at two estates, lunch and samples of local olive oil and balsamic vinegar in a small group. Mon, Thu and Sun · 08:30 · All ages ★ 4.29 (156 reviews) Duration: 11h Live guide: EN · IT · ES ✓ Free cancellation. from € 155 per person
Siena: Underground Wine Tasting in Private Medieval Cave Step into Siena’s medieval underworld for a private wine tasting with a sommelier, exclusive access to an Etruscan cave, and top Tuscan wines. Limited spots daily. Every day except Wednesday and Sunday · 11:30 and 15:00 · From age 3 ★ 4.98 (62 reviews) Duration: 1h Live guide: EN ✓ Free cancellation. from € 75 per person
Montalcino Brunello Wine Tasting: 3 Tuscan wines with sommelier Taste three Tuscan wines including Brunello di Montalcino in a medieval castle with a professional sommelier guiding you through the vineyard and production methods. Mon–Fri · 10:00, 14:30 and 16:00 · From age 4 ★ 4.38 (66 reviews) Duration: 1h 30m Live guide: EN · IT ✓ Free cancellation. from € 34 per person
Also popular with travelers
The ones most travelers have taken, by number of reviews.
Chianti Castles & Wine Tasting Day Trip from Siena Feel the Tuscan hills on a small-group Chianti wine tour from Siena. Explore Brolio Castle, taste Chianti Classico, enjoy a vineyard lunch, with guide & transport. Mon · 09:30 · Season until 30 Nov · All ages ★ 4.96 (83 reviews) Duration: 8h Live guide: EN ✓ Free cancellation. from € 190 per person
Brunello di Montalcino Wine Tour from Siena: 2 Tastings Wine tour from Siena to Montalcino with tastings at two prestigious estates, a guide in English. Fri and Sun · 13:00 · All ages ★ 4.03 (66 reviews) Duration: 5h 30m Live guide: EN · IT · ES ✓ Free cancellation. from € 119 per person
Tuscan Sparkling Wine Tasting in Siena: Three Methods Taste three Tuscan sparkling wines in Siena's historic center, each made by a different production method, with a wine educator explaining the techniques behind each glass. Every day · Every 1 h, 10:30 to 17:30 · From age 18 ★ 5.00 (48 reviews) Duration: 1h Live guide: EN · IT · FR ✓ Free cancellation. from € 35 per person
Private Cheese and Wine Tour from Siena: Pienza, Montalcino Private guided tour from Siena through Val d'Orcia to Pienza and Montalcino with organic cheese tasting, winery visit and Brunello wine tasting included. Every day · 09:30 · Pickup available ★ 4.98 (44 reviews) Duration: 8h Live guide: EN · DE · ZH · IT +2 ✓ Free cancellation. from € 700 per group
Chianti Wine Tasting: Poggio ai Laghi Wines, Oils & Vinegars Taste eight Chianti wines paired with artisanal oils, vinegars and Tuscan appetizers at Poggio ai Laghi estate, guided by a wine expert through production and flavor notes. Every day · 11 start times, 09:30 to 18:00 · All ages ★ 4.45 (40 reviews) Duration: 1h 30m Live guide: EN · IT · ES ✓ Free cancellation. from € 50 per person
Siena Food and Wine Tour: Taste Tuscan Specialties Walk around Siena tasting local cheeses, cured meats, olive oil and three wines with a guide who explains how each food ties to Tuscan culture and history. Tue · 14:00 · All ages ★ 4.90 (40 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from € 60 per person
Pienza & Montepulciano wine tour from Siena: Nobile tastings Day trip from Siena through Valdorcia valley to taste Nobile di Montepulciano and Super Tuscan wines in historic cellars, enjoy cheese farm lunch. Every day · 09:00 · Hotel pickup · From age 12 ★ 4.89 (27 reviews) Duration: 6h–8h Live guide: EN ✓ Free cancellation. from € 499 per person
Private Off-Road Wine Tour in Chianti: Land Rover & 3 Wineries Six hours driving Chianti's gravel backroads in a Land Rover Defender, stopping at three wineries for tastings and a paired lunch in the Tuscan countryside. Every day · 10:00 · All ages ★ 4.96 (23 reviews) Duration: 6h Live guide: EN · IT · ES ✓ Free cancellation. from € 333 per person
Siena: Chianti Wine Tour with Lunch and 4 Wine Tastings San Giorgio a Lapi winery near Siena combines vineyard walks, an 11th-century church, wine cellars and a four-wine tasting with traditional Tuscan lunch. Mon–Sat · 11:00 · Season until 30 Nov · All ages ★ 5.00 (21 reviews) Duration: 3h Live guide: EN ✓ Free cancellation. from € 75 per person
Compare 35 more options for Siena Wine Tour
From € 33 per person · 1 h to 11 h
Siena walking tour with lunch & Chianti wine tasting Walk through Siena's medieval squares and hidden alleys with a licensed guide, tasting gelato, local wine and a full lunch at a traditional osteria: all in 2.5 hours. Next departure: 16 Mar 2027 · From age 3 ★ 4.81 (101 reviews) Duration: 2h 30m Live guide: EN ✓ Free cancellation. from € 85 per person
Wine Tasting near Siena: Vineyard, Cellar & Lunch Taste 5 organic wines at a family-run winery 2 km from Siena, with vineyard and cellar tours led by an owner, then sit down to a full lunch with pairings. Every day · 11:00 · From age 18 ★ 5.00 (19 reviews) Duration: 3h 30m Live guide: EN · IT ✓ Free cancellation. from € 150 per person
Chianti Classico & Brunello Wine Tour from Siena, 2 Wineries Five and a half hours touring Chianti Classico and Montalcino with a licensed guide, visiting a family-owned winery for wine and Tuscan food. Next departure: 16 Mar 2027 ★ 4.94 (33 reviews) Duration: 5h 30m Live guide: EN · IT ✓ Free cancellation. from € 180 per person
Montalcino Brunello Wine Tasting & Tuscan Lunch Taste six Brunello wines paired with handmade pasta and local cheese at Paradiso di Cacuci, a family winery in Montalcino's hills, guided by expert sommeliers. Every day · 12:00 and 14:00 · From age 18 ★ 4.94 (17 reviews) Duration: 1h 30m Live guide: EN · IT ✓ Free cancellation. from € 98 per person
Chianti Wine Tasting Lunch: Eight Wines with Tuscan Cuisine Taste eight Chianti wines paired with a three-course Tuscan lunch at Poggio ai Laghi winery, led by a sommelier in English, Spanish or Italian. Every day · Every 30 min, 10:30 to 17:00 · All ages ★ 4.25 (16 reviews) Duration: 1h 45m Live guide: EN · IT · ES ✓ Free cancellation. from € 70 per person
Chianti & Brunello wine tour from Siena: Small group, 2 wineries Visit Siena with a licensed guide, taste Chianti Classico at an organic winery with Tuscan lunch, sample Brunello di Montalcino at a family estate. Next departure: 19 Mar 2027 · Ages 18–75 ★ 5.00 (28 reviews) Duration: 8h–9h Live guide: EN · IT ✓ Free cancellation. from € 235 per person
San Gimignano tour from Florence: Wine, lunch & medieval town Half-day Tuscan wine tour from Florence with lunch and tastings at a family winery, then an hour exploring San Gimignano's medieval streets and towers. Every day · 11:00 · Hotel pickup ★ 5.00 (12 reviews) Duration: 5h Live guide: EN · IT ✓ Free cancellation. from € 880 per group
Lunch with Wine Tasting at Poggio ai Laghi Winery in Chianti Spend just over an hour at Poggio ai Laghi winery in Chianti tasting six wines paired with a full Tuscan lunch: cured meats, lasagna with meat ragù. Every day · Every 30 min, 10:30 to 17:00 · All ages ★ 4.58 (12 reviews) Duration: 1h 45m Live guide: EN · IT · ES ✓ Free cancellation. from € 35 per person
Tuscan Wine Tasting in Siena: Etruscan Crypt Taste Tuscan wines and pecorino cheese in an ancient Etruscan crypt beneath Siena's oldest wine shop, with bottles found nowhere else in the world. Mon–Sat · 11:30 and 15:00 · From age 18 ★ 5.00 (8 reviews) Duration: 1h Live guide: EN · IT ✓ Free cancellation. from € 125 per person
Wine tasting in Siena's historic center: Bubbles and reds Taste 4 glasses of Tuscan wine in Siena's historic center with a guide who teaches you to read aromas and structure, moving between two wine bars in 90 minutes. Mon–Sat · 11:00, 12:30, 14:30, 16:00 and 17:30 · From age 18 ★ 5.00 (5 reviews) Duration: 1h 30m Live guide: EN · IT · FR ✓ Free cancellation. from € 40 per person
Castello di Bossi wine tasting in Chianti: Five wines Taste five wines at Castello di Bossi in Chianti with bruschetta, cold cuts and cheeses. Live guide in English, Spanish, Italian or French. Every day · No fixed time · From age 18 ★ 5.00 (8 reviews) Duration: 1h 30m Live guide: EN · IT · FR · ES ✓ Free cancellation. from € 90 per person
Dinner with wine tasting at Poggio ai Laghi winery in Chianti Taste five wines, three oils and two vinegars at Poggio ai Laghi winery in Chianti, then sit down to a four-course Tuscan dinner with a live guide. Every day · Every 30 min, 18:00 to 21:00 · All ages ★ 5.00 (7 reviews) Duration: 2h Live guide: EN · IT · ES ✓ Free cancellation. from € 56 per person
Val d'Orcia tour from Siena: Montalcino, Pienza, Montepulciano Day trip from Siena through Val d'Orcia with stops in Montalcino for Brunello wine tasting, Pienza for a three-course lunch. Every day · 08:30 · All ages ★ 4.75 (8 reviews) Duration: 10h–11h Live guide: EN ✓ Free cancellation. from € 229 per person
Montalcino Brunello Wine Tasting & Tuscan Dinner in Vineyards Taste 7 Tuscan wines including Brunello Riserva at Paradiso di Cacuci vineyard estate, paired with handmade pasta and beef tagliata at a private dinner. Tue, Thu and Sat · 18:30 · From age 18 ★ 4.80 (5 reviews) Duration: 3h Live guide: EN · IT ✓ Free cancellation. from € 165 per person
Chianti Vineyard Jeep Tour: Wine Tasting & Tuscan Lunch Off-road Jeep tour through Chianti vineyards with wine expert guide, wine and oil tastings, and a Tuscan lunch featuring grilled beef paired with local flavors. Every day · Every 30 min, 10:00 to 17:00 · All ages ★ 4.20 (5 reviews) Duration: 2h Live guide: EN · IT ✓ Free cancellation. from € 70 per person
San Gimignano Chianti Montalcino Wine Tour with Tastings Full-day tour from Siena through San Gimignano's medieval towers, Chianti vineyards and Montalcino, with tastings at two wineries and a guide in English, Spanish or Italian. Next departure: 1 Apr 2027 · All ages ★ 4.78 (9 reviews) Duration: 11h Live guide: EN · IT · ES ✓ Free cancellation. from € 140 per person
Montalcino Montepulciano Tour: Wine Cheese Tasting Private tour from Siena through Val d'Orcia UNESCO site, stopping at medieval villages and a Brunello winery for lunch and wine tasting. Every day · 09:00 · Pickup available · From age 3 ★ 5.00 (2 reviews) Duration: 7h–8h Live guide: EN · IT · ES ✓ Free cancellation. from € 520 per person
Private Off-Road Wine Tour Chianti from Siena: 4WD & tastings Private wine tour from Siena through Chianti Classico on gravel backroads in a 4WD, with three winery tastings and traditional Tuscan lunch. Every day · 09:30 · Pickup available · All ages ★ 5.00 (2 reviews) Duration: 6h Live guide: EN · IT · ES ✓ Free cancellation. from € 401 per person
Wine Tasting near Siena: Rare Tuscan Wines & Flavors Taste three premium Tuscan wines without added sulfites on a panoramic terrace between Chianti and Crete Senesi, paired with local cold cuts. Mon–Sat · 14:30, 15:30, 16:00, 17:00 and 17:30 · All ages ★ 5.00 (3 reviews) Duration: 1h 30m Live guide: EN · IT ✓ Free cancellation. from € 33 per person
Private wine tour of Chianti: Three wineries with driver Spend six to eight hours touring Chianti's wineries with a private driver, tasting wines at three producers and enjoying lunch at a local restaurant. Wed–Sat · 09:00 · Hotel pickup ★ 4.60 (10 reviews) Duration: 6h–8h Live guide: EN · IT ✓ Free cancellation. from € 400 per person
Private Montalcino and Pienza Tour from Siena: Val d'Orcia Private tour from Siena through Val d'Orcia to Montalcino and Pienza, sampling local cheese and wine while enjoying Tuscan lunch in the rolling countryside. Every day · 09:30 · Pickup available · From age 3 ★ 4.00 (3 reviews) Duration: 6h Live guide: EN · IT · ES ✓ Free cancellation. from € 467 per person
Brunello di Montalcino Wine Tasting Private Winery Tour Five hours from your Siena hotel in a private Mercedes van with a sommelier-guide born in Montalcino: walk the vineyards, tour the cellars. Every day · 09:30 · Hotel pickup · Ages 18–80 ★ 5.00 (3 reviews) Duration: 5h Live guide: EN · IT ✓ Free cancellation. from € 250 per person
Poggio ai Laghi vineyard golf cart tour: Wine tasting and lunch Golf cart tour through Poggio ai Laghi vineyards with tastings of six wines, oils and vinegars, plus a three-course Tuscan lunch. Every day · Every 30 min, 10:00 to 17:00 · All ages ★ 5.00 (2 reviews) Duration: 2h 30m Live guide: EN · IT · ES ✓ Free cancellation. from € 70 per person
Cooking Class: Italian Pasta & Wine Tasting in Chianti Learn to make fresh Tagliatelle and Pici pasta from an Italian chef in Chianti, then taste five regional wines and balsamic vinegars paired with a three-course Tuscan lunch. Every day · 10:30 · All ages ★ 4.67 (3 reviews) Duration: 3h Live guide: EN · IT · ES ✓ Free cancellation. from € 77 per person
Wine & Cheese Tasting in Chianti: 4 Wines, 4 Cheeses Taste 4 organic wines paired with 4 artisanal cheeses at a Chianti estate, led by a certified Sommelier. Tour the 1810 cellar and olive mill. Mon–Fri · 11:00 and 15:00 · From age 18 ★ 5.00 (3 reviews) Duration: 1h 30m Live guide: EN · IT ✓ Free cancellation. from € 60 per person
Chianti Classico tasting in Siena: 3 wines, no travel needed Taste 3 glasses of Chianti Classico Gallo Nero in central Siena, steps from Piazza del Campo, with guided explanations of territory, soils and production methods in an hour. Mon–Sat · 11:00, 14:00, 15:30, 17:00 and 18:30 · From age 18 ★ 5.00 (1 review) Duration: 1h ✓ Free cancellation. from € 35 per person
Private E-bike Tour in Chianti from Siena: Winery & Lunch Ride e-bikes through Chianti vineyards from Siena with a private guide, visiting a winery and enjoying a traditional Tuscan lunch paired with three wines. Every day · 09:30 · Pickup available · All ages ★ 4.00 (1 review) Duration: 6h Live guide: EN · IT · ES ✓ Free cancellation. from € 381 per person
Montepulciano wine tour: Brunello & Nobile tasting with lunch Nine-hour private tour from Montepulciano through Val d'Orcia with 12 wine tastings at two family wineries, lunch with pici pasta and Tuscan cured meats. Every day · 09:00 · Hotel pickup · All ages ★ 5.00 (3 reviews) Duration: 9h Live guide: EN · IT ✓ Free cancellation. from € 300 per person
Brunello di Montalcino Wine Tour: Vineyard Tasting & Lunch in Siena Visit a Brunello vineyard near Siena for organic wine tasting and a three-course Tuscan lunch with vineyard views, including hotel pickup and dropoff. Next departure: 22 Mar 2027 · From age 6 ★ 5.00 (1 review) Duration: 4h Live guide: EN · IT ✓ Free cancellation. from € 149 per person
Tiramisu & Cantucci Cooking Class in Chianti with Wine Tasting Learn to make tiramisu and almond cantucci with an Italian chef at Poggio ai Laghi in Chianti, then taste five regional wines while your desserts cool. Every day · 15:00 · All ages ★ 5.00 (1 review) Duration: 3h Live guide: EN · IT ✓ Free cancellation. from € 63 per person
Cooking class: Tuscan lasagna with wine tasting in Chianti Learn to make Tuscan lasagna from an Italian chef, then taste four wines paired with your meal in a working vineyard kitchen near Chianti. Every day · 10:30 · All ages ★ 5.00 (1 review) Duration: 3h Live guide: EN · IT ✓ Free cancellation. from € 77 per person
Truffle hunting near Siena with wine tasting and Tuscan lunch Hunt truffles with a trained dog in Tuscan woodland, then taste wines and oils from Poggio ai Laghi before a truffle lunch with a live guide. Every day · 10:30 and 16:00 · All ages ★ 5.00 (1 review) Duration: 2h 45m Live guide: EN · IT ✓ Free cancellation. from € 105 per person
Volterra & San Gimignano private wine tasting tour from Siena Private full-day tour from Siena to Volterra and San Gimignano with lunch, 5 wine tastings and a farm visit. Your driver picks you up and brings you back by evening. Every day · 08:30 · Hotel pickup · All ages ★ 5.00 (4 reviews) Duration: 8h Live guide: EN · IT ✓ Free cancellation. from € 225 per person
Saturnia Hot Springs & Sovana tour: Private Maremma wine tasting Private tour of Saturnia Hot Springs and the Etruscan city of Sovana with winery visit, wine tasting, archaeological park entry and licensed guide. Pickup included, 8 hours. Every day · 08:30 · Pickup available Duration: 8h Live guide: EN · DE · IT · ES ✓ Free cancellation. from € 650 per group
Tuscan cooking class in Siena: Make pasta and taste wine Learn to make three fresh pastas and tiramisu in a medieval Siena kitchen steps from Piazza del Campo, then taste four Tuscan wines paired with what you cooked. Every day · No fixed time · From age 12 Duration: 3h Live guide: EN · IT ✓ Free cancellation. from € 220 per person
The top 12 of 59 options, side by side
✓ 2026-11-14| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
| Siena: Organic Wine Tour & Tasting with Tuscan LunchOur pickGroup of up to 12 | € 85 per person | 3h | 4.97★ · 413 | Every day · 11:30 | English, Italian |
| Organic Wine Tasting in Siena: Vineyard, Cellar & 5 WinesTop ratedGroup of up to 12 | € 75 per person | 2h 30m | 5.00★ · 77 | Every day · 16:00 | English, Italian |
| Tuscany: Wine Tasting Near Siena with Local Foods & Terrace ViewsBest valuePrivate | € 28 per person | 1h 30m | 4.89★ · 81 | Mon–Sat · 6 start times, 14:30 to 18:00 | English, Italian |
| Siena: Brunello di Montalcino Wine Tour & Tuscan LunchGroup of up to 8 | € 190 per person | 9h | 4.92★ · 1,056 | Tue, Fri and Sun · 09:30 | English |
| Val d'Orcia wine tour from Siena: Brunello and Nobile tastings | € 110 per person | 10h–11h | 4.09★ · 131 | Every day · 09:45 | English, Spanish, Italian |
| Siena & San Gimignano: Medieval Towns, Chianti Wine & Lunch | € 79 per person | 11h | 4.55★ · 204 | Every day · 08:00 | English |
| Florence / Tuscan Wine School: Tasting Class with Local PairingsGroup of up to 14 | € 60 per person | 2h | 4.94★ · 267 | Next departure: 29 Oct 2027 | English |
| Montalcino Brunello Wine Tasting & Lunch in a CastlePrivate | € 62 per person | 1h 30m | 4.69★ · 137 | Mon–Fri · 11:45 and 13:00 | English, Italian |
| Montepulciano wine tour: 2 wineries, lunch and tastingGroup of up to 8 · Pickup offered | € 249 per person | 6h–8h | 4.84★ · 82 | Tue, Thu and Sat · 09:00 | English |
| Brunello di Montalcino Wine Tour: 2 Wineries with Pairing LunchGroup of up to 8 · Pickup offered | € 229 per person | 8h | 4.88★ · 112 | Mon, Wed, Fri and Sun · 09:00 | English |
| Montalcino: Brunello Cooking Class & Winery Tour with LunchGroup of up to 10 | € 259 per person | 4h | 4.99★ · 355 | Mon–Fri · 10:00 | English, Italian |
| Chianti wine tasting from Siena: Two family wineries | € 49 per person | 5h | 4.49★ · 187 | Tue, Thu and Sat · 13:00 | English, Spanish, Italian |
By what you need
- Private (22): Tuscany: Wine Tasting Near Siena with Local Foods & Terrace Views (€ 28 per person) · Montalcino Brunello Wine Tasting & Lunch in a Castle (€ 62 per person) · Private Cheese and Wine Tour from Siena: Pienza, Montalcino (€ 700 per group)
- With pickup (14): Montepulciano wine tour: 2 wineries, lunch and tasting (€ 249 per person) · Brunello di Montalcino Wine Tour: 2 Wineries with Pairing Lunch (€ 229 per person) · Private Cheese and Wine Tour from Siena: Pienza, Montalcino (€ 700 per group)