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Destinations
All tours (21–40 of 125)
Siena walking tour with lunch & Chianti wine tastingWalk 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.
- 101 reviews
- 4.81★
- Duration
- 2h 30m
Chianti Castles & Wine Tasting Day Trip from SienaFeel 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.
- 83 reviews
- 4.96★
- Duration
- 8h
- Mon and Thu
- 09:30
Siena Private Walking Tour: Skip-the-Line Cathedral & ContradePrivate walking tour of Siena with expert local guide, skip-the-line Cathedral entry, and access to contrada neighborhoods. You choose 2 or 3 hours and pick your language.
- 82 reviews
- 4.55★
- Duration
- 2h–3h
- start times · Mon–Sat
- 2
Siena: Italian Opera Concert in Historic Church SettingStep inside Siena’s old town for an intimate Italian opera concert in a deconsecrated church, with famous arias and local singers. Tickets include entry.
- 81 reviews
- 4.75★
- Duration
- 1h 20m
Montepulciano wine tour: 2 wineries, lunch and tastingFull-day wine tour in Montepulciano with pickup, visits to two boutique wineries, a 3-course lunch paired with local wines.
- 81 reviews
- 4.84★
- Duration
- 6h–8h
- Tue, Thu and Sat
- 09:00
Tuscany: Wine Tasting Near Siena with Local Foods & Terrace ViewsSip 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.
- 81 reviews
- 4.89★
- Duration
- 1h 30m
- start times · Mon–Sat
- 6
Organic Wine Tasting in Siena: Vineyard, Cellar & 5 WinesTaste 5 organic wines paired with seasonal Tuscan food at a family winery near Siena, walking the vineyard and learning winemaking in the cellar.
- 77 reviews
- 5.00★
- Duration
- 2h 30m
- Every day
- 16:00
Montalcino wine tasting tour: Private guide, Brunello estatesPrivate guided wine tour in Montalcino with tastings at Brunello estates, lunch and snacks included. Hotel pickup from Siena or Arezzo province.
- 71 reviews
- 5.00★
- Duration
- 8h
Chianti and San Gimignano Sunset Tour from SienaAfternoon tour from Siena through Chianti vineyards with winery cellar tour and wine tasting.
- 68 reviews
- 4.84★
- Duration
- 8h–9h
Montalcino Brunello Wine Tasting: 3 Tuscan wines with sommelierTaste three Tuscan wines including Brunello di Montalcino in a medieval castle with a professional sommelier guiding you through the vineyard and production methods.
- 66 reviews
- 4.38★
- Duration
- 1h 30m
- start times · Mon–Fri
- 3
Brunello di Montalcino Wine Tour from Siena: 2 TastingsWine tour from Siena to Montalcino with tastings at two prestigious estates, a guide in English.
- 66 reviews
- 4.03★
- Duration
- 5h 30m
- start times · Wed, Fri and Sun
- 2
Truffle Hunting in Siena with Dogs and Tasting: 25-year expert guideHunt for truffles in Tuscany with Alessandro's trained dogs, then taste truffle products at his shop.
- 64 reviews
- 5.00★
- Duration
- 2h
- Every day
- 09:00
Siena: Underground Wine Tasting in Private Medieval CaveStep 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.
- 62 reviews
- 4.98★
- Duration
- 1h
- start times · Every day except Wednesday and Sunday
- 2
Horseback Riding in Tuscan Chianti Hills: Vineyard TrailsRide through Tuscan vineyards and olive groves on horseback from an authentic historic riding school, with a local guide, helmet and 60 minutes in the saddle.
- 62 reviews
- 4.02★
- Duration
- 1h 30m
- start times · Every day
- 6
Siena Walking Tour: Medieval Streets with GuideWalk Siena's medieval center with a professional guide covering the Cathedral, Palazzo Pubblico and San Domenico Basilica in two hours.
- 51 reviews
- 5.00★
- Duration
- 2h
Tuscan Sparkling Wine Tasting in Siena: Three MethodsTaste 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.
- 48 reviews
- 5.00★
- Duration
- 1h
- start times · Every day
- 8
Siena Walking Tour: Self-guided monuments at your own paceWalk Siena's medieval center on your own schedule with a digital audio guide covering Piazza del Campo, the Duomo, and five more landmarks.
- 46 reviews
- 4.39★
- Duration
- 4h–5h
Private Cheese and Wine Tour from Siena: Pienza, MontalcinoPrivate guided tour from Siena through Val d'Orcia to Pienza and Montalcino with organic cheese tasting, winery visit and Brunello wine tasting included.
- 44 reviews
- 4.98★
- Duration
- 8h
- Every day
- 09:30
Cooking Class in Siena: Make Fresh Pasta & DessertLearn to make fresh pasta, traditional sauces and tiramisu in a Siena palazzo, with wine tasting and lunch included. Take home extra portions to share.
- 43 reviews
- 4.88★
- Duration
- 3h
- Mon–Sat
- 10:00
Siena Food and Wine Tour: Taste Tuscan SpecialtiesWalk 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.
- 40 reviews
- 4.90★
- Duration
- 2h
- Tue and Fri
- 14:00