Browse by category
Destinations
Must-do experiences
Siena: Brunello di Montalcino Wine Tour & Tuscan LunchFull-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.
- 1,054 reviews
- 4.92★
- Duration
- 9h
- Tue, Fri and Sun
- 09:30
Siena: Organic Wine Tour & Tasting with Tuscan LunchWander Siena’s vineyards, learn winemaking secrets, and taste organic wines with a light Tuscan lunch. Just 2km from the medieval city, guided by locals.
- 412 reviews
- 4.97★
- Duration
- 3h
- Every day
- 11:30
Siena Duomo and City Walking Tour: Skip the LineWalk Siena's UNESCO Old Town with a guide, then enter the Duomo without waiting in line. Two hours covering Piazza del Campo, the cathedral interior.
- 829 reviews
- 4.77★
- Duration
- 2h
- Mon, Thu and Sat
- 10:30
Recommended (7)
Tuscan Cooking Class Siena: Handmade pasta & wine dinner
- 366 reviews
- 4.85★
- Duration
- 4h
Montalcino: Brunello Cooking Class & Winery Tour with Lunch
- 352 reviews
- 4.99★
- Duration
- 4h
Siena Walking Tour: Cathedral & Palio History with Local Guide
- 266 reviews
- 4.78★
- Duration
- 2h–3h
San Gimignano & Volterra Day Trip from Siena with Farm Lunch
- 209 reviews
- 4.93★
- Duration
- 8h
Siena & San Gimignano: Medieval Towns, Chianti Wine & Lunch
- 203 reviews
- 4.55★
- Duration
- 11h
Top rated (10)
Siena: Private Walking Tour of Medieval Alleys & Quiet ChurchesStart in Siena’s main square, wander secret medieval streets, step inside quiet basilicas with a local guide. Includes private tour and flexible meeting point.
- 117 reviews
- 4.96★
- Duration
- 3h
- start times · Every day
- 2
Via Francigena hike from Siena to Monteriggioni: Wine tastingHike the ancient Via Francigena from Siena through Tuscan countryside to the medieval fortress of Monteriggioni, then taste 3.
- 126 reviews
- 4.90★
- Duration
- 4h
- Mon and Thu
- 09:00
Brunello di Montalcino Wine Tour: 2 Wineries with Pairing LunchFull-day Brunello wine tour in Montalcino with visits to two boutique wineries, cellar tastings, and a pairing lunch with local specialties.
- 110 reviews
- 4.87★
- Duration
- 8h
- Mon, Wed, Fri and Sun
- 09:00
Siena: Tuscan Cooking Class & Wine Lunch from CountrysideLearn to make fresh pasta and bruschetta in a Siena farmhouse kitchen, then eat what you cooked with local wine. 4 hours, small groups, recipes included.
- 181 reviews
- 4.81★
- Duration
- 4h
- Mon–Sat
- 10:30
Hot Air Balloon Flight Over Tuscany from SienaRise over the Tuscan hills on a one-hour hot air balloon flight with an experienced pilot, breakfast with prosecco, and return transfer included.
- 153 reviews
- 4.81★
- Duration
- 3h
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
Montalcino Brunello Wine Tasting & Lunch in a CastleTaste 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.
- 137 reviews
- 4.69★
- Duration
- 1h 30m
- start times · Mon–Fri
- 2
Siena: Pasta & Tiramisu Cooking Class with WineLearn to make fresh pasta and tiramisu in a central Siena restaurant kitchen. Includes Prosecco on arrival, wine with lunch, and step-by-step instruction. Small group class.
- 167 reviews
- 4.68★
- Duration
- 3h
- start times · Every day
- 3
Chianti wine tasting from Siena: Two family wineriesTaste 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.
- 187 reviews
- 4.49★
- Duration
- 5h
- start times · Tue, Thu and Sat
- 2
San Gimignano, Chianti & Montalcino day trip from SienaDay 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.
- 156 reviews
- 4.29★
- Duration
- 11h
- Mon, Thu and Sun
- 08:30
Lowest price (10)
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
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
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
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
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
Lunch with Wine Tasting at Poggio ai Laghi Winery in ChiantiSpend 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.
- 12 reviews
- 4.58★
- Duration
- 1h 45m
- start times · Every day
- 14
Chianti Wine Tasting: Poggio ai Laghi Wines, Oils & VinegarsTaste 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.
- 39 reviews
- 4.54★
- Duration
- 1h 30m
- start times · Every day
- 11
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
Horseback Riding in Siena: Tuscan Vineyards & CountrysideRide through Siena's vineyards, olive groves and cypress-lined roads on a calm, trained horse with an English, Spanish or Italian-speaking guide in full safety gear.
- 10 reviews
- 4.80★
- Duration
- 1h
- start times · Every day
- 2
Chianti Wine Tasting Lunch: Eight Wines with Tuscan CuisineTaste eight Chianti wines paired with a three-course Tuscan lunch at Poggio ai Laghi winery, led by a sommelier in English, Spanish or Italian.
- 16 reviews
- 4.25★
- Duration
- 1h 45m
- start times · Every day
- 14
Siena at a glance ✓ 2026-11-03
- Most booked: Siena: Brunello di Montalcino Wine Tour & Tuscan Lunch, € 190 (9h, 4.92★ · 1,054).
- Top rated: Siena: Organic Wine Tour & Tasting with Tuscan Lunch, € 85 (3h, 4.97★ · 412).
- Best value: Siena Duomo and City Walking Tour: Skip the Line, € 40 (2h, 4.77★ · 829).
Of the 125 experiences: 122 with free cancellation, 107 with instant confirmation, 29 with hotel pickup and 81 bookable last-minute.