Title: 10 TOP Things to Do in Province of Siena September 2025 | Expedia.ca # What to do in Province of Siena ## Activities, attractions and tours ## Visit Province of Siena Types of activities [Province of Siena travel guide](https://expedia.ca/Province-of-Siena.dx6047850) ![Province of Siena](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409095-Siena.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Province of Siena](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409064-Siena.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Siena which includes a church or cathedral, religious aspects and interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26273-Siena.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Province of Siena](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409073-Siena.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Province of Siena](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409115-Siena.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Province of Siena Attractions You're excited to chart a course in a different direction. Perpetually prepared for a brand new feat and innovative ways to get your kicks, you're prepared to investigate new territory like a pro. Next stop: Province of Siena! It's not challenging to fill an itinerary, because Expedia Canada makes it easy to book loads of things to do. Book your activities today, and all that's left to do is pack your luggage and start daydreaming. - Book your favourite activities and day trips on Expedia Canada for significant savings, and you'll still have enough cash for a fancy hotel or luxurious meal while you're in town. The things to do in Province of Siena are not only among the best, but they won't bust your budget. We have 562 things to do here, and you can make them yours starting at just CA $8 . - Province of Siena is popular among sightseers like yourself. In fact, many travellers have been visiting to dive into local history and culture and participate in the best activities, and many are already planning to return. The top things to do can grab the attention of even seasoned travellers, and one look at our list explains why. Our activities includes an impressive variety of culturally themed excursions and excitement. From epicurean adventures like [Chianti & San Gimignano Half-Day Tour](https://www.expedia.ca/things-to-do/chianti-san-gimignano-half-day-tour.a228149.activity-details) to the region's most talked about spots to stay entertained like the [Opa Si Pass – Siena Cathedral Ticket](https://www.expedia.ca/things-to-do/opa-si-pass-siena-cathedral-ticket.a233019.activity-details), there is a huge selection of opportunities to choose from when you review the best tours and excursions here at Expedia Canada. Our activities are the ideal way to organize your trip. You'll need a game plan to make the most of a trip to Province of Siena, especially when you long to include plenty of local cuisine and entertainment. And we can tell you don't plan to sleep all day—you are ready to get out and take it all in. You look forward to checking off the best activities around, and an exploration of historic city neighbourhoods is always time well spent. Book professional area tours on Expedia Canada, and you'll never get lost. * * * * * * ### Most fun & popular experiences in Province of Siena ### Tours & day trips [See all 474 activities](https://expedia.ca/things-to-do/search?&rid=6047850&location=Province+of+Siena&filter.categories=ToursDayTrips) ![From Rome: Tuscany & Montepulciano Day Trip including Lunch & Wine Tasting](https://mediaim.expedia.com/localexpert/166552/04a98a7b-1b9b-4323-933f-1da13e16b5ee.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Rome: Tuscany & Montepulciano Day Trip including Lunch & Wine Tasting 11h 9.6/10 944 reviews Free cancellation available CA $146 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/from-rome-tuscany-montepulciano-day-trip-including-lunch-wine-tasting.a166552.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Chianti Half Day Wine Tour from Florence](https://mediaim.expedia.com/localexpert/510796/183e2e32-2bc9-4a2b-9b14-ce3b16c8add4.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Half Day Wine Tour from Florence 5h 30m 8.8/10 54 reviews Free cancellation available CA $80 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Siena, San Gimignano, Monteriggioni and Chianti with Lunch & Wine Tasting](https://mediaim.expedia.com/localexpert/329818/686ebe9b-4424-48e3-a5f6-94acd7591fdc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena, San Gimignano, Monteriggioni and Chianti with Lunch & Wine Tasting 11h 8.6/10 131 reviews Free cancellation available CA $129 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/san-gimignano-siena-and-chianti-with-lunch-wine-tasting.a329818.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch](https://mediaim.expedia.com/localexpert/47282553/e14b5a73-0ff4-428f-a567-234540a94e59.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch 12h 10/10 21 reviews Free cancellation available CA $146 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/from-rome-bagnoregio-orvieto-day-trip-with-tuscany-wine-tasting-lunch.a47282553.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](https://mediaim.expedia.com/localexpert/236697/0f88e6e6-ef95-4a56-8618-2b7fc4f041a9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch 12h 15m 7.8/10 150 reviews Free cancellation available CA $80 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscany-in-1-day-pisa-san-gimignano-siena-with-lunch.a236697.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Montalcino, Montepulciano & Pienza day tour from Florence](https://mediaim.expedia.com/localexpert/561642/ccd43a05-6f5c-4c50-bcf9-5c0c7f7f432e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montalcino, Montepulciano & Pienza day tour from Florence 10h+ 8.6/10 32 reviews Free cancellation available CA $150 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montalcino-montepulciano-pienza-day-tour-from-florence.a561642.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence](https://mediaim.expedia.com/localexpert/46773619/ef900635-4e33-44a5-b043-5a52cc96c076.jpg?impolicy=resizecrop&rw=500&rh=280) ### Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence 11h 10/10 1 review Free cancellation available CA $90 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/medieval-tuscany-experience-monteriggioni-and-val-dorcia-from-florence.a46773619.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![VIP Tour: Wine Tasting & Dinner in the Vineyards of Chianti](https://mediaim.expedia.com/localexpert/4100087/1564dd17-49f0-4fd1-b2ef-8c209068e6b7.jpg?impolicy=resizecrop&rw=500&rh=280) ### VIP Tour: Wine Tasting & Dinner in the Vineyards of Chianti 6h 30m 9/10 16 reviews Free cancellation available CA $196 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/vip-tour-wine-tasting-dinner-in-the-vineyards-of-chianti.a4100087.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://mediaim.expedia.com/localexpert/553041/def47daa-d183-43ae-81a6-3355ec60f5c9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena, San Gimignano, Monteriggioni & Chianti from Florence 8h+ 8.6/10 24 reviews Free cancellation available CA $106 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Siena and San Gimignano: Small-Group Tour with Lunch from Florence](https://mediaim.expedia.com/localexpert/1137621/2ce6ba32-d99b-4556-8b0e-90305fa6c8e6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena and San Gimignano: Small-Group Tour with Lunch from Florence 10h 10/10 13 reviews Free cancellation available CA $244 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-and-san-gimignano-small-group-tour-with-lunch-from-florence.a1137621.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ### Private & custom tours [See all 169 activities](https://expedia.ca/things-to-do/search?&rid=6047850&location=Province+of+Siena&filter.categories=Privatecustomtours) ![Siena: Horseback Adventure in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/48146663/553ab7a1-478e-488c-8bd8-29856eaee45e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Horseback Adventure in the Tuscan Countryside 3h Free cancellation available CA $262 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-horseback-adventure-in-the-tuscan-countryside.a48146663.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Private Wine & Oil Tasting with Lunch](https://mediaim.expedia.com/localexpert/1097624/5fcd50d5-cbb8-472f-85a1-f7132e12c883.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Wine & Oil Tasting with Lunch 1h 30m Free cancellation available CA $103 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/vineyard-tour-and-tasting-with-lunch-or-dinner.a1097624.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Tour of the historical cellars in Montepulciano](https://mediaim.expedia.com/localexpert/45270989/560c8d2e-6d5f-430d-95ec-8a2ac7eb560e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tour of the historical cellars in Montepulciano 2h 30m Free cancellation available CA $96 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tour-of-the-historical-cellars-in-montepulciano.a45270989.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Truffle Hunting in Tuscany](https://mediaim.expedia.com/localexpert/3113978/a9f55ec7-b566-49c1-a7df-31ab6ac630ce.jpg?impolicy=resizecrop&rw=500&rh=280) ### Truffle Hunting in Tuscany 8h 10/10 1 review Free cancellation available CA $621 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/truffle-hunting-in-tuscany.a3113978.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Saturnia and Città del Tufo in E Bike](https://mediaim.expedia.com/localexpert/3291752/e557ecdd-5690-4f48-8cab-6a288271ebaa.jpg?impolicy=resizecrop&rw=500&rh=280) ### Saturnia and Città del Tufo in E Bike 8h Free cancellation available CA $335 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/saturnia-and-citta-del-tufo-in-e-bike.a3291752.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Sarteano: Tasting of oils and bruschetta](https://mediaim.expedia.com/localexpert/48958555/73f80315-b232-4983-9833-86b88acc54fe.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sarteano: Tasting of oils and bruschetta 45m 10/10 1 review Free cancellation available CA $13 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/sarteano-tasting-of-oils-and-bruschetta.a48958555.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Montepulciano: Winery Tour, Tasting, and Vineyard Picnic](https://mediaim.expedia.com/localexpert/4571820/a6dead22-9853-4614-81f2-2142f1776f51.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Winery Tour, Tasting, and Vineyard Picnic 4h Free cancellation available CA $146 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-winery-tour-tasting-and-vineyard-picnic.a4571820.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Fly Brunello - Heli Wine Tour](https://mediaim.expedia.com/localexpert/3235812/419426ad-65c9-4203-9f28-3f28581f5d31.jpg?impolicy=resizecrop&rw=500&rh=280) ### Fly Brunello - Heli Wine Tour 5h CA $14,170 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/brunello-heli-wine-tour.a3235812.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Wine Tasting & Tour Premium](https://mediaim.expedia.com/localexpert/3189135/9f843ee4-2ab0-42d6-bc36-c4087a266739.jpg?impolicy=resizecrop&rw=500&rh=280) ### Wine Tasting & Tour Premium 2h Free cancellation available CA $75 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/wine-tasting-tour-premium.a3189135.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Semi Private Siena and San Gimignano from Rome](https://mediaim.expedia.com/localexpert/585928/c0030797-f308-4ebb-a5a1-c623b1f1e14f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Semi Private Siena and San Gimignano from Rome 12h Free cancellation available CA $1,275 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/semi-private-siena-and-san-gimignano-from-rome.a585928.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ### Classes & workshops [See all 83 activities](https://expedia.ca/things-to-do/search?&rid=6047850&location=Province+of+Siena&filter.categories=ClassesWorkshops) ![Siena: Pasta and Tiramisu Small Group Cooking Class with Wine](https://mediaim.expedia.com/localexpert/49774024/816fda58-95b9-44c9-9549-abf3115d8a54.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Pasta and Tiramisu Small Group Cooking Class with Wine 3h 10/10 2 reviews Free cancellation available CA $113 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-pasta-and-tiramisu-cooking-class-with-wine.a49774024.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Cooking Class on a Family Farm in Chianti with Lunch](https://mediaim.expedia.com/localexpert/3973332/34eba71a-ee48-4eca-86c2-496247412f55.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking Class on a Family Farm in Chianti with Lunch 4h Free cancellation available CA $237 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/cooking-lesson-on-the-terrace-of-the-chianti-farm-with-lunch.a3973332.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Chianciano Terme: Theia Thermal Pools Entrance Ticket](https://mediaim.expedia.com/localexpert/4520557/1b76cb45-c8b0-4878-b055-a672929c412e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianciano Terme: Theia Thermal Pools Entrance Ticket 10h 8/10 1 review Free cancellation available CA $74 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianciano-terme-theia-thermal-pools-entrance-ticket.a4520557.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Homemade Pasta Class and Lunch in the Heart of Chianti](https://mediaim.expedia.com/localexpert/46187763/368d5f1f-ce31-4d9a-9b44-fab34d535806.jpg?impolicy=resizecrop&rw=500&rh=280) ### Homemade Pasta Class and Lunch in the Heart of Chianti 4h Free cancellation available CA $245 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/homemade-pasta-class-and-lunch-in-the-heart-of-chianti.a46187763.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Chianciano Terme: Sensory Spa Admission Ticket](https://mediaim.expedia.com/localexpert/4515069/fea86ca0-c797-4cc2-a946-10b8adcb80b1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianciano Terme: Sensory Spa Admission Ticket 3h+ Free cancellation available CA $80 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianciano-terme-sensory-spa-admission-ticket.a4515069.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Siena countryside: cooking class in a real Tuscan farmhouse](https://mediaim.expedia.com/localexpert/48307488/2cdbdc4c-253d-4c58-ba14-f74d6d209c73.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena countryside: cooking class in a real Tuscan farmhouse 4h Free cancellation available CA $221 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-countryside-cooking-class-in-a-real-tuscan-farmhouse.a48307488.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Sarteano: visit to the mill and oil tasting](https://mediaim.expedia.com/localexpert/48179509/8a2dfd06-97e0-4b3b-bc88-419877974aca.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sarteano: visit to the mill and oil tasting 1h 30m Free cancellation available CA $47 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sarteano-visit-to-the-mill-and-oil-tasting.a48179509.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Volterra: Fresh Pasta Cooking Class at a Tuscan Farmhouse](https://mediaim.expedia.com/localexpert/48222501/e97b94a1-10ba-4b28-af76-d02baa9dcca9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Volterra: Fresh Pasta Cooking Class at a Tuscan Farmhouse 2h Free cancellation available CA $172 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/fresh-pasta-cooking-class.a48222501.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Tuscany Jewellery Class - Design and Craft by hand](https://mediaim.expedia.com/localexpert/48041174/d5b0b24f-bdec-4ef6-8f1b-88e7d7952dd1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Jewellery Class - Design and Craft by hand 4h Free cancellation available CA $327 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/tuscany-highlight-create-your-own-jewellery-in-an-artclass.a48041174.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Montepulciano: Italian Cooking Class at a Tuscan Farm](https://mediaim.expedia.com/localexpert/48289442/b436aee0-fcde-4e3b-b7f5-73fb92b8a0fa.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Italian Cooking Class at a Tuscan Farm 3h Free cancellation available CA $237 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-italian-cooking-class-at-a-tuscan-farm.a48289442.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ### Adventure & outdoor [See all 30 activities](https://expedia.ca/things-to-do/search?&rid=6047850&location=Province+of+Siena&filter.categories=AdventureOutdoor) ![Chianti Wine and Food Safari](https://mediaim.expedia.com/localexpert/562098/7a7087d5-a4b0-4f6b-bddf-f98cef0a4e42.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Wine and Food Safari 10h 10/10 9 reviews Free cancellation available CA $368 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianti-wine-and-food-safari.a562098.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Tuscany Hiking Tour from Siena Including Wine Tasting](https://mediaim.expedia.com/localexpert/1139505/e7076e74-fe99-4b02-a9fc-f527a478919b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Hiking Tour from Siena Including Wine Tasting 4h Free cancellation available CA $90 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscany-hiking-tour-from-siena-including-wine-tasting.a1139505.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Private Guided Tour: Discover Lake Trasimeno on E-Bike](https://mediaim.expedia.com/localexpert/48359811/b9d5f207-28c8-42e0-98d5-ccccc60b4245.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Guided Tour: Discover Lake Trasimeno on E-Bike 3h Free cancellation available CA $229 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-guided-tour-discover-lake-trasimeno-on-e-bike.a48359811.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Chianti Wild Safari Adventure through Tuscan Vineyards](https://mediaim.expedia.com/localexpert/48684548/9f0ef7b3-60f3-403a-974f-520e9670c90f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Wild Safari Adventure through Tuscan Vineyards 4h Free cancellation available CA $178 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianti-wild-safari-adventure-through-tuscan-vineyards.a48684548.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Seggiano: Guided Tour of the Olive Grove and Food Tasting](https://mediaim.expedia.com/localexpert/48314154/3c3e6332-4460-423d-8ee4-7953fc5d8637.jpg?impolicy=resizecrop&rw=500&rh=280) ### Seggiano: Guided Tour of the Olive Grove and Food Tasting 2h+ Free cancellation available CA $41 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/seggiano-guided-tour-of-the-olive-grove-and-food-tasting.a48314154.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![From Florence/Badesse: Chianti quad bike Tour with Wine Tasting](https://mediaim.expedia.com/localexpert/48690613/bd54f0b7-70fd-4b2b-92b2-89dc272305e3.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Florence/Badesse: Chianti quad bike Tour with Wine Tasting 4h Free cancellation available CA $311 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/from-florence-badesse-chianti-quad-bike-tour-with-wine-tasting.a48690613.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Small Group Guided Hike to Monteriggioni from Siena](https://mediaim.expedia.com/localexpert/232407/0d19fd5d-5e98-42d2-a871-5b1f71a11bec.jpg?impolicy=resizecrop&rw=500&rh=280) ### Small Group Guided Hike to Monteriggioni from Siena 4h 2/10 1 review Free cancellation available CA $90 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/guided-hike-small-group-tour-from-siena.a232407.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Private Taste of Tuscany Tour](https://mediaim.expedia.com/localexpert/49838127/2c8767a9-ec78-45f3-b3ce-7a8ff49db236.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Taste of Tuscany Tour 9h Free cancellation available CA $474 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-taste-of-tuscany-tour.a49838127.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Full-Day Chianti Bike Tour from Siena](https://mediaim.expedia.com/localexpert/229287/ccea3909-89dd-49b1-9be4-0e24c8ab251c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Full-Day Chianti Bike Tour from Siena 6h 30m 10/10 2 reviews Free cancellation available CA $213 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/full-day-chianti-bike-tour-from-siena.a229287.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Montepulciano: Wine Tour E-Bike Experience](https://mediaim.expedia.com/localexpert/4549046/c23b1365-49be-49ca-821b-ff94dfa11287.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Wine Tour E-Bike Experience 5h 10/10 1 review Free cancellation available CA $270 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-wine-tour-e-bike-experience.a4549046.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ### Holiday & seasonal tours [See all 13 activities](https://expedia.ca/things-to-do/search?&rid=6047850&location=Province+of+Siena&filter.categories=HolidaySeasonalTours) ![Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal](https://mediaim.expedia.com/localexpert/47474223/85eab411-f97a-42b2-93d4-e727692cded8.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal 4h 10/10 1 review Free cancellation available CA $162 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-tuscan-winery-tour-with-wine-tasting-meal.a47474223.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![MONTEPULCIANO - PIC NIC WITH WINE! SURROUNDED BY VINEYARDS](https://mediaim.expedia.com/localexpert/49091361/2f4abfea-99cf-49dd-9c51-7606943cc654.jpg?impolicy=resizecrop&rw=500&rh=280) ### MONTEPULCIANO - PIC NIC WITH WINE! SURROUNDED BY VINEYARDS 1h 30m Free cancellation available CA $74 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-pic-nic-with-wine-surrounded-by-vineyards.a49091361.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Montepulciano: Wine Tasting & Lunch in a Typical Winery](https://mediaim.expedia.com/localexpert/4531652/d44aa087-ec6d-4b6d-b8c7-2f5ccd13a4e7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Wine Tasting & Lunch in a Typical Winery 1h 30m 6/10 2 reviews Free cancellation available CA $90 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-wine-tasting-lunch-in-a-typical-winery.a4531652.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Chianciano Terme: Sensory Spa Admission Ticket](https://mediaim.expedia.com/localexpert/4515069/fea86ca0-c797-4cc2-a946-10b8adcb80b1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianciano Terme: Sensory Spa Admission Ticket 3h+ Free cancellation available CA $80 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianciano-terme-sensory-spa-admission-ticket.a4515069.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![San Gimignano: Dinner in the Winery with Wine Tasting](https://mediaim.expedia.com/localexpert/47677179/31bdd31b-2794-4e96-b7b4-21e4dbea17d0.jpg?impolicy=resizecrop&rw=500&rh=280) ### San Gimignano: Dinner in the Winery with Wine Tasting 1h 30m Free cancellation available CA $123 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/from-florence-dinner-in-the-winery-with-wine-tasting.a47677179.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Montalcino: Guided Winery Tour and Wine Tasting](https://mediaim.expedia.com/localexpert/44628122/e1c18867-816c-4ff5-aaae-8b2f08187f9c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montalcino: Guided Winery Tour and Wine Tasting 1h 45m Free cancellation available CA $74 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montalcino-guided-winery-tour-and-wine-tasting-with-lunch.a44628122.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Montepulciano: Winery Tour and Tasting](https://mediaim.expedia.com/localexpert/4538591/6682c7c0-1063-439a-bfd8-e34ae98bf836.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Winery Tour and Tasting 1h 30m 10/10 1 review Free cancellation available CA $57 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-winery-tour-and-tasting-with-starters.a4538591.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Montepulciano: Winery Tour, Tasting, and Vineyard Picnic](https://mediaim.expedia.com/localexpert/4571820/a6dead22-9853-4614-81f2-2142f1776f51.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Winery Tour, Tasting, and Vineyard Picnic 4h Free cancellation available CA $146 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-winery-tour-tasting-and-vineyard-picnic.a4571820.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Montepulciano: Twilight Saga New Moon Tour with Wine Tasting](https://mediaim.expedia.com/localexpert/44517357/4efbb5f8-6603-43bc-a61b-87b2347fb993.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Twilight Saga New Moon Tour with Wine Tasting 2h 30m Free cancellation available CA $195 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-twilight-saga-new-moon-tour-with-wine-tasting.a44517357.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ![Dinner in Winery Garden and Wine Tasting in San Gimignano](https://mediaim.expedia.com/localexpert/47388884/c059a0c6-fb0a-48f4-8949-13d119c07b86.jpg?impolicy=resizecrop&rw=500&rh=280) ### Dinner in Winery Garden and Wine Tasting in San Gimignano 1h 30m Free cancellation available CA $204 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/dinner-in-winery-garden-and-wine-tasting-in-san-gimignano.a47388884.activity-details?&rid=6047850&location=Province+of+Siena&swp=off) ## What to do in Province of Siena * * * * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. * * * ## Day trip destinations from Province of Siena ![Photo by Leanne](https://mediaim.expedia.com/destination/2/ecd2347b02d6a5c5f9cdd54aa06a0b7f.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Colle di Val d'Elsa [](https://expedia.ca/Colle-Di-Val-DElsa.dx4935) ![Monteriggioni](https://mediaim.expedia.com/destination/1/61b7f5fdafadc1f09ff9b9ca09da3e55.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Monteriggioni [](https://expedia.ca/Monteriggioni.dx5722) ![Siena](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409074-Siena.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Siena [](https://expedia.ca/Siena.dx9821) ![San Gimignano featuring street scenes and shopping as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157883-San-Gimignano.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### San Gimignano [](https://expedia.ca/San-Gimignano.dx11091) ![Chianciano Terme](https://mediaim.expedia.com/destination/1/88850e1a93bffded7b83f66997ef44fd.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Chianciano Terme [](https://expedia.ca/Chianciano-Terme.dx55277) ![Castellina in Chianti showing heritage architecture, religious elements and a church or cathedral](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157304-Tuscany.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Castellina in Chianti [](https://expedia.ca/Castellina-In-Chianti.dx55534) ![Photo by Tim & Nat ✈](https://mediaim.expedia.com/destination/2/2a8dd96004975e4168b8f4127463b065.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### San Casciano dei Bagni [](https://expedia.ca/San-Casciano-Dei-Bagni.dx179124) ![Montepulciano featuring landscape views, heritage architecture and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157917-Montepulciano.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Montepulciano [](https://expedia.ca/Montepulciano.dx601351) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [3 Star Hotels in Siena](https://www.expedia.ca/3Star-Siena-Hotels.s30-0-d9821.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Siena](https://www.expedia.ca/4Star-Siena-Hotels.s40-0-d9821.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Siena](https://www.expedia.ca/5Star-Siena-Hotels.s50-0-d9821.Travel-Guide-Filter-Hotels) - [Farmstay in Siena](https://www.expedia.ca/Siena-Agritourism.d9821-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Siena](https://www.expedia.ca/Siena-Apart-Hotels.d9821-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Siena](https://www.expedia.ca/Siena-Apartments.d9821-aaApartments.Travel-Guide-Accommodation) - [B&B in Siena](https://www.expedia.ca/Siena-Bed-And-Breakfast.d9821-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Siena](https://www.expedia.ca/Siena-Castles.d9821-aaCastles.Travel-Guide-Accommodation) - [Chalets in Siena](https://www.expedia.ca/Siena-Chalets.d9821-aaChalets.Travel-Guide-Accommodation) - 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