Top 9 Things to do in Siena, Italy

Come visit Siena! Expedia makes it easy to book Siena tours and find the best attractions. We have a broad selection of things to do in Siena for you to browse through and learn about all the most popular activities. It’s easy to find all the must-see Siena sights by looking though our list of all the most popular Siena attractions.

Whether you travel to Siena in the spring, summer, fall or winter, Expedia makes it simple to find endless Siena vacation ideas for any season. You can explore local things to do and popular tourism spots in Siena, then book a flight, rental car and hotel all with ease.

Chianti & San Gimignano Half-Day Tour
Sample delicious Chianti wines at a local wine cellar after winding your way through the magnificent rolling Tuscan countryside on this fascinating half-day tour. Discover the medieval town of San Gimignano and wander through its narrow alleyways, picture-perfect squares, churches,... Read More

Categories: Culinary Experiences, Restaurants & Nightlife, Tours & Sightseeing

3 hours 20 minutes

Free cancellation

$41
per person

Hot Air Balloon Flight over Tuscany
Marvel at the unspoiled Tuscan landscape spread out below you as you ascend into the sky. The views from your vantage point are simply breathtaking. Once landed, toast to your unique experience with a glass of sparkling Italian wine. Read More

Categories: Adventures, Air, Balloon & Helicopter Tours, Tours & Sightseeing

3 hours

Free cancellation

$273
per person

Montalcino Tour with Brunello Winetasting
Sip on some of the world’s best tasting wine on this tour to the fairytale hilltop town of Montalcino, known for producing the delicious Brunello red wine. Get firsthand views of how the local vineyards produce their wines and what... Read More

Categories: Culinary Experiences, Restaurants & Nightlife, Tours & Sightseeing

5 hours

Free cancellation

$41
per person

Montalcino, Pienza & Montepulciano Tour
Visit 3 of the most impressive towns to be found in the beautiful region of Tuscany on this tour that gives you authentic winetasting, delicious food pairings, and fascinating history and culture. Visit Montalcino, Pienza, and Montepulciano, tasting the produce... Read More

Categories: Culinary Experiences, Restaurants & Nightlife, Tours & Sightseeing

6 hours

Free cancellation

$41
per person

Segway Tour
Make the most of your time in Siena on this 3-hour tour of the city's historic center. Hop aboard a 2-wheeled electric Segway and experience the wonders of this charming city while hearing its history from an enthusiastic guide. Read More

Categories: Adventures, Tours & Sightseeing

3 hours

Free cancellation

$136
per person

Small-Group Brunello di Montalcino Winetasting Tour
Enjoy a small-group discovery of some of the world’s most famous wines as you explore the town of Montalcino and its renowned wine estates. Learn about the entire winemaking process from grape to glass and the methods used that have... Read More

Categories: Culinary Experiences, Restaurants & Nightlife, Tours & Sightseeing

5 hours

Free cancellation

$65
per person

Small-Group Chianti & Castles Tour
Head deep into the stunning Chianti countryside and visit some of the region's most picturesque abbeys, castles, and villages. In the comfort of a minivan with a maximum of 8 guests, take in the breathtaking landscape and taste delicious wines... Read More

Categories: Culinary Experiences, Restaurants & Nightlife, Tours & Sightseeing

5 hours

Free cancellation

$65
per person

Small-Group San Gimignano, Chianti & Montalcino Full-Day Tour
On this full-day exploration of the beautiful Chianti countryside, visit 3 of its principal towns: San Gimignano, Montalcino, and Monteriggioni. Discover the beauty of these medieval centers and enjoy lunch and samples of delicious Brunello wines at a local wine... Read More

Categories: Culinary Experiences, Restaurants & Nightlife, Tours & Sightseeing

11 hours

Free cancellation

$109
per person

Vintage Fiat 500 Tuscany Drive with Winery Lunch
Hit the open road in true Italian style as you cruise through the gorgeous Tuscan countryside from behind the wheel of a vintage Fiat 500. Starting in the rolling hills of Monteriggioni, wind along roads bordered by vineyards and olive... Read More

Categories: Adventures, Tours & Sightseeing

7 hours

Free cancellation

$87
per person

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