All Siena Tours & Excursions in 2026 - page 2

There are plenty of high-quality tours and experiences in Siena. According to previous travelers, here are the best tours to book right now:

• Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

• Skip the Line: Siena Duomo and City Walking Tour

• Siena: A Wine Tour and Tasting Experience

• Tuscan Cooking Class in Central Siena

• Small-Group Montepulciano and Pienza Day Trip from Siena

Yes, guided tours in Siena are well worth it. You'll get a deeper appreciation of the city's cultural riches, from the masterpiece-filled Siena Cathedral (Duomo) to the medieval Piazza del Campo, by learning their backstories from an expert. In addition to skip-the-line privileges at popular attractions, you'll also get to soak up the city without looking at a map, following your guide along Siena's tangle of cobblestone streets.

Per one customer who booked the Skip the Line: Siena Duomo and City Walking Tour, "We really enjoyed the tour with our guide, Giulia. Her stories on the history (and present) of Siena showed us the city in a way we would never have discovered on our own. We would do this again and recommend it to everyone."

You can find Siena tours at a range of price points. Book a self-guided city tour for around US$10, or choose group walking tours and wine-tasting experiences starting at US$50. Day trips are upwards of US$100, whether to countryside vineyards or nearby towns such as Montalcino, and there's an upcharge for private guides.

For a highly rated tour at the more affordable end of the price range, book experiences such as Wine Class - Tuscan Classics. For about US$75, you'll taste local wines during an expert-led 2-hour tasting at a wine school in Siena's historic center. A more expensive option is the Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena—a full-day experience with transportation to the countryside. The tour includes lunch, three winery visits, and a stop at the 12th-century Abbey of Sant'Antimo.

You can enjoy a variety of activities on Siena tours. Admire the city's renowned art and architecture on a walking tour, or feast on local specialties during a food tour or cooking class. On wine-focused day trips, you can sip your way through Chianti vineyards, stroll around medieval cities such as San Gimignano, or explore the picturesque Tuscan countryside on a guided hike or e-bike experience.

Consider an all-day or multi-day tour to pack in as many sights and activities as possible. For example, the full-day Small-Group Montepulciano and Pienza Day Trip from Siena includes a scenic drive through Tuscany's Orcia Valley, guided visits to the hill towns of Pienza and Montepulciano, lunch, and trips to a winery and pecorino cheese farm for tastings.

You’ll need at least two days to explore Siena’s historic center, a UNESCO World Heritage Site, and the surrounding Tuscan countryside. Spend your first day touring the city’s spectacular Duomo and medieval streets, then get a feel for local cuisine on a food tour or pasta-making class. The next day, go wine tasting in the Chianti vineyards outside of Siena, or visit postcard-worthy towns such as San Gimignano and Montalcino.

According to travelers, these are the best attractions in and near Siena:

• Siena Cathedral (Duomo)

• Piazza del Campo

• Montalcino

• Siena Historic Center (Siena Centro Storico)

• Mangia Tower (Torre del Mangia)

View Viator's guide to all the best attractions in Siena.

There are tons of great trips to take from Siena. According to traveler reviews, these are the best day trips to book right now:

• Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

• Small-Group Montepulciano and Pienza Day Trip from Siena

• Small-Group San Gimignano and Volterra Day Trip from Siena

• San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch, & Wine Tasting

• Hidden Castles & Chianti Wine Experience– Small Group

View all of Viator's top Siena day trips.

You don't have to spend a fortune to have a great time in Siena. Here are some of the best Siena activities under US$35:

• Siena Medieval Power Quest: Self-Guided Family Feud Game

• Siena Walking Tour with Audio and Written Guide by a local

• Siena Scavenger Hunt and Highlights Self Guided Audio Tour

• "CLASSIC" Wine Tasting and Typical Tuscan Products

• Italian Opera in Siena Experience

Couples will find plenty of romantic tours in Siena. Here are some of the top activities to book now, according to previous travelers:

• Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

• Skip the Line: Siena Duomo and City Walking Tour

• Siena: A Wine Tour and Tasting Experience

• Tuscan Cooking Class in Central Siena

• Wine Class - Tuscan Classics

View all of Viator's top romantic tours in Siena.

There are tons of Siena activities that you can enjoy in the fresh air. Here are some of the top outdoor tours to book right now:

• Hot Air Balloon Flight Over Tuscany from Siena

• Tuscany Hiking Tour from Siena Including Wine Tasting

• Truffle Hunting Experience Siena Tartufi

• Exciting ATV tour in the Tuscan countryside

• Small Group E-Bike Chianti Tour with farm lunch from Siena

View all of Viator's top outdoor activities in Siena.

According to travelers, these are the top museums and cultural attractions in Siena:

• Santa Maria della Scala

• Siena Civic Museum (Museo Civico di Siena)

• National Art Gallery of Siena (Pinacoteca Nazionale Siena)

• Siena Cathedral Museum (Museo dell'Opera Metropolitana)

• Pubblico Palace (Palazzo Pubblico)

View all of Viator's top museum tickets and passes in Siena.