Top Things To Do in Siena: 9 Bucket-List Experiences
- Popular Tour Types in Siena
- Top 9 Best Things To Do in Siena
- 9. Soar Above Tuscany With a Hot-Air Balloon Ride
- 8. Climb the Torre del Mangia for Breathtaking Views
- 7. Experience the Thrill of the Palio di Siena
- 6. Visit Nearby Charming Tuscan Towns
- 5. Explore the Historic Streets of Siena
- 4. Savor the Local Flavors of Siena
- 3. Taste the Best Wines of Tuscany
- 2. Stroll Through Piazza del Campo
- 1. Discover the Magnificent Siena Cathedral
- Discover the Top Things To Do in Siena Now
- Top Things To Do in Siena FAQs
- How do I get around Siena?
- Can I watch Palio for free?
- What are some hidden gems in Siena?
- Can I visit Siena on a day trip from Florence?
- How long should I spend in Siena?
Prepare for a charming Italian getaway with the top things to do in Siena. Climb the Torre del Mangia for sweeping views, savor pici pasta in a trattoria, and experience the thrill of the Palio horse race. From breathtaking cathedrals to hidden medieval streets, these 9 bucket-list experiences will enchant your heart and senses.
Siena is a captivating Tuscan city that looks like a medieval masterpiece. Its Piazza del Campo, shaped like a shell, is one of Europe’s most unique squares. The city's UNESCO-listed historic center boasts well-preserved architecture dating back to the 12th century.
Just around 49 miles (80 kilometers) from Florence, Siena offers incredible tours and experiences. Explore what makes this city worth visiting with exciting Siena itineraries that take you through medieval streets, historic landmarks, and the stunning Tuscan countryside.
While planning a trip can be challenging, carefully curated travel packages in Siena offer a hassle-free way to experience the best of this Tuscan gem. From guided Siena day trips to tasting traditional panforte cake, the top things to do in Siena promise a memorable experience.
Ready to discover what makes this city so special? Keep reading and explore the best things to do in Siena!
Popular Tour Types in Siena
Medieval landmarks, Tuscan flavors, and hidden alleyways—Siena is a city made for exploring! Whether you're here for history, food, or adventure, the top things to do in Siena lead to something worth discovering.
Wine-tasting experiences in Siena are a dream for families, couples, and solo travelers. These activities lead you to scenic vineyards where Tuscany’s finest wines flow as freely as the stunning countryside views.
History lovers, get ready—Siena’s medieval past isn’t just preserved; it’s part of daily life. Historical tours in Siena offer a deeper look at the city's rich heritage. Explore iconic landmarks and learn about traditions like the Palio horse race.
Hands-on cooking classes in Siena let you experience the art of Tuscan cuisine. Meanwhile, wander and wonder through hidden alleyways, charming piazzas, and incredible views with Siena walking tours. Exploring on foot is the best way to uncover the city's character—surely among the top things to do in Siena.
And just when you think Siena can’t get any better, the surrounding Tuscan countryside offers even more to explore. Trips and excursions in Siena offer the chance to explore nearby hilltop towns, visit historic wineries, and take in panoramic countryside views.
Discover the top things to do in Siena with these top-rated tours and experiences. Which adventure will you try first?
Top 9 Best Things To Do in Siena
Siena is more than just a postcard-perfect city. It’s a journey back to medieval Italy. From wandering ancient streets to exploring scenic vineyards, here are the top things to do in Siena for an enchanting experience.
9. Soar Above Tuscany With a Hot-Air Balloon Ride
One of the top things to do in Siena is to take in the breathtaking Tuscan countryside from above. Sightseeing flights in Siena offer a unique perspective of Tuscany, including the Chianti region’s rolling hills and vineyards—just like the landscape seen in Renaissance paintings!
A hot-air balloon flight over Tuscany offers a once-in-a-lifetime experience. You’ll float over historic castles, medieval villages like Monteriggioni, and cypress-lined roads, iconic to the region. It’s quiet and peaceful—just you, the open sky, and miles of postcard-perfect scenery.
Whether it’s a romantic date or a bucket-list adventure, this unforgettable ride in the sky is one of the best things to do in Siena that guarantees stunning views and lifelong memories.
Tips for a fun visit:
- Flights take off early in the morning when the winds are calm, so dress in layers for changing temperatures.
- Don’t forget your camera—the golden morning light makes for unbeatable photos!
- Some tours include a champagne toast or breakfast after landing, so check for added perks when booking.
8. Climb the Torre del Mangia for Breathtaking Views
One of the top things to do in Siena is to climb the Torre del Mangia, the city’s iconic tower that stands tall over Piazza del Campo. Built in the 14th century, this 289-foot (88-meter) tower offers the best panoramic view in town—but you’ll have to conquer around 400 steps to reach the top!
The reward? A sweeping vista of Siena’s rooftops, rolling Tuscan hills, and even the distant Apennine Mountains on a clear day.
Learn more about the tower’s history and the city’s rich past on cultural tours in Siena. For a deeper dive, take a guided sightseeing tour with visits to Torre del Mangia and Siena Cathedral. This experience lets you explore the city’s architectural treasures beyond the skyline.
Short on time? A half-day tour of Siena is a great way to see the city’s top sites, including the Torre del Mangia, more efficiently. It’s one of the top things to do in Siena, ensuring you don’t miss out on the best spots.
Tips for a fun visit:
- Arrive early or book ahead—only a limited number of visitors can climb at a time.
- The staircase is narrow, so wear comfortable shoes and pack light.
- Bring a camera. Late afternoon climbs offer magical golden-hour views, perfect for photos!
7. Experience the Thrill of the Palio di Siena
The Palio is Siena’s most thrilling, heart-pounding tradition. Held twice a year—on July 2 and August 16—in Piazza del Campo, this medieval spectacle dates back to the 1600s. Watching it unfold is one of the top things to do in Siena if you're visiting during these months.
Seventeen neighborhoods, or contrade, compete in a fiercely passionate race, each represented by a horse and rider dressed in medieval colors. The atmosphere is electric, with parades, drummers, and flag-throwing displays leading up to the big event. The race itself lasts just 90 seconds, but the excitement fills the city for days!
If you’re planning city breaks in Siena, book your stay early, as the Palio draws thousands of visitors. For the best views, secure a spot in the stands or watch from a nearby balcony.
If you’re in Florence, this special event to experience the Palio horse race in Siena lets you witness the excitement firsthand without the hassle of planning.
Prefer a local perspective? Some contrade host exclusive dinners where you can join in the pre-race celebrations—definitely one of the top things to do in Siena!
Tips for a fun visit:
- Arrive at least a day early. The real magic happens before the race! Watch the trial runs in the morning or experience the blessing of the horses inside each contrada’s church.
- Reserve your accommodation or hotel in Siena three to six months in advance. Choose a stay near the Piazza del Campo.
- Book a balcony or terrace seat for a better view and a more comfortable experience. Alternatively, look for small wooden bleachers set up by locals—they sometimes rent spots for a fraction of the cost of official tickets.
- Check out the contrada museums. Each district has a museum showcasing Palio victories, ancient costumes, and historic artifacts.
6. Visit Nearby Charming Tuscan Towns
Siena’s medieval streets are a delight, but just beyond the city, some of Tuscany’s most charming towns are waiting to be explored. Visiting nearby villages is one of the top things to do in Siena. These villages offer rich history, stunning views, and incredible food.
Head to Montepulciano, a hilltop town famous for its Vino Nobile wine and Renaissance palaces. Nearby Pienza is a postcard-perfect gem known for its Pecorino cheese and was redesigned in the 15th century to be an “ideal Renaissance city.” It’s a vision that still feels like a dream today!
These two towns are close enough to visit in a single day. However, a guided day trip from Siena to Montepulciano and Pienza will make the experience hassle-free. Enjoy wine tastings, local specialties, and beautiful scenery without worrying about logistics.
Another must-do in Siena is to go on a day trip to San Gimignano and Volterra. San Gimignano’s 14 medieval towers create a one-of-a-kind skyline, while Volterra’s Etruscan history and alabaster workshops make it a dream for history lovers. A visit to these towns is one of the top things to do in Siena for families and curious travelers.
Tips for a fun visit:
- Popular towns like San Gimignano can get crowded, so plan your visit in the morning or late afternoon for a more relaxed experience.
- Bring cash, as some small family-run shops and trattorias may not accept cards.
- Many Tuscan towns host historical reenactments, food fairs, and wine festivals—perfect for an authentic experience. Check for local festivals, like Pienza’s Fiera del Cacio.
5. Explore the Historic Streets of Siena
Strolling through Siena’s historic streets is like walking through a living museum. This UNESCO-listed medieval maze is packed with hidden gems, from centuries-old palaces to charming alleys lined with local shops.
Some must-visit streets in Siena include Via di Citta and Via Banchi di Sopra. Via di Citta is Siena’s main street, famous for its souvenir shops and landmarks like the Palazzo Pubblico and Piazza del Campo. Via Banchi di Sopra showcases historic buildings and elegant palaces like Palazzo Salimbeni.
One of the top things to do in Siena is to explore the historic center on foot. Walking tours in Siena reveal something new at every turn—ornate doorways, secret courtyards, or stunning views of the city’s iconic towers.
Explore at your own pace with a private walking tour of Siena. Stroll through quiet alleys, discover hidden frescoes and ancient wells, and visit landmarks like the Basilica of San Domenico, home to sacred relics of Saint Catherine of Siena.
For a deeper dive, the secret Siena walking tour takes you beyond the main sights, guiding you through quieter, lesser-known corners with fascinating stories and local legends. It’s one of the top things to do in Siena, offering a chance to experience the city like a local, away from the crowds.
Tips for a fun visit:
- Look down! Siena’s streets are decorated with intricate contrada (neighborhood) symbols, each representing a district that competes in the legendary Palio horse race.
- Wear comfy shoes and bring water if you’re visiting in the warmer months. Siena’s cobbled streets have been around for centuries, and walking along them can be quite a workout!
4. Savor the Local Flavors of Siena
Food is a huge part of Siena’s charm, and tasting local specialties is a must-do in Siena. From handmade pici pasta to rich wild boar ragu, food experiences in Siena tell a story of tradition and passion.
For food lovers, indulging in local flavors is one of the top things to do in Siena. The best way to experience it all? Dive into a full-meal food tour in Siena and taste your way through the city’s best-loved dishes. Sample local cheeses, sip Chianti wine, and savor traditional plates like pici (hand-rolled pasta) and Ribollita (a hearty vegetable and bread soup).
Want to bring the flavors of Tuscany home? A Tuscan cooking class in Siena lets you roll up your sleeves and learn from the pros. Discover the secrets of fresh pasta, rustic soups, and traditional desserts—all using farm-fresh ingredients.
Tips for a fun visit:
- Visit Siena’s food markets in the morning for the freshest ingredients. Some cooking classes in Siena include a trip to the market, so check ahead for a full farm-to-table experience.
- Pair your meal with Chianti or Vernaccia wine—two regional favorites that beautifully complement traditional dishes. Savoring these local wines is a must-do in Siena.
3. Taste the Best Wines of Tuscany
Beyond medieval streets and historic landmarks, Siena is a gateway to some of Italy’s best wine regions.
The rolling Tuscan hills just outside the city are home to world-famous vineyards, including Montalcino, the birthplace of Brunello wine. This hilltop village is a dream for wine lovers, foodies, and nature lovers.
One of the top things to do in Siena is to explore these vineyards, where passionate winemakers share their craft. On a small-group Brunello di Montalcino wine-tasting trip, you’ll visit stunning estates, meet winemakers, and sip Tuscany’s bold reds straight from the source.
If you prefer to stay in the city, a wine-tasting experience in Siena lets you sample incredible local wines without leaving town. You can even savor a glass of Chianti Classico wine at the stunning Bossi Castle, where centuries-old walls set the perfect atmosphere for a tasting.
Coming from Florence? Make the most of your day with a trip to Siena, San Gimignano, and Monteriggioni with Chianti wine tasting. This adventure is one of the top things to do in Siena, blending medieval charm, rolling vineyards, and bold Tuscan flavors in one enchanting day.
Tips for a fun visit:
- For the best experience, visit during harvest season (September to October) to catch the grape-picking in action.
- Wear comfy shoes, as vineyard terrain can be uneven, and bring a light jacket since the countryside tends to be breezy, even in summer.
- Skip strong perfumes—they can mess with how you smell and taste the wine.
2. Stroll Through Piazza del Campo
No trip to Siena is complete without stepping into Piazza del Campo. This shell-shaped square isn’t just a pretty backdrop—it’s a must-see in Siena that reveals the city’s social and historical heart.
The square’s unique slope was designed to let rainwater drain into a 13th-century underground system. With its stunning brick pavement and medieval buildings, strolling through this spot is one of the top things to do in Siena.
Twice a year, Piazza del Campo transforms into a racetrack for the legendary Palio di Siena, a high-speed, bareback horse race. But even on quieter days, the piazza is a fantastic place for people-watching, sipping an espresso, or relaxing under the Tuscan sun.
For a complete experience, join a walking tour of Siena with food and Chianti wine. You’ll explore this bustling square, wander through historic alleys, and indulge in local flavors. It’s easy to see why it’s among the top things to do in Siena!
Tips for a fun visit:
- Start your day here early for a nearly empty piazza, perfect for capturing photos. Late afternoon is great for people-watching as locals gather before dinner.
- Head to the terrace of the Palazzo Pubblico’s courtyard—it’s free to enter and gives you a unique angle of the square without the crowds.
- There’s a tiny alleyway off Via di Citta leading to an elevated view of the piazza—most visitors miss it, but it's a great hidden spot.
1. Discover the Magnificent Siena Cathedral
The Siena Cathedral, or Duomo, is a Gothic masterpiece that feels like stepping into a work of art. Visiting this cathedral is one of the top things to do in Siena, and it’s sure to leave you in awe!
The cathedral’s intricate facade, covered in sculptures and mosaics, shines in the Tuscan sun. Inside, every inch is breathtaking—from the marble floors to the soaring ceilings and frescoes.
An entry ticket to the Siena Cathedral and Piccolomini Library gives you access to one of its most treasured spaces. The library’s colorful Renaissance frescoes look as vivid as the day they were painted. Dropping by here is truly one of the top things to do in Siena.
Here’s an interesting fact: the cathedral’s marble floor is so precious that it’s only uncovered for a few weeks each year, usually mid-August to late October. This is the only time visitors can see the detailed inlaid designs without protective coverings.
If you're planning a trip, visiting during this period is a rare treat and definitely one of the top things to do in Siena. Get the whole experience with an Opa SI Pass, which includes access to the Baptistery, the Crypt, and the Facciatone, complete with an audio guide.
Tips for a fun visit:
- Arrive early to beat the crowds. If you're visiting in summer, bring sunglasses—the bright white marble can be dazzling!
- Bypass the long lines with the skip-the-line Siena Duomo experience with city walk for a hassle-free experience and expert insights.
- Don’t forget to explore the Piccolomini Library’s vivid frescoes, admire the Baptistery’s Renaissance art, and climb the Facciatone Terrace for incredible views. These are some of the best things to do in Siena!
Discover the Top Things To Do in Siena Now
Whether you're here for the history, the food, or just the vibes, Siena never disappoints. Top-rated experiences in Siena promise unforgettable moments in this timeless city.
Immerse yourself in the city's traditions, from its world-famous Palio horse race to its historic streets lined with Gothic architecture. Take a guided walking tour to uncover hidden gems, visit the renowned Siena Cathedral, or indulge in exclusive wine tastings in centuries-old cellars of Chianti.
Where you stay during your trip also matters. After all, there’s nothing better than unwinding in one of Siena’s hotels or accommodations after a day of exploring. To help you pick the right area, we recommend checking the best places to stay in Siena.
Plan your trip, book your stay, and get ready to experience the best things to do in Siena in the best way possible—through its history, flavors, and lively traditions!
Top Things To Do in Siena FAQs
How do I get around Siena?
Siena’s historic center is best explored on foot—its medieval streets are pedestrian-friendly, and most landmarks are within walking distance. Public buses connect outer areas, while taxis are available but not always easy to find, especially in the evening.
If you’re driving, note that the city center is a ZTL (limited traffic zone), so parking outside the walls and walking in is the best option. To discover tucked-away gems and local stories, guided cultural tours in Siena are among the city’s top things to do.
Can I watch Palio for free?
Yes! You can stand in the center of Piazza del Campo for free, but get there early—people start claiming spots hours before the race, and once it fills up, access is restricted. Keep in mind that there’s no shade, seating, or easy exit once you’re inside.
For a more comfortable view, consider booking a balcony or grandstand seat in advance. Experiencing the Palio is one of the top things to do in Siena, so expect huge crowds and an electric atmosphere!
What are some hidden gems in Siena?
Beyond the famous Piazza del Campo and Duomo, discover lesser-known spots like the contrada museums, where each district’s Palio history comes to life. The Basilica of San Domenico holds relics of Saint Catherine, and the quiet Orto de’ Pecci garden offers a peaceful escape with city views. These hidden gems make exploring Siena even more special.
Can I visit Siena on a day trip from Florence?
Absolutely! Siena is about 1.5 hours from Florence by car or bus, making it a great day trip. However, staying overnight lets you experience the top things to do in Siena after the crowds leave. Many travelers combine Siena with nearby gems like San Gimignano or Montepulciano for an even richer Tuscan adventure.
How long should I spend in Siena?
A full day in Siena lets you see the highlights, but staying at least two days or a weekend gives you time to soak in the atmosphere, enjoy local cuisine, and explore beyond the main sights. If you want to experience the top things to do in Siena, like visiting the Duomo and taking a wine-tasting trip to the countryside, consider spending a night here.
Top things to do in Italy
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