Siena, Italy is a city full of history, culture, and charm. From its stunning Gothic architecture to its delicious Tuscan cuisine, there is something for everyone in this beautiful city. Whether you’re a first-time visitor or a seasoned traveler, there are endless attractions and activities to explore in Siena. In this post, we will highlight some of the best things to do and see in Siena, so you can make the most of your trip to this famous Tuscan city. So, pack your bags, grab your camera, and get ready to discover the best attractions and things to do in Siena!
The 5 Best Fun Activities For Couples in Siena
- Siena Treasures and Tastes Small Groups With Food Tastings
- Skip the Line Siena Duomo and City Walking Tour
- 500 Vintage Tour and Chianti Roads from Siena
- Vespa Chianti Tour in the Tuscan Hills
- Siena Private Walking Tour
The 5 Best Fun Activities For Couples in Siena
1. Siena Treasures and Tastes Small Groups With Food Tastings

Discover the treasures and tastes of Siena with this small group tour that includes food tastings. Meet your guide at the Basilica Cateriniana San Domenico in San Domenico square and start your tour exploring the stunning Basilica Cateriniana Di S. Domenico. Continue to Piazza Salimbeni and other top attractions in the city. Along the way, enjoy breakfast and snacks, and taste some of the delicious food that Siena has to offer. The tour concludes at Piazza del Campo, surrounded by the beauty of Campo square. The tour is wheelchair and stroller accessible, but not recommended for travelers with back problems or serious medical conditions. Cancel up to 24 hours in advance for a full refund. Come and experience the best sights and flavors of Siena!
2. Skip the Line Siena Duomo and City Walking Tour

Indulge in the beauty of Siena with this skip-the-line walking tour that takes you to some of the city’s top attractions. Accompanied by an expert guide, explore Siena’s UNESCO World Heritage-listed Old Town and learn about the history behind the Basilica of San Domenico and the stunning Piazza del Campo, home to the famous Palio horse race. With your skip-the-line ticket, avoid the long lines and step into Siena’s Duomo, admiring its Gothic architecture and seeing impressive works of art by renowned artists such as Donatello, Bernini, and Michelangelo. This guided tour includes hotel pickup and drop-off, gratuities, and excludes food and drinks unless otherwise specified.
3. 500 Vintage Tour and Chianti Roads from Siena

Are you ready for an unforgettable experience in Tuscany? Join this tour and drive an original restored Fiat 500 across the Chianti hills while enjoying the spectacular views of the countryside. Your day will start with a pickup from Siena, and your knowledgeable guide will take you to the winery where the vintage car waits for you. You’ll receive instructions before hitting the road, and then you’ll be off on your adventure.
As you zip along the winding roads, you’ll feel the wind in your hair and the sun on your face. You’ll make stops along the way to snap photos and take in the breathtaking views. Your guide will explain the history and culture of the area, as well as some interesting facts about the Fiat 500.
After your tour through the Chianti hills, you’ll arrive at a winery to enjoy a typical Tuscan lunch with a view of the vineyards. Taste some of the region’s famous wines and enjoy some delicious food while relaxing in the idyllic setting of the countryside.
At the end of the tour, your guide will take you back to Siena, leaving you with memories that will last a lifetime. Please note that this tour is not suitable for drivers under 18 years old. The tour includes the guide, original restored Fiat 500 (manual), lunch, pickup and drop-off, and tips. Don’t miss this opportunity to experience Tuscany like a true Italian!
4. Vespa Chianti Tour in the Tuscan Hills

Discover the stunning Chianti hills on a Vespa scooter and delight in a wine-tasting experience on this day trip from Badesse. On this tour, roll through the beautiful Tuscan countryside and appreciate the charming villages on the way. Indulge your palate with a wine-tasting experience at a local farm and savor a light Tuscan lunch. This tour also features a guided tour of the winery. This is a full-day guided tour and includes a tour escort, an original Vespa scooter (automatic transmission), and pickup and drop-off from your accommodation. Note that this tour is not suitable for children under 12 years and pregnant women.
5. Siena Private Walking Tour

Discover the beautiful city of Siena on a private walking tour with your own local guide. This tour can be customized on the spot according to your preferences. Meet your guide at the designated meeting point at Caffè Fonte Gaia, Il Campo 21/23, 53100 Siena SI Italy. Your guide will be with your group only, providing a more personal experience.
During the tour, you will pass by the city’s attractions and landmarks, including the beautiful city of Siena. The tour is wheelchair and stroller accessible, making it convenient for all travelers. The tour includes gratuities and entrance fees.
Please note that the tour ends back at the meeting point. If you need to cancel, you can do so up to 24 hours in advance for a full refund. However, cancellations made less than 24 hours before the experience’s start time will not be refunded. The cut-off times for any changes are based on the experience’s start time.
Confirmation will be received at the time of booking. Book your private walking tour of Siena today for a unique and personalized experience with a knowledgeable local guide.
Most Frequently Asked Questions by Tourists about the City of Siena
Siena is one of the most charming cities in Italy. Known for its beautiful art and architecture, rich history, and vibrant culture, Siena is a popular tourist destination. However, as with any travel destination, there are always questions that tourists ask. Here are some of the most frequently asked questions about the city of Siena.1. Where is Siena located?
Siena is located in the heart of Tuscany, in central Italy. It is about 75 kilometers south of Florence, the capital of the region. It is also about 240 kilometers north of Rome, the capital of Italy.2. What is the best time of year to visit Siena?
The best time to visit Siena is in the spring, from April to June, and in the fall, from September to November. During these months, the weather is mild, and the city is less crowded than in the peak summer months. However, if you are interested in attending the famous Palio di Siena, a horse race held twice a year in the city’s main square, Piazza del Campo, you should plan your trip accordingly. The Palio takes place on July 2nd and August 16th each year.3. What are the must-see attractions in Siena?
Siena is home to several must-see attractions, including the following:Piazza del Campo:
This is the main square in Siena and is the heart of the city. The square is famous for its unique shell shape and is surrounded by cafes, restaurants, and shops.
The Siena Cathedral:
This is one of the most beautiful and impressive cathedrals in Italy. The cathedral, built in the 13th and 14th centuries, features ornate Gothic architecture and stunning artworks by some of the greatest artists of the Renaissance.
The Palazzo Pubblico:
This is the city hall of Siena and is located in Piazza del Campo. The building features beautiful architecture and houses the Civic Museum, which contains paintings, sculptures, furniture, and other artworks from Siena’s history.