Top Siena Half-day Tours

Explore the enchanting Chianti wine region on a half-day tour from Siena, where rolling hills and lush vineyards create an idyllic backdrop. Visit Castellina in Chianti and enjoy exclusive wine tastings at renowned estates. This tour is tailored for wine lovers and nature enthusiasts, offering a rich cultural experience through Tuscany's famous landscapes. With expert multilingual guides, savor the essence of Chianti’s rich heritage and take in the stunning scenery that has inspired countless artists and wine aficionados.

Tuscany is world-renowned for its wine, so ensure you get an insider’s glimpse into the industry during a tasting tour of the vineyards surrounding Siena. Receive personalized attention in a small group as you visit a historical cellar and educate your palate to recognize subtle flavors with the help of a sommelier.

Indulge in Siena's culinary treasures on a private tour designed to delight your palate, led by an expert local guide. Stroll through charming cobblestone streets, where the enticing aromas from bustling food stalls beckon. Begin your epicurean journey with the crispy perfection of coccoli, drizzled with aromatic olive oil, and savor the multi-layered flavors of savory panini, each bite a testament to Siena's rich gastronomic heritage. As you meander through the city, your guide will share enthralling tales of Siena's history, blending tradition with modern culinary innovations. Discover how the city's vibrant food scene reflects its cultural tapestry, making this tour an ideal exploration for devoted foodies and curious travelers alike. Each stop unveils a new chapter in Siena's epicurean story, promising a memorable adventure that intertwines taste and tradition in the heart of this historic city.

Avoid the hassle of organizing transport and winery visits in Tuscany on your own. This small-group experience simplifies a day in Chianti, combining scenic travel with curated tastings at local wineries and time to explore Monteriggioni’s medieval charm. Enjoy a relaxed, well-paced outing that lets you focus on the region’s flavors and landscapes rather than the logistics.

Discover the picturesque wine region of Chianti on a half-day excursion from Siena. Enjoy the Tuscan scenery of gently undulating hills and vineyards while tasting Chianti wines. A day journey from Siena to the Chianti region allows you to experience the gorgeous Tuscan landscape. Begin with a visit to Castellina in Chianti, followed by a wine tasting at a nearby vineyard. Immerse yourself in the bright colors of the rolling hills, where the views, smells, and flavors of the region will captivate your senses. Enjoy a stroll in Monteriggioni, a medieval village where time seems to stop. Proceed to another winery in the heart of the Chianti Classico region, where you can have a second wine tasting and sample extra virgin olive oil. A return trip to Siena marks the end of the excursion.

Make sense of Siena’s winding medieval streets with a self-guided audio tour that connects the key sights across its three hills. Follow a planned route from Porta Camollia to Piazza Salimbeni, stopping at the cathedral and Piazza del Campo along the way. Hear the stories behind each landmark, with time to pause, explore, or stop for a meal whenever you choose.

If you've only got limited time in Siena, make sure you maximize your experience of the Tuscan hot spot on a sightseeing tour that includes skip-the-line entry. An expert guide gives you an insider's view of this UNESCO World Heritage-listed town. Linger for a while in Piazza del Campo and stroll the streets with your guide, learning about the history of the place and leaving the navigating to someone else. Visit the Duomo, Siena's stunning cathedral, and stroll right in thanks to your skip-the-line ticket.

Get an extra boost from your electric bike on a half-day bike tour of the Chianti region. Follow your guide through a picturesque landscape of gentle hills with vineyards, olive groves, and small villages, stopping at a 12th-century castle and a winery. Your tour includes a wine tasting, bottled water, and use of all necessary equipment.

Just 2 km from the old town of medieval Siena, in the stunning hilly Tuscan countryside, the exclusive wine tour with tasting ‘Land, Climate and Taste’ will introduce you to the local food and wine and to the fascinating world of sustainable wines. A journey through the secrets of viticulture in the age of climate change. Designed for all those who love fine wine and food, this intimate experience is for a maximum of 8 people and is led by one of the winery's owners. The winery tour will be followed by a guided sensory tasting session to capture and break down the different organoleptic profiles that participate in the complexity of our vintage and private reserve wines. Finally, you will enjoy a full lunch with the right food and wine pairings that will delight your palate and nourish your soul.

Learn to cook traditional Italian dishes during this Tuscan cooking class in Siena. From homemade pastas to juicy cuts of meat, a professional chef leads you through a combination of family-favorite recipes and time-tested dishes, culminating with a shared meal and excellent wine. This class is held in a professional kitchen and limited to a small group of 15 people or fewer for a more intimate experience.

Experience the enchantment of Siena with an enthusiastic local guide on this private tour. Discover famous sites such as Duomo di Siena, Piccolomini Library, and Piazza del Campo, while revealing secret treasures on your journey. This personalized, adjustable tour allows you to explore Siena in your style, featuring expert suggestions and captivating narratives that animate the city’s history.

Commence your journey at the iconic Piazza del Campo, immersing yourself in the vibrant atmosphere of Siena's renowned square. Delve into the city's history at Palazzo Pubblico, an architectural marvel serving as the seat of governance. Meander through historic streets, passing Palazzo Tolomei and Palazzo Salimbeni, both UNESCO-listed treasures. Continue to the Basilica of San Domenico, housing the relics of Saint Catherine, before a visit to the Sanctuary of St. Catherine of Siena. Admire the Baptistery and opt for a guided tour of the awe-inspiring Siena Cathedral, adorned with masterpieces of Italian artistry.

The audio guide is a convenient mobile companion for a self-guided walk in Siena. The tour is designed specifically for getting to know the city in a relatively short time of 1.5–2 hours. Follow the route on the in-app map to walk from Piazza del Campo to the Medici Fortress, passing by the city’s main landmarks. Highlights include: Siena Cathedral, Fonte Gaia, Palazzo Chigi-Saracini, Galluzzi Arches, Fontebranda Fountain, House of Saint Catherine of Siena. The tour includes 26 points of interest. All stories are written by professional journalists and historians with a touch of humor and a love of travel. After you download the tour, you can run it offline in the app. We recommend using headphones to hear the audio guide clearly. Enjoy engaging stories and legends as you move at your own pace, without the need to follow a tour group. At any moment, you can stop to rest at a café or turn into a picturesque alley, and then continue your walk around the city.

Meet with a local chef-instructor at their home and watch a cooking presentation during this half-day culinary experience in Siena. Learn to prepare a 4-course Italian meal, then enjoy the lunch or dinner that you helped to make with your host. You’ll also sample a selection of red and white wines from Tuscany.

Get views you can't find anywhere else on this hot-air balloon ride over Tuscany. Starting in Siena, float above the countryside and take in scenic views of the low-rolling hills, some clad in grape vines, others crowned by a rustic ancient villa. Ascend as high as 2,000 feet (609 meters) and enjoy seeing the countryside and surrounding ancient villages and towns. Upon landing, enjoy a glass of sparkling wine to celebrate your experience.

Siena has one of the most intact medieval cityscapes in Italy, and with this walking tour, you can take in the hill town’s top sights in just two hours. Skip the hassle of following a map and instead head straight to the highlights with a guide. Stroll past Piazza del Campo, the town hall, and the Basilica of San Domenico, plus stop in the cathedral to marvel at works by Donatello and Bernini.

Cycle at your own pace with a local English-speaking guide who can tell you about the area. Admire the famous Val d’Orcia area close up, stopping when you want for photos. Enjoy a coffee in Pienza the main town on top of the valley, just like the local cyclists do.

Discover the beauty of Siena on a private walking tour through its most iconic landmarks, where medieval charm, art, and spirituality blend in perfect harmony. Your journey begins at Piazza San Domenico, closely tied to the life of St. Catherine, Siena’s patron saint. Just a short stroll away lies the Santuario Casa di Santa Caterina, a peaceful complex built around the birthplace of the saint. Nearby, you’ll come to Fontebranda, one of Siena’s oldest fountains. Your walk continues into the beating heart of the city: Piazza del Campo, a breathtaking shell-shaped square often considered one of Europe’s finest. Lined with graceful palaces and crowned by the Palazzo Pubblico and the Torre del Mangia, this is the stage for the world-famous Palio horse race. No visit to Siena would be complete without exploring the Duomo, a Gothic masterpiece adorned with black-and-white marble stripes, richly decorated interiors, and priceless works of art by masters such as Michelangelo.

Get up close and personal with Tuscany’s ineffable scenery, and explore with ease, on a full-day tour by electric bike. Meet your guide in Siena, get familiar with your bike and helmet, and head into the Chianti Hills. With just a small group for company, set off on a tour of the countryside, visit a restored monastery, and head to a local farm/winery, where you can enjoy a traditional meal and generous wine tasting.

Turn your transfer from Siena to Florence into a visit to two of the most famous medieval towns of Tuscany, in a comfortable private Mercedes van. • Pick-up at your hotel, apartment or B&B in Siena at 9:00 AM • Monteriggioni (about 30 minutes): the walled castle on the ancient Via Francigena • San Gimignano (about 1 hour 30 minutes): the town of the medieval towers, Piazza della Cisterna and the Collegiata • Scenic drive through the Chianti hills • Your private driver shares stories about Tuscany and tips on the main sights along the way • Drop-off at your hotel, apartment or B&B in Florence around 1:30 PM • Optional: lunch at a family-run organic farm, with extra cost for the additional time and lunch paid on site

Experience the culinary delights of the Chianti region on a half-day tour from Florence to a Tuscan farmhouse. Go in search of truffles with an expert guide and his trained dog during a 1-hour forest walk, then enjoy a traditional lunch that features the fresh truffles accompanied by extra virgin olive oil and Chianti Classico wine. Includes tastings of wine, olive oil, and honey, and a 3-course lunch.

Discover Siena through a unique immersive audio experience, among medieval mysteries, spirituality, folk legends and timeless traditions. With the audio guides of i-tourist.it you can explore the city in total autonomy directly from your smartphone, without groups and without fixed times. Stroll through Piazza del Campo, Siena Cathedral, Fontebranda and the ancient medieval alleys listening to engaging tales about Palio, Contrade, knights, esoteric symbols and hidden stories of the city. The experience also includes deep guided meditations in the most suggestive places of Siena, perfect for relaxing and connecting with the authentic soul of the city. Ideal for those who love History, Culture, Mystery, Wellness and Emotional Trips off the classic tourist routes. Experience Siena slowly, at your own pace, letting yourself be guided by unforgettable atmospheres, emotions and stories.

Siena lovers, you will get the chance to breathe the atmosphere of the life of the Contrada and the Palio of Siena! An exclusive opportunity! An exciting experience lived with its protagonists: the Sienese people: vising the Museum and the Church of the Contrada Our guide will also lead you through the Piazza del Campo, where the most famous Palio in the world takes place every year on July 2nd and August 14th. We will also visit the Duomo of Siena, a gem set in a jewel city! We will continue to move into the world of the purest tradition with a tasting of typical Sienese sweets: Panforte, Ricciarelli and Cavallucci accompanied by Vin Santo del Chianti. These products, famous all over the world, maintain a high quality offered to the public in the past hundred years! The family of singer Gianna Nannini has been producing these sweets for generations and iat Caffè Nannini twe will stop and taste these specialities.