Start your trip by visiting Piazza del Campo, the famous shell-shaped square in Siena. Admire the Fonte Gaia and surrounding buildings before heading to Torre del Mangia, the Gothic bell tower that offers panoramic views of the city.
Marvel at the stunning Siena Cathedral, a medieval masterpiece with intricate carvings and frescoes. Then visit the Battistero di San Giovanni, the octagonal Baptistery that has stood since the 14th century.
Explore the Museo Civico, home to some of Siena's most precious artworks and artefacts. Then climb the 14th-century tower Torre Grossa for a bird's-eye view of the city.
Spend the day in the Chianti region, known for its picturesque vineyards and quaint towns. Visit wineries, sample local wines, and soak up the Tuscan countryside.
Admire the Basilica of San Domenico, a Gothic church with a striking rose window and stunning frescoes. Afterward, relax at Orto de' Pecci, a lush garden in the heart of the city.
Immerse yourself in Italian cuisine by taking a cooking class. Learn to prepare classic dishes such as homemade pasta and tiramisu, and savor the fruits of your labor.
Visit some of Tuscany's renowned wineries for a guided wine tour and tasting. Learn about the region's winemaking traditions and history while you sample some of the best wines in Italy.
Visit the charming hilltop town of Montalcino, famous for its Brunello di Montalcino wine. Explore the medieval fortress, shop for local artisanal goods, and indulge in delicious Tuscan cuisine.
Take a peaceful day trip to the Abbey of Monte Oliveto Maggiore, a serene Benedictine monastery surrounded by rolling hills. Learn about the abbey's history and admire the ornate frescoes and artwork.
Take a relaxing walk through the Botanical Gardens, part of the University of Siena. Admire the lush greenery, various plant species, and serene water features.
Visit the Palazzo Pubblico, Siena's town hall that houses the Civic Museum. Explore the colorful frescoes and art collections that depict Siena's rich history and culture.
Take a day trip to the breathtaking Abbey of San Galgano, a roofless Gothic ruins set in the Tuscan countryside. Discover the legend of Galgano Guidotti, who was inspired by a vision of Archangel Michael to live as a hermit near the ruined chapel.
Spend the day in Florence, the birthplace of the Italian Renaissance. Visit famous landmarks such as the Ponte Vecchio, Uffizi Gallery, and the Cathedral of Santa Maria del Fiore.
Discover the history of the powerful Medici family and Siena's Etruscan roots. Visit the Medici Fortress, a 16th-century fortress that now houses exhibitions and events. Then, explore the Museum of the Etruscan Academy, which houses Etruscan and Roman artefacts.
Depart for Florence or Pisa airport for your flight home, taking with you the unforgettable memories of your 15-day city experience in Siena.
Most locations in Siena can be explored on foot, but for day trips or longer distances, renting a car or taking a guided tour bus is recommended. Bus and train services are also available, with fares ranging from 2 to 30 euros depending on the distance and type of service.
If you have fewer days, consider skipping the day trips and spending more time exploring Siena. For more active travelers, hike around the nearby countryside such as Montagnola Senese or take a bike tour. Also during summer, the Palio horse race takes place on July 2nd and August 16th. Make sure to book hotels and tickets in advance.
Siena does not have an airport, but the closest airport is Florence Airport (FLR). It is located 55 miles away from Siena and can be reached by train or bus. Pisa International Airport (PSA) is also an option and is located 78 miles from Siena.