7-day Tuscany Itinerary

7-day Tuscany Itinerary

Feb 21, 2025

Tuscany is a land of breathtaking landscapes, rich cultural heritage, and world-renowned cuisine. This picturesque region in central Italy is famous for its rolling vineyards, medieval towns, Renaissance art, and culinary delights. Whether you're looking to explore historic cities, taste world-class wines, or immerse yourself in the natural beauty of the countryside, Tuscany offers the perfect balance of adventure and relaxation. A 7-day Tuscany tour is the ideal way to discover the best of this enchanting region, from the artistic treasures of Florence to the stunning vineyards of Chianti and the charming medieval villages scattered across the countryside.

Why visit Tuscany?

Tuscany is one of Italy's most sought-after destinations for a reason. It is home to some of the world’s most famous cities, including Florence, Siena, and Pisa, where history and art come alive in stunning architecture, centuries-old churches, and iconic landmarks. But beyond the well-known cities, the true heart of Tuscany lies in its countryside, where rolling hills, olive groves, and vineyard-covered landscapes create an idyllic retreat for travelers. Wine lovers will find paradise in the Chianti region, known for its top-quality wines and charming wineries, while food enthusiasts can indulge in traditional Tuscan cuisine, from homemade pasta dishes like pappardelle al cinghiale (wild boar ragu) to the world-famous Florentine steak. Tuscany is also a haven for those who love nature and outdoor activities, offering plenty of opportunities for hiking, biking, and hot-air ballooning over scenic landscapes. Whether you are looking for culture, relaxation, or adventure, Tuscany is the perfect travel destination that caters to all types of travelers.

When is the Best Time to Visit Tuscany?

The best time to visit Tuscany is between September and October, a season that offers the perfect blend of comfortable weather, and breathtaking landscapes. During these months, the intense summer heat has faded, giving way to pleasantly mild temperatures that make sightseeing and outdoor activities much more enjoyable. The countryside is at its most picturesque, with rolling hills painted in shades of gold, orange, and deep red as the vineyards and forests embrace the colors of autumn. Traditional food and wine festivals take place across Tuscany, allowing travelers to indulge in the region's seasonal delicacies, such as freshly pressed olive oil, truffle dishes, and locally produced wines.

Beyond the vineyards, September and October also provide an excellent time for exploring Tuscany’s medieval towns and historic cities. Florence, Siena, San Gimignano, and Lucca are still lively but far less crowded than in the peak summer months, making it easier to enjoy museums, churches, and charming streets without long lines or excessive heat. Outdoor activities such as hiking in the Tuscan countryside, cycling through the Chianti hills, or even taking a hot air balloon ride over the vineyards are particularly enjoyable during this season.

For those who appreciate local traditions, numerous festivals and cultural events take place during the fall, including the Palio Straordinario in Siena, wine festivals in Montepulciano and Montalcino, and chestnut fairs in the Mugello region. Whether you’re visiting for the wine, food, history, or stunning landscapes, September and October in Tuscany offer a truly unforgettable experience, capturing the essence of the region in its most authentic and captivating form.

Best Places to See in Tuscany 

Tuscany is packed with incredible destinations that combine history, culture, and breathtaking scenery. From world-famous cities to hidden gems in the countryside, here are some must-visit places in Tuscany for an unforgettable experience.

Florence

Florence, the capital of Tuscany, is one of the most beautiful cities in the world and the birthplace of the Renaissance. A trip to Tuscany wouldn't be complete without exploring Florence’s iconic landmarks, such as the Uffizi Gallery, home to masterpieces by Michelangelo, Leonardo da Vinci, and Botticelli. The Accademia Gallery is where you can admire Michelangelo’s famous statue of David. The stunning Duomo di Firenze, with its breathtaking dome designed by Brunelleschi, dominates the city skyline and offers spectacular views from the top. Florence is also a paradise for food lovers, offering delicious Tuscan dishes, lively markets, and charming cafés where you can sip an espresso while soaking in the city’s artistic atmosphere.

Chianti Region: The Heart of Tuscany’s Wine Country

For those who love wine and scenic landscapes, a visit to the Chianti region is a must. This area, located between Florence and Siena, is world-famous for its Chianti Classico wines and picturesque vineyards. Exploring Tuscan wineries allows you to experience wine tastings and cellar tours while enjoying stunning countryside views. Many vineyards also offer farm-to-table dining experiences, where you can savor authentic Tuscan food paired with local wines. Whether you take a guided wine tour in Chianti or explore the region on your own, this area offers a truly immersive taste of Tuscany’s wine culture.

San Gimignano

San Gimignano is a UNESCO World Heritage Site known for its well-preserved medieval towers, which give it the nickname the “Medieval Manhattan”. Walking through the town’s narrow cobbled streets, you'll feel like you've stepped back in time. The town is famous for its Vernaccia di San Gimignano, a crisp white wine produced locally. San Gimignano’s Piazza della Cisterna is one of the most picturesque squares in Tuscany, and from the top of the Torre Grossa, you can enjoy panoramic views of the surrounding countryside.

Siena: A Timeless Tuscan Treasure

Siena is one of Tuscany’s most beautiful and historically rich cities, known for its stunning Gothic architecture and the famous Piazza del Campo, one of the most beautiful squares in Europe. The city hosts the Palio di Siena, a world-renowned horse race that takes place twice a year. Siena’s Duomo is a masterpiece of Italian Gothic architecture, with intricate marble details and stunning frescoes.

Pisa & Lucca: Iconic Landmarks and Charming Streets


No visit to Tuscany is complete without seeing the iconic Leaning Tower of Pisa, one of Italy’s most recognizable landmarks. While Pisa is famous for its tower, the city has much more to offer, including the stunning Piazza dei Miracoli, where you can also visit the Baptistery and Cathedral. Just a short drive from Pisa, Lucca is a charming town known for its well-preserved Renaissance walls, delightful piazzas, and relaxed atmosphere. Renting a bike and cycling along the walls of Lucca is a great way to explore this hidden gem of Tuscany. 

Cinque Terre

Though technically just outside Tuscany, Cinque Terre’s colorful coastal villages perched on cliffs above the sea are worth a visit. Its beauty and charm are hard to resist. 

How to get to Tuscany?

Tuscany is easily accessible by plane, train, or car. Florence and Pisa both have international airports with frequent flights from major European cities. If you’re traveling from Rome or Milan, the high-speed train is a convenient option, with Florence being a major railway hub. To fully experience the Tuscan countryside, renting a car is highly recommended. A road trip through Tuscany allows you to explore charming villages, scenic vineyards, and picturesque landscapes at your own pace

7-Day Tuscany Itinerary

A week in Tuscany is the perfect amount of time to experience the region’s highlights. Start in Florence, where you can visit the Duomo, Uffizi Gallery, and Ponte Vecchio. Spend the next days exploring the rolling hills and vineyards of the Chianti region, followed by a visit to the medieval towns of San Gimignano and Siena. Take a day trip to Pisa and Lucca, and end your journey by visiting the stunning coastal villages of Cinque Terre for breathtaking sea views.

For more details on each day’s activities and tips for planning your trip, head over to our full Tuscany tour itinerary page on the MyTour Italy blog. 

Create your Tuscany Itinerary with us

Ready to experience the magic of Tuscany? Let MyTour Italy help you create the perfect personalized itinerary based on your interests. Whether you're passionate about art, food, wine, or history, our expertly crafted tours offer a seamless and unforgettable experience. Book your 7-day Tuscany tour today and embark on the journey of a lifetime!

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