Day Trips & Excursions in Siena

Enjoy a full-day tour into the heart of the beautiful Tuscan countryside. Visit the town of San Gimignano, the wine territory of Chianti, the medieval town of Siena and the Monteriggioni fortress.

Get personalized attention as you explore Siena and San Gimignano on this 6-hour private day trip from Florence. Skip the hassle of renting a car, as this tour provides round-trip transportation to both locations. Hotel pickup and drop-off included.

Do you wish to escpare from the daily crowd of the city? Do not hesitate to take our tour. The Day Trip to Siena and San Gimignano with Wine Tasting is a full day tour in the Tuscany landscape. The pick up and drop off is at your hotel. Our 12 hours day trip includes a visit to the beautiful city of Siena and the little village of San Gimignano. Light lunch with wine tasting is included in the price. If you have kids, just precise it during the reservation and we replace the wine with another drink.

While visiting Florence, don't miss two highlights of the Tuscan countryside: Siena and San Gimignano. You'll have the attention of a private guide while you're introduced to medieval castles and cathedrals. Enjoy skip-the-line admission, personalized commentary, and private transport. First, walk around the town that birthed famous artists, then taste wine while you admire the views.

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in the beautiful Tuscan countryside. Discover the vibrant local life, the colorful pottery shops and the tallest towes of S. Gimignano. Our expert guide in Siena will tell you all the secrets about the famous horse race "Palio" and Campo square. A special guided Chianti wine sampling and the visit of a famous wine estate will be reserved for you.

Monteriggioni is a medieval little village built in 1200 characterized by its perfectly preserved belt of walls; in the centre of the village we will stop for a quick walk and a coffee"¦.Back on our van we will reach Siena in just 20 minutes!Siena is a pearl in the Tuscan countryside, a countryside steel rich of ancient castles which show how life was going on in the middle ages. This tour will make you discover the town that had been fighting against Florence for centuries; the town that gave birth to artists such as Simone Martini or Ambrogio and Pietro Lorenzetti"¦

Get to know the area around Siena and San Gimignano on this private 10-hour excursion from Florence. With your dedicated guide, walk along the medieval streets in Siena's city center and explore the Cathedral's ornate interior. In San Gimignano, a UNESCO World Heritage Site, spend free time exploring on your own. Taste four different Chianti at a small-scale winery and stop at San Donato in Poggio on the return journey to Florence. Private round-trip transportation from Florence in a deluxe vehicle is included.

Check out the must-see towns of Tuscany on a day trip to San Gimignano, Siena, and Chianti from Montecatini Terme. You'll travel with a guide so you get the lowdown on the towns' history, then explore each one. Hear tales of Palio di Siena horse race from a guide in Piazza del Campo, walk amid the medieval San Gimignano towers, and savor Chianti wine and pecorino cheese at an authentic Tuscan wine estate. It's a great way to experience Tuscany with minimum fuss.

Tuscany is famous for its medieval towns, gourmet cuisine, and fine wines, and this full-day tour from Rome checks off all three. Visit the UNESCO World Heritage towns of Siena and San Gimignano, sample wines from the Chianti region, and taste a selection of delicious Tuscan foods.

Spend the day exploring Siena and Chianti on this full-day excursion from Florence. Traveling with a small group ensures you'll get personalized attention from your guide and plenty of time to ask questions. Enjoy the intimate atmosphere that comes with traveling in a group of just 15 people or fewer while exploring the market town of Greve, the hilltop town of San Gimignano, and the main square in Siena. A stop in a local winery lets you taste the famous Chianti blend and learn how the sangiovese grapes are grown and harvested.

Explore some of the most popular Tuscan hill towns with this day trip to Siena, San Gimignano and Greve in Chianti from Florence with a guided winery tour. Enjoy visiting each town independently while also having the round-trip transportation organized in advance. Learn about the famous region from the host and guide on board the bus, listening to informative commentary as you travel. Sample some Tuscan wines and 'zero food mile' products.

Visit two of the most picturesque towns in Tuscany and taste authentic Chianti wine on this private day trip from Florence. Travel through a landscape of rolling hills, olive groves, and ancient villas on the way to Siena, known for its remarkable cathedral and the famous Palio horse race. After a delicious Tuscan lunch and wine tasting at a hand-picked estate, continue on to the medieval hilltop village of San Gimignano, where more than a dozen surviving towers stand sentinel over the beautiful countryside below.

Spend a day in the Tuscan countryside on this private day trip from Siena. With your own driver, you'll travel first to Arezzo, a town that's home to esteemed religious works by Cimabue and Piero della Francesca. After visiting the town, cathedral, and a restaurant for lunch, you'll head through the scenic Val di Chiana to reach the Etruscan city of Cortona. Soak up the views from the Basilica of Santa Margherita, then return to Siena via a winery near Montepulciano to taste the local wine.

Two world-renowned locations can be visited from Rome in one day on this private tour. Traveling with a driver, you'll head to Pompeii, a UNESCO World Heritage-listed archaeological site frozen in time after the 79 AD eruption of Mount Vesuvius. Learn about the ancient village from an art historian guide, and then continue to the town of Sorrento, where you can enjoy a tasting of limoncello liqueur.

Visit the highlights of Tuscany in a single, 12-hour day tour from Florence. Explore Pisa, Chianti, San Gimignano, and Siena, then visit a Chianti winery for a traditional Italian lunch accompanied by a Chianti tasting. 

Explore Tuscany on a food tour of Siena and San Gimignano from Lucca. See panoramic vineyard views, and stop to taste Chianti Classico and Vernaccia wines amongst the vines. Then sample local products like Extra Virgin Olive Oil, bruschetta, and Pecorino cheese. Enjoy the world-renowned beauty and culture of Tuscany with a walking tour of medieval villages with narrow streets, historic cathedrals, and beautiful ancient theaters like Piazza del Campo in Siena.

Get a personal introduction to Siena and Chianti with a full-day, private tour from Florence in a luxurious van. Stroll Siena's gothic streets with a local guide, and discover the art and black-and-white architecture of its UNESCO-listed historic center. Explore rolling vineyards and olive groves then taste your way through famous wineries, family cellars, local olive oils and aged balsamic vinegar.

Visit UNESCO World Heritage sites, taste the fruits of the Chianti wine region, and admire the Tuscan countryside's one-of-a-kind scenery on this full-day tour. With just a small group for company, set off in the morning from Florence via comfortable minivan. You'll go for a guided walking tour of Siena and will have free time for lunch at a traditional trattoria (own expense). Then, continue to the medieval town of San Gimignano. Finally, go for an indulgent tour and tasting at a local winery before returning to Florence.

Visit the hill towns of Perugia and Assisi on a day trip to Umbria from Siena. With your own private driver, you'll journey through the hills of Crete Senesi to the ancient town of Perugia. Stroll through the heart of the town, perhaps visiting Piazza IV Novembre or the Corso Vannucci, then relax over lunch in a traditional restaurant. In the afternoon, you'll continue to Assisi, the town known as the home of St. Francis. Visit sites linked to the beloved patron saint, then leave for a wine tasting at an Umbrian winery.

Get medieval on this action-packed semi-private day trip from Rome to the gorgeous Tuscan towns of Siena and San Gimignano, strolling the streets of the two UNESCO world heritage-listed towns, sipping local wine and learning all about the history of the places.