Tours and Trips in Siena

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.

Siena is one of Tuscany's most celebrated and in-demand destinations. On this private tour, beat the crowds and enjoy an intimate way of discovering the city. In the company of your guide, you'll see the shell-shaped Piazza del Campo, admire the distinctive, black-and-white façade of the Duomo, and take in panoramic views from the lofty Facciatone. As you go, learn more about the city's wealth of history.

Explore the Chianti countryside on this full-day private tour of Siena and San Gimignano. Departing from Florence, head first to Siena for a guided tour of the city's exquisite Cathedral and the Piazza del Campo, followed by some time to explore independently. Then travel to the charming town of San Gimignano and discover the medieval architecture and art on your own. Afterward, reunite with your private driver to travel back to Florence.

Delve into Siena's wealth of history - and learn all about the storied Palio horse race, which takes place in the city twice a year - on this private walking tour. Meet your guide in the morning at your local accommodation or in the city center, and explore Siena's UNESCO-listed sights. See the Piazza del Campo, where the race is held, and visit one of the 17 contrade (districts) that compete. As you go, your guide will share stories and lore about this centuries-old event.

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.

Siena is a pearl in the Tuscan countryside, steel rich of ancient castles that 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.

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.

Discover two Tuscan gems on a full-day, private tour to San Gimignano and Siena from Rome. Walk the rosy, medieval streets of Siena with your driver, and see the historic buildings that line the city's UNESCO-listed central plaza. Drive the winding road to San Gimignano for sweeping views of Tuscany from the hilltop town, and shop for souvenirs in the picture-perfect center. Learn about local culture and history at each stop, with plenty of time to explore the sites that interest you most.

Experience the treasures of Tuscany on a private, full-day tour from Florence. Travel in a luxury minivan through a beautiful landscape known for its historic vineyards, medieval villages and olive groves. Visit the charming medieval city of Siena, home to the annual Palio horse race, and sip famous Brunello wine in the town of Montalcino. A professional, English-speaking driver can make recommendations on the best places to visit, shop and dine for a completely customized, stress-free day in the country. 

Discover the treasures of the Civic Museum in the Public Palace, superb example of Gothic architecture and symbol of the city of Siena. It preserves beautiful works of painting and sculpture, along with extraordinary frescoes by the Sienese school of painting such as the Maestà and the Portrait of Guidoriccio da Fogliano by Simone Martini, and the Cycle of Good Government and the Cycle of Illustrious Men.

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.

Stroll the charming Medieval streets of a Tuscan hill town with this 2-hour private tour of Siena. Learn about Siena's hidden gems from a knowledgeable guide in between visits to its most popular sights.

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.

Mix medieval times with the 21st century on this small-group or private 3-hour tour of Siena via Segway. Gliding around town on two wheels, follow your guide while learning about the history of the town and each place you visit. See this Tuscan town's main attractions from a Segway, including Piazza del Campo, Piazza del Duomo and Basilica of San Domenico. Get a killer view from the imposing Fortezza Medicea. Opt to take the tour in the morning, afternoon or in the evening to better suit your time in Siena. The number of participants on this small-group tour is limited to just eight, so you're sure to get plenty of personalized attention from the guide.

Discover the delights of Tuscany on a private day trip from Florence. With a knowledgeable private driver, travel through the renowned Chianti wine region to visit the towns of Siena and San Gimignano. You'll see famous landmarks like Siena's Piazza del Campo, home to the annual Palio horserace, and the medieval hilltop towers of San Gimignano.

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.

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.

Indulge in one of Italy's most beautiful cities. This 2-hour sightseeing tour, led by an expert guide, gives you an insider's view of this UNESCO World Heritage-listed town. Linger for a while in Piazza del Campo, the superlative square that is home to the Palio, a wild horse race that takes place every July and August. Stroll the streets with your guide learning about the history of the place. Visit the Duomo, Siena's stunning cathedral, and stroll right in thanks to your skip-the-line ticket. 

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.

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.