Rome to Siena

If you’re short on time but want to make the most of your visit to Italy, experience the famous Tuscan countryside with this full-day tour from Rome. Travel by air-conditioned minivan to a landscape of rolling hills, olive groves and vineyards, stopping to stroll through the UNESCO-listed hilltop village of San Gimignano. Visit a winery in the famed Chianti region for a tour and tasting with appetizers, and explore the well-preserved medieval city of Siena, home to the popular Il Palio horse race.

Take the opportunity to visit the Tuscany region. Visit one of the most beautiful and easy-to-love places in Italy, full of history, culture, and gastronomy. Home of a limitless number of vineyards, rolling hills, wine, great-tasting cheese, gelato- the list goes on and on. Visit two of the iconic cities of the region and see beautiful architectural styles. Go to San Gimignano and get to know its characteristic walls, visit a winery and learn how is wine production in this region, and end your visit with the beautiful city of Siena. From Rome, we offer you a tour to Tuscany, where you will find the most representative facts just in one day! We cannot talk about Tuscany without mentioning wine tradition, the architectural style of Old World Europe, and for sure one of its most iconic cities, Siena, which historical center was declared a World Heritage Place by UNESCO. Enjoy a delicious typical Italian lunch if you choose the option

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.

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.

Spend an unforgettable day exploring the highlights of Chianti on this full-day private tour of Siena and San Gimignano from Rome. Walk the medieval cobblestone streets in the historic centers of both cities. Visit a local winery to taste different types of wine and oil, and enjoy lunch in the restaurant on the estate.

Escape the bustle of Rome for the day with this private driving tour through Tuscany. Take in Chianti’s rolling vineyards during the drive and visit the medieval towns of Siena and San Gimignano. Enjoy free time to admire Siena’s Piazza del Campo and Duomo before continuing on to a winery to taste some local wine and have lunch (included in the price). End your day with a stroll through the UNESCO-listed old town of San Gimignano.

Take advantage of your travel time between Rome and Florence to explore the Tuscan countryside with this combined private transfer and tour. Set off with your dedicated driver on a customized itinerary that can include stops to visit San Gimignano or Siena, a tasting lunch in a Chianti winery, or a scenic drive through the most picturesque corner of the rolling countryside.

Enjoy a day exploring the landscapes and artistic small towns that Tuscany can offer: • Monteriggioni • San Gimignano • Castellina in Chianti Lunch and WineTasting Included. Pick up and drop off will be at your accommodation in Rome. Upgradable with licensed local guide in Private option. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides (when booked) • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

With plump grapes flourishing in the Tuscan sunshine, the Chianti region produces some of Italy’s finest wines—but reaching the remote wineries can be challenging. On this tour, begin with pickup at your Florence hotel and spin into the Tuscan countryside by air-conditioned minivan. With your private driver at the wheel, sample locally made wines in medieval hilltop towns including Siena, and find out what makes Chianti wines so special.

San Gimignano and Siena are two of Tuscany’s most picturesque towns, but visiting from Rome by train can be tedious. Save hours with this driving tour that includes convenient hotel pickup, leaving enough time for stops in both hilltop villages. Stroll through San Gimignano to admire its medieval towers and enjoy a food and wine tasting. Afterwards, continue to Siena to visit the Piazza del Campo and relax with a coffee and pastry.

Escape the bustle of Rome for the day with this private driving tour through Tuscany. Take in Chianti’s rolling vineyards during the drive and visit the medieval towns of Siena and San Gimignano. Enjoy free time to admire Siena’s Piazza del Campo and Duomo before continuing on to a local winery for a tasting lunch (own expense). End your day with a stroll through the UNESCO-listed old town of San Gimignano.

A fascinating journey between nature and culture to reach the heart of the Sienese countryside in Tuscany, you will see an incredible picturesque landscape with small hilly roads, olive groves and vineyards, you will experience fantastic moments that will remain forever in your beautiful memories. An ideal day for the whole family, friends and wine connoisseurs. We invite you to taste the delicious wines of the Chianti Classico production, the classic Chianti Riserva and the exclusive wine of the estate that we will visit. Before arriving at the winery we will visit the historic center of the city of Castellina in Chianti, a beautiful hill town with its characteristic stone streets. Famous for the production of wine and oil, and for archeology, with many important monuments including the Etruscan tomb, which attest to the presence of the Etruscans in the area (VII-VI century BC).

Enjoy this unforgettable High Level Tour and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • San Gimignano • Monteriggioni • Siena Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Private option. Pickup and dropoff will be at your accommodation. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Explore the picturesque towns of Pisa and San Gimignano on this all-day tour from Rome. After a convenient hotel pickup, travel by private minivan with an informative English-speaking driver to the Tuscan countryside. Customize your own itinerary to include sites like the city’s iconic leaning tower, Piazza dei Miracoli, and the walled medieval hill town of San Gimignano. Then, enjoy a wine tasting included in the tour price. 

Enjoy a day exploring the landscapes and artistic small towns that Tuscany can offer: • Monteriggioni • San Gimignano • Castellina in Chianti Lunch and WineTasting Included. Pick up and drop off will be at your accommodation in Rome. Upgradable with licensed local guide in Private option. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides (when booked) • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Embark on an unforgettable full-day adventure, exploring the rolling hills of Tuscany. Indulge in a private chauffeured journey from Rome, beginning your day with panoramic views of San Gimignano as you wander its ancient narrow streets and unique shops. Discover Siena’s captivating gothic architecture—a true testament to medieval grandeur. Enjoy this exclusive tour to two remarkable cities that will leave you feeling inspired by their breathtaking beauty.

Taste wines from Chianti at the source with this full-day tour from Rome. Drive along narrow roads past olive groves and vineyards without the hassle of a rental car. Visit an organic winery and taste several different types of Chianti Classico along with local olive oil, balsamic vinegar, and traditional Tuscan snacks. The itinerary also includes a stop in the quaint Etruscan city of Castellina in Chianti.

Get a taste of the Tuscan countryside, all in a convenient day trip from Rome. On this fully private tour, you’ll travel in a chauffeured sedan or minivan to scenic Sienna and San Gimignano, famed for their Renaissance-era architecture and rolling hillsides. Round-trip, door-to-door hotel transfers are included. Upgrade to include an optional food and wine tasting at a local Chianti winery.

San Gimignano and Siena are two of the most delightful towns in Tuscany, but visiting both in one day from Rome can be tricky. With this private minivan tour, skip the hassle of public transportation and relax during the drive. Explore the medieval center of San Gimignano on your own and enjoy lunch at a nearby winery (own expense) before continuing on to picturesque Siena.

Enjoy a full day trip to Siena and Orvieto, two wonderful fascinating historic towns. Your private tour includes chauffeur service in a Mercedes-Benz Class E or V, with ultimate comfort

You'll enjoy the beauty of Tuscany through this tour. You'll spend a day exploring some of the most beautiful medieval villages in Tuscany and tasting the wine produced in this area, surrounded by the wonderful landscape of Sienese's Hills. Our English speaking chauffeurs will drive you with courtesy and comfort; our vehicles are meticulously maintained and equipped with air-conditioning and free Wi-fi service. It is possible to upgrade your experience booking this tour with an English speaking assistant that will take care of you during the journey

This daily excursion from Rome allows travelers to visit two of the most renowned cities of Tuscany in complete comfort and relaxation. Moreover, you will be driven through breathtaking landscapes of incomparable beauty! From pick-up to drop-off this tour has been perfectly programmed to render the customer an effortless experience that will be loved and forever remembered.

Experience the allure of Tuscany without the hassle of tricky logistics with this all-inclusive day trip from Rome. Save time with a high-speed train to Florence, where you’ll hop on a minibus with your tour leader and small group to visit Monteriggioni, Siena, and San Gimignano. End your Tuscan adventure with a wine and olive oil tasting in Chianti before heading back to Florence for the return train to Rome.

Siena is a hilly, with the most beautiful square in Italy (Piazza del Campo), the 2nd highest tower in Italy (Torre del Mangia), and the most impressive Duomo (cathedral). The interior of the cathedral is absolutely jaw dropping. It is a city full of churches, museums, and great views over the surrounding countryside. The Piazza del Campo is famous for the Palio, which is a no-holds-barred race run here twice a year. These races pit the 17 different neighborhoods of Siena against each other. A beautiful bronze dome, a sculpture of St. Peter by Michelangelo. The whole cathedral was painted, sculpted, and decorated by the most celebrated Italian artists of that time.