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Best of Italy: 5-Day Escorted Tour from Rome

1. Best of Italy: 5-Day Escorted Tour from Rome

Over the course of five days, visit the most enchanting locations of Italy, soaking up art, culture, cuisine and the famous Italian romance. Led by a friendly guide, depart from Rome and visit Assisi, Siena, Florence, Pisa, Bologna, Padova, Venice and Montepulciano. See masterpieces from the likes of Michelangelo, Giotto, and Cimabue. Roam ancient cobbled streets, marvel at magnificent cathedrals, and taste delightful wines. This tour aims to inform and entertain you at the same time. Staying in comfy accommodation and traveling by deluxe bus, touring Italy couldn’t be easier. With 4 meals provided for you, plus an excellent itinerary and knowledgeable guides, sit back, relax and "get Italian". Day 1 Depart from Rome at 7:15 AM heading towards Assisi. Explore this tiny town dating back to the Middle Ages. Visit the Basilica of St. Francis and see works by Giotto and Cimabue. Afterwards drive towards Siena, whose highlight is Piazza del Campo. Continue to Florence where you will check in at your hotel before enjoying dinner (included) and a well-deserved night of rest. Day 2: Florence After breakfast, spend the day exploring Florence, the cradle of the Renaissance. Visit the Duomo, the Campanile Tower, Palazzo Vecchio and the Basilica of Santa Croce. Lunch (for free) in a typical Tuscan restaurant in Piazza Santa Croce. In the afternoon, wander the cobbled streets or take a short, optional trip to Pisa where you could enjoy a tour of the Square of Miracles, the Leaning Tower and the Duomo. Dinner is at your leisure. Back in Florence rest in your hotel and recharge your batteries for the next day. Day 3 Depart for Bologna after breakfast in Florence. Wander through the city’s 38 kilometers' worth of elegant arcades, for which it is famous. From Piazza Malpighi, walk to Piazza del Nettuno and Piazza Maggiore in the heart of the city. In the afternoon, continue towards Padova, with its original Sant’Antonio Basilica. Later, you will arrive in Venice, famous for its quaint gondola boats and intricate architecture. Check in at your hotel and enjoy your first Venetian dinner (included) and overnight stay. Day 4: Venice Hit the water and board a private waterbus to enjoy a cruise through the canals of Venice. Stop off at Murano to learn about the ancient art of glass blowing. Continue on to St. Mark’s Square for an exterior visit of the splendid cathedral. See the Doge Palace and the Bridge of Sighs. Enjoy a spritz or Prosecco with your guide to cap off a day of discovery. Spend the afternoon roaming along Venice’s canals at your leisure and then return to the hotel and overnight. Day 5 After breakfast, departure from Piazzale Roma heading to Tuscany, world-known for its landscapes, its churches, castles and its delicious wines. Proceed to Val di Chiana with a stop in Montepulciano, a medieval town rich in history and art. Known for its “Noble” wine, on purchase in local wine houses, Montepulciano also hosts an annual jazz and wine festival every July. Lunch in a typical restaurant included! Spend the afternoon discovering Montepulciano at your own pace, enjoying free wine tastings in many wine shops and free time for shopping. In the evening, you will arrive in Rome, where the tour ends.

From Florence: 4-Day Tuscany Highlights Tour

2. From Florence: 4-Day Tuscany Highlights Tour

Day 1: After checking in to your hotel, begin your day with a guided tour of the Uffizi Gallery and learn more about the oldest and most famous art collection in the world.  Following the Uffizi, join a tour of Florence's most iconic streets and squares with a professional guide. Stroll through the stunning Santa Maria del Fiore Cathedral, the Old Bridge, the Signoria Square with its replica of Michelangelo’s David, the Republic Square and more. Day 2: Crossing the beautiful Chianti hills, arrive at the walled town of Monteriggioni. Drink in the town's century-old history and relive the Medieval atmosphere before continuing to Siena, famous for its splendid examples of Gothic architecture, and enjoy a light lunch in a cozy restaurant where you can try traditional Tuscan products.  Next, drive to San Gimignano, a UNESCO World Heritage Site famous for its wine. At the end of the day, head to the Chianti area and marvel at its picture-perfect landscapes. Sample the region's best red wine in a rustic wine estate along with home-made aperitifs and olive oil tastings. Day 3: After breakfast, begin the journey to Cinque Terre National Park for an unforgettable day in one of the most enchanting landscapes in the world. Discover five villages suspended between sea and land, where you can sunbathe or swim in one of the area's many beaches before taking the boat to Vernazza, a seaside town surrounding a small natural port. Day 4 Today, enjoy a guided tour of the Florentine Dome and enjoy panoramic views of the entire city from its peak. Afterward, enjoy a guided tour of the Accademia, where you can see Michelangelo's masterpiece, David.

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Frequently asked questions about Siena

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What are the best day trips and excursions from Siena?

The best day trips and excursions from Siena are:

San Gimignano

Other Sightseeing Options in Siena

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