Tour begins: 6:00 PM, Hilton Sorrento Palace. A transfer is included from Naples International Airport to Hilton Sorrento Palace in the southern resort town of Sorrento. Get to know your fellow travelers at a welcome cocktail reception and dinner this evening. Note: We're offering guests who pre-stay or arrive early in Sorrento an optional daytime sightseeing tour from Sorrento to the island of Capri on Day 1; see Pricing & Availability for details or ask at booking.

Take an unhurried drive along the Amalfi Coast, one of Europe's most dramatic shorelines. Visit Amalfi, where some medieval dwellings date to the 10th century, and Ravello, perched on towering cliffs above the sea. Explore Sorrento's piazzas, old Roman streets and narrow alleys as you please upon your afternoon return, spending the evening as you wish and enjoying dinner on your own.

Today, explore an ancient community captured in time – the excavated ruins of the Roman city of Pompeii, buried in volcanic ash when Mt. Vesuvius erupted in 79 AD. Walk through city streets with a local expert, where you'll discover remarkably preserved ancient architecture and artifacts that portray what daily life was like in this 1st-century city. Continue on to remarkable Rome, where your next three nights are spent at InterContinental Rome Ambasciatori Palace, one of the most prestigious addresses on the famed Via Veneto.

Your sightseeing today begins with a privately guided visit to the Vatican Museums, where centuries of artistic achievement are displayed in halls like the Raphael Rooms, the Gallery of Maps, and the Gallery of Tapestries – each telling a unique part of the Vatican's rich history. Today, the Vatican remains a focal point of global faith and diplomacy, a place where history and current events continue to intersect. Later, step inside St. Peter's Basilica, where the scale, artistry, and craftsmanship of this iconic church reveal the power and influence of the Renaissance. Your afternoon and evening are free to explore Rome as you please.

Your day begins with a guided sightseeing excursion of Imperial Rome and the many historical landmarks that stand within its boundaries. Once the virtual capital of the ancient world, today Rome is best known as Italy's capital city and is sure to be highlight of your time in this beautiful country. Following your sightseeing, enjoy some free time this afternoon and evening to explore what interests you most in Rome.

Journey to Orvieto, set on a 984-foot-high plateau overlooking vineyards below. Visit the Duomo of Orvieto, a notable Romanesque-Gothic cathedral built over a span of 300 years. After a trattoria lunch near the Piazza del Duomo and some time to explore, continue through the wine-producing regions of Umbria. Arrive in the region's capital, Perugia, and your home for the next two nights, Sina Brufani – an elegant 5-star hotel in the heart of the medieval city. Enjoy dinner tonight at the hotel's renowned restaurant.

Drive to Assisi, a well-preserved medieval hill town designated a UNESCO World Heritage Site for its art and architecture, and the hometown of St. Francis, the revered patron saint of animals and founder of the Franciscan order. Visit the Basilica di San Francesco, built to honor Assisi's beloved saint and favorite son and his final resting place. Gaze at the basilica's impressive 13th- and 14th-century frescoes, some of Italy's finest, and enjoy some free time in the center of town. This afternoon, return to your hotel where the remainder of the day is free.

Depart your Umbrian resort and head for Tuscany, where for centuries the beauty of nature has blended with the ingenuities of mankind; your travels through the rolling Tuscan hills take you through golden landscapes dotted with olive and fig trees. Arrive in the hilltop town of San Gimignano, one of its gems. Medieval towers, built in the 12th century by the nobility, are visible from afar. Stroll along the quaint streets and visit Piazza della Cisterna, one of Italy's most picturesque town squares. Continue your journey through lush Tuscan countryside to Bagni di Pisa Palace & Thermal Spa, a celebrated hotel, for an overnight stay; dine at your hotel this evening.

Travel this morning to Cinque Terre, accessible only by sea for hundreds of years; its five picture-book fishing villages nestled between the Mediterranean's blue waters and the rugged coastal mountains. Cruise along the shores of the Italian Riviera (weather permitting) where views of these centuries-old Cinque Terre villages, set on rocky bluffs hemmed in by steep cliffs, are a knockout! Next, travel by train through the mountains to one of the villages, where you'll get a look at daily life – from the colorful fishing boats home from the sea, to the wine, olives, and citrus fruit produced locally. You'll have some time to explore the cobblestone streets and alleyways, perhaps sampling the unique flavors of the local cuisine for lunch. Journey on to the Tuscan city of Florence for a three-night stay in its Renaissance heart; you'll have an opportunity to dine at your hotel's glass-walled rooftop restaurant with 360-degree views of one of the world's most beautiful cities.

A presentation by an art history lecturer precedes a walking tour of Florence and a guided visit in the Galleria dell'Accademia. View collections of works by many of the greatest artists of the 14th and 15th centuries – including Michelangelo's famous sculpture of David and paintings by Botticelli, Uccello, Ghirlandaio, del Sarto and others. Flourishing for more than four centuries, the world-renowned institution was established in 1563 as the first art school in Europe. Your afternoon is free; tonight, dine at a local restaurant.

Join a local expert for a privately guided tour of the Uffizi Gallery, Florence's extraordinary art museum founded by the Medici family in the 16th century; it can be rightfully called the oldest art gallery on Earth. Admire some of the world's greatest art masterpieces on display within its walls, including works by Leonardo da Vinci, Raphael, Michelangelo, Botticelli, and more. Spend the afternoon as you please; join us for a privately guided, after-hours visit to Opera del Duomo Museum, showcasing masterpieces from Florence's iconic cathedral and Baptistery.

Guests rave that one of the things they like best about our Italy tours is traveling by different modes of transportation; Classic Italy continues today with a journey aboard a sleek high-speed train from Florence to Venice. Transfer by canal boat to your hotel, conveniently located along the Grand Canal near St. Mark's Square; after lunch, you'll indulge in the quintessential Venetian experience, a serenade aboard a gondola on the canals followed by an afternoon to explore Venice as you wish. Dinner tonight is on your own in Venice, a city embraced by the most popular Italy tours for its many fine restaurants!  

This morning, enjoy a guided tour of the sumptuous Doge's Palace, once the official residence of the elected officials of the Venetian Republic. The rest of your day is free to do as you please in Venice  – and to say that you have a lot of choices is an understatement. You might decide to visit the museums, an eclectic group housing some of the world's most famed art; stroll the winding, narrow streets that lead to countless bridges; or perhaps you might choose to take a boat to one of the islands in the Venetian Lagoon, such as Murano, Burano or Torcello, where centuries-old crafts and a kaleidoscope of color are found... This evening, join us for a farewell cocktail re­cep­tion and dinner that marks the end of a fabulous two weeks in Italy.

Tour ends: Venice. Fly home anytime; a transfer is included from the Hotel Monaco & Grand Canal to Venice's Marco Polo Airport. You should allow a minimum of 3 hours for flight check-in.