Vatican City, Italy
Milan, Venice, Lake Como, Florence, Chianti, Rome, Lake District, Bellagio, San Gimignano, Siena, Tuscany, Vatican City
Dates are flexible and customizable for private departures.
The birthplace of Michelangelo and Leonardo da Vinci. The civilization that built the Pantheon and the Sistine Chapel. The destination of fashion enthusiasts and religious pilgrims alike. Italy’s history and beauty is endlessly inspiring to every visitor. From the ancient ruins of Rome to the magnificent Renaissance in Florence and surreal decadence in Venice, this tour of Italy promises to astound you.
Milan - Welcome to Italy with your Arrival in Milan
Upon arrival at Malpensa airport, your private transfer will greet you and take you to your hotel. Begin your tour in the bustling city of Milan, a center of business and fashion. Milan has been a center of prominence since the Middle Ages. You’ll witness medieval grandiosity at the Duomo, the city’s impressive cathedral. This gothic masterpiece seats 10,000 worshipers and is crowned with 140 spires and more than 2,000 statues. In this intriguing metropolis beneath the facade of post-WWII buildings, many surprises await you.
Milan - From Medieval Wonders to Leonardo’s Last Supper
After breakfast, enjoy a guided tour of the city’s highlights. See the world-famous La Scala Opera House and learn about the illustrious history of the Duomo, a marvel of medieval architecture built when Milan was considered the “new Athens.” Stroll through Galleria Vittorio Emanuele, the “parlor” of the city, to check out designer shops and stop for espresso at Zucca, a favorite cafe of Giuseppe Verdi. At the Church of the Santa Maria delle Grazie, you’ll have a chance to see Leonardo da Vinci’s "The Last Supper." The highly protected masterpiece is only viewable by appointment. The rest of the afternoon is at your leisure to visit art galleries or shop at your favorite boutiques, including Armani, Gucci and Prada.
Lake Como - Experience the Allure of the Lake Region
After breakfast at your hotel in Milan, you’ll be transferred to the train station for your train ride to Lake Como. When you arrive, your private transfer will take you from the station to your hotel. Italy’s romantic Lake District lies just north of Milan in the shadow of the Alps. The peaceful Lake District offers the allure of Italy beyond the hustle and bustle, far away from the chaotic Italian tourist experience. Dotted with pretty villages, tiny ports and aristocratic villas in lush gardens, Lake Como has an endearing Old World elegance. You can throw your itinerary to the wind and enjoy an afternoon of compete relaxation! Breathe in the fresh air and commune with nature in this gorgeous alpine setting. Enjoy a picnic lunch in a setting worthy of a Renoir painting, or visit one of the local restaurants serving authentic homemade cuisine.
Lake Como - Visit the City of Como and Bellagio Resort
After spending one night in this idyllic setting, wake up refreshed and enjoy breakfast at your hotel. Today you’ll take a private tour of the area, including visits to the villages of Como and Bellagio. Your tour guide will take you through Como’s delightful old town, free of traffic and everyday concerns, where your imagination can step back to another era. Stop to enjoy espresso at one of the town’s charming cafes. Admire the beauty of the lake as you stroll along the promenade and watch ferryboats traverse the serene blue waters. Next visit the resort town of Bellagio, called the “Pearl of the Lake.” This picturesque village is characterized by magnificent villas, centuries-old churches, cobblestone lanes and stairways filled with shops. Stroll around the tiny streets that wind down to the lake and visit a fancy shopping arcade to stop for gelato or espresso.
Venice - Travel from Lake Como to Venice
After breakfast, take the train to Venice. Known as “La Serenissima,” which translates to “the most serene,” Venice defies description. Her beauty can only be appreciated in person. You must experience the romance yourself as you traverse the lagoon by gondola or water taxi and while strolling the ancient maze of narrow streets, alleyways and piazzas. With its medieval layout and not a car in sight, Venice lends itself to random wandering and pedestrian discovery. Watch as gondolas glide through hidden canals lined with residential homes, where homemade Italian cooking permeates the air. Stop into a cicchetti bar for a glass of wine with the locals.
Venice - Art and Culture Tour of Venice
Your guided tour takes you to Venice’s highlights, starting at St. Mark’s Square. This grand piazza was called “the most beautiful drawing room in Europe” by Napoleon. Visit St. Mark’s Basilica, built in the 11th century and covered with 43,000 square feet of intricately detailed mosaics. Next take a guided tour of the Doge’s Palace, distinguished by its pink and white marble facade. Discover the history of Piombi Prison where prisoners (including Casanova) took their last glimpse of beautiful Venice. Stroll through the charming, winding streets and get lost as you discover beautiful piazzas and forgotten churches. Enjoy a gondola down the scenic Grand Canal. Take in postcard views of Rialto Bridge and impressive palaces from the days when Venice was the richest city.
Venice - Tour the Venetian Islands and Enjoy Classical Opera in Venice
Take a magical journey into the Venetian Lagoon, departing after breakfast from the Ponte della Paglia. In this calm section of the Adriatic, you’ll discover four fascinating islands. Begin at the San Giorgio Maggiore Island, where you’ll be wowed by spectacular views of Venice. Next visit Murano, renowned for its glass factories and souvenir shops. Continue onto the island of Burano, famous for lace and colorful cottages. From there, sail across to Torcello, the first settlement in the lagoon. The Church of Santa Fosca is worth a visit just to see the splendid ancient mosaics. In the evening, enjoy an opera or concert at the Palazzo Barbarigo Minotto, a glorious 15th-century palace. We also recommend a romantic candlelit dinner served canal-side.
Florence - Travel from Venice to Florence
After breakfast, spend the morning exploring Venice at your leisure. In the afternoon, you’ll take a train ride from Venice to Florence, where you’ll be transferred to your hotel. The rest of the late afternoon is yours to explore this well-preserved historic city, known for its art and culture. The Renaissance began in Florence, wealthy because of its cloth industry, trade and banking. Stroll past some of the highlights. You could start at the Duomo, the city’s neoclassical domed cathedral that is the third largest in Christendom. Then visit the Piazza Signoria for a gelato or espresso stop and continue along the Arno River as the sun illuminates the palaces lining the Arno, until you reach the Ponte Vecchio, the famous bridge lined with gold and silver shops.
Florence - Explore a Treasure Trove of Renaissance Art
Begin your guided tour with a short coach ride to Fiesole. This delightful hill town of overlooks Florence and the Arno Valley, offering the quintessential panoramic view of red-tiled Florentine rooftops and the Duomo in the distance. Then you’ll return to the center of Florence and swing past the impressive Palazzo Vecchio, Florence’s town hall. Sure to be a highlight: Michelangelo’s “David” statue at the Galleria dell'Accademia. Take in the best of Renaissance art at the Uffizi Gallery, and be sure to see Botticelli’s “Venus,” a masterpiece of intricate detail and beauty that takes your breath away.
Florence - Full-Day Excursion in Charming Tuscany (Siena, San Gimignano and Monteriggioni)
Enjoy a scenic drive through the Tuscan countryside, winding around vineyards and olive trees. Arrive in the medieval city of Siena, an UNESCO World Heritage site. Here you’ll visit the Siena Cathedral with its ornate, gilded interior and star-studded ceilings. For lunch, you can find an osteria offering traditional cuisine, such as homemade pici pasta (thick spaghetti typical of Siena). Visit another UNESCO World Heritage site— San Gimignano, the 13th-century hill town that is filled with art treasures. Finally visit Monteriggioni, a tiny town untouched by modern influence, completely encircled by fortified high walls. Return to Florence for dinner on your own and be sure to try the local specialty, hearty ribolitta soup.
Chianti - Leisure Time in the Chianti Region
After breakfast, you’ll enjoy a private transfer to your hotel in Chianti. The entire afternoon is free to explore this beautiful part of the Tuscan countryside. In this idyllic pastoral landscape dotted with medieval hill towns and lined with cypress trees, you’ll have a chance to truly relax and enjoy la dolce far niente, an Italian expression that translates as “the sweetness of doing nothing.” Savor the cuisine, sample the wines and enjoy the peaceful setting. If you’re passionate about Italian cuisine, take a class at the acclaimed Osteria di Passignano cookery school, located in a historic vineyard abbey. Another idea is to visit Montepulciano, a charming hilltop town filled with cantinette (wine-tasting outlets). Wander the medieval streets and sample the famous super-Tuscan wines.
Chianti - Wine-Tasting in the Chianti Region
Enjoy a private tour through the Chianti countryside, the picturesque region that extends from Florence to Siena and is world-famous for its red wines. After a short drive through the green rolling hills, you’ll reach a magnificent castle. Here you’ll visit an estate winery and then visit one of the most beautiful Romanesque churches in the area, surrounded by greenery and known for its interesting architecture. For dinner, you’ll be treated to a typical hearty Tuscan meal along with fine wines. Enjoy the delicious cuisine and the charm of being far away in Italy.
Rome - All Roads Lead to Rome!
After breakfast, take a private transfer to the Florence train station for your train ride to Rome. When you arrive in Rome, your driver will be waiting for you at the train station to take you to your hotel. Relish the fact that you’re in one of the world’s most amazing cities. In the afternoon, explore the ancient streets just beyond your hotel to get your bearings and get into the local culture. When in Rome, do as the Romans do! Soak up the sun at an outdoor café and stroll through the piazza while savoring gelato. For dinner, take a walk over to the Piazza Navona, with its hopping nightlife, illuminated fountains, street performers and sidewalk musicians. The piazza is filled with restaurant tables that sprawl out into the piazza so it’s easy to find an osteria that serves authentic Roman cuisine like the simple dish of cacio e pepe (pasta with pecorino romano sheep cheese and black pepper) or the classic spaghetti carbonara.
Rome - Walking Tours of the Roman Forum and Famous Monuments
Begin your tour at the Arch of Constantine, arrive at Palatine Hill for an awe-inspiring outlook onto the Roman Forum. Then take a walk through the Roman Forum to see the ruins of a great civilization. After a delicious pizza or pasta lunch on your own, enjoy an afternoon walking tour Rome’s most famous squares, monuments, fountains and artists. Visit the Piazza Navona to take in Bernini’s famous “Fountain of the Four Rivers,” a triumphant centerpiece of this lively square. Finish the tour with a coffee stop at Caffarelli Terrace, which offers a splendid perspective of the historic center of Rome.
Rome - Guided Tour of the Vatican City and Leisure Time
In the morning, take a tour of Vatican City. Visit the museums, which include more than 2,000 rooms of the most extensive collection of art masterpieces in the world. You’ll see Michelangelo’s incredible “Creation of Adam” ceiling painting on the Sistine Chapel. Saving the best for last, the tour concludes with a visit to Saint Peter’s Basilica. The basilica’s awe-inspiring scale and ornate decorative details are sure to take your breath away. The afternoon is free for you to explore the city at your leisure. Wander the hidden streets and discover Roman ruins next to contemporary office buildings and immerse yourself in the exciting chaos of the city’s central locations like the Spanish Steps, the perfect place for a gelato stop!
Rome - Arrivederci Italia! Depart for the U.S
After breakfast at your hotel, take a private transfer to Fiumicino airport for your return flight to the U.S. Hopefully your coin tossed into the Trevi Fountain will bring you back to Rome soon or for one of the other great tours of Italy!
- Enjoy a romantic gondola ride through Venice’s maze of quiet hidden canals.
- Classical opera/concert in Venice held at a glorious 15th-century palace.
- Tour of Milan’s cathedral, Europe’s third-largest church, a work of gothic grandeur.
- Shop at designer fashion boutiques in Milan and stop for pasta power lunches
- Get away from the hustle and bustle in the peaceful and idyllic Lake District.
- Visit the village of Bellagio, famous for its aristocratic villas and lakeside promenades.
- Tour the Roman Forum to walk in Julius Caesar’s footsteps and imagine ancient life.
- See Michelangelo’s “David,” a breathtaking 17-foot masterpiece of marble sculpture.
- Discover medieval walled hill towns in the charming Tuscan countryside.
- Go wine-tasting at a private vineyard estate in the famous Chianti region.
Begin your adventure in Milan, where you’ll find Europe’s best-dressed people and the finest pasta power lunches. In the idyllic Lake District, you’ll visit charming Lake Como and the elegant resort town of Bellagio. Toss your itineraries aside and stroll the pleasant lakeside promenades and cobblestone streets at a leisurely pace.
In Florence, a treasure trove of Renaissance art awaits you. You’ll see the masterpieces of Botticelli, Giotto, Leonardo da Vinci and Michelangelo. Then enjoy an escape to the Chianti region with its green rolling hills and lush vineyards. Stop at medieval hill towns surrounded by fortified walls and far removed from modernity. Sample the finest Chianti wines, which pair perfectly with the regional country cuisine like hearty ribollita (a traditional Tuscan bean soup) and T-bone steak called bistecca alla fiorentina.
The magical city of Venice is your next stop. With its enchanting lagoon setting, exquisite architecture, winding canals, Venice never ceases to delight and amaze! This UNESCO World Heritage site is a marvel of architecture, and its churches house some of the most precious works of art in the world. In the evenings, take a passeggiata (leisurely walk) as the Italians stroll the city while catching up on gossip and people watching!
Finally experience the timeless wonders of Rome. Imagine what life was like over 2,000 years ago as you walk through the Roman Forum. See where deadly gladiatorial combats took place at the Colosseum seating 55,000 people. You’ll be awestruck by Saint Paul’s Basilica, the most impressive church on earth that draws pilgrims from all over the world.
Strolling along the cobblestone streets with gelato in hand or listening to classical music in the piazza, and like many of the selected tours of Italy on Zicasso, this one will leave you with life long memories of la dolce vita (the sweet life) at its best!
$4,395 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
- In-country transportation
- Some or all activities and tours
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Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
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