Highlights
- Take in the grandeur of the Sistine Chapel before the crowds arrive
- Tour a traditional boatyard to see how gondolas are made
- Dine at a 3-star Michelin restaurant and see Italy's largest wine cellar
- Explore Venice’s canals and grand palaces on a private tour
Brief Itinerary
Day | Highlights | Overnight |
---|---|---|
Day 1 | Arrive in Venice, Private Guided City Tour | Venice |
Day 2 | Bacaro & Private Squero Tour in Venice | Venice |
Day 3 | Venice to Florence, Private Guided City Tour | Florence |
Day 4 | Private Guided Accademia Gallery & Boat Tour | Florence |
Day 5 | Florence to Rome, Private Guided City Tour | Rome |
Day 6 | Priority Access Vatican Tour | Rome |
Day 7 | Goodbye Italy! |
Detailed Itinerary
Day 1: Arrive in Venice, Private guided city tour

Welcome to Italy! Arrive in Venice Airport, then transfer to the city center. Once in the city, a water taxi will transport you to the town center and your hotel.
Venice in northern Italy is famous for both industry and tourism. With nicknames like "Queen of the Adriatic", "City of Water", and "The Floating City", it's clear that the city's myriad canals are its main draw. Stretching across 117 small islands in the marshy Venetian Lagoon along the Adriatic Sea, the city has long been a commercial and cultural hub thanks to its strategic placement. Silk, grains, spices, and art were traded through the Middle Ages, making Venice very wealthy.
The city is also famous for its many beautiful historic attractions, such as the Piazza San Marco and San Marco Basilica, the Grand Canal, and the ornate Doge's Palace. The Lido de Venezia is a popular luxury destination that attracts actors, critics, and other cinema industry celebrities.
In the afternoon and evening, head out for a private guided walking tour of the city's top sights. Start at Piazza San Marco (St. Mark's Square), the heart of the city's cultural and administrative district. The piazza is also home to the Palazzo Ducale (Doge's Palace), a Venetian Gothic palace built as the primary residence for the Doge of Venice in 1340.
Adjacent to the palace is the San Marco's Basilica, originally the Doge's personal chapel. The building is one of the best surviving examples of Italo-Byzantine architecture and features a stunning collection of Byzantine art, gold mosaics, and exquisite marble floors.
The palace is also connected to the next-door prison by the infamous Bridge of Sighs, which has joined the two buildings since the 16th century. The bridge features a small window onto Venice's harbor and earned its grisly name from the prisoners' sighing as they got one last glimpse of the city on their way to execution. While most visitors gather outside the bridge to look in, you'll get the best sense of history from inside the bridge, looking out from the same window as the doomed medieval prisoners.
Day 2: Bacaro - Private Squero tour in Venice

Enjoy a free morning in the city. Pick from the following suggestions, then head out to explore before lunchtime:
- Discover art at the Ca' Pesaro Galleria Internazionale d'Arte Moderna, Peggy Guggenheim Collection Modern Art Museum, and La Biennale di Venezia Art Museum
- Explore San Giorgio Maggiore, one of Venice's smaller islands that stands separate from the main canals
- See an opera show at the Teatro La Fenice
- Haggle for produce at the busy Mestre market, held every Wednesday and Friday
- Go shopping for luxury items on Le Mercerie and Salizada San Moisè
- Browse textiles, craft shops, unique boutiques, and galleries in the bohemian San Samuele district
- Rent a kayak and explore Venice from the water
For lunch, head to a traditional bacaro, a Venetian wine bar, to try the Cicchetti—little bite-sized snacks accompanied by a glass of wine. The seafood in Venice is always fresh-caught, so try the fried squid skewer or the creamy salted codfish canapès. The mozzarella in Carrozza (a fried cheese sandwich), various cold cuts, and other delicacies are also delicious.
In the afternoon take a private guided tour of a traditional squero, a small boatyard where tradesmen build and repair gondolas. This squero was founded in 1884 by an expert local craftsman, who changed the traditional shape of the gondola boat. These changes were permanently adopted into gondola construction and handed down over the generations to keep the art alive.
You'll learn about the art and science of traditional gondola construction and see how the beautiful boats are constructed using a combination of carefully selected natural wood for ultimate longevity.
Afterward, enjoy an evening stroll in the city center, then find the perfect restaurant by a canal for a delicious meal.
Day 3: Venice to Florence - Private guided city tour

After breakfast head to the train station to catch a train to Florence. Florence is Tuscany's regional capital and its most populous city. Long considered a cultural capital and the "Jewel of the Renaissance", Florence is home to many masterpieces of Renaissance art and architecture, including the iconic Duomo, a terracotta-tiled dome, and the Galleria dell'Accademia, which displays Michelangelo's 'David' sculpture.
Spend the day exploring the top sites with an art historian on a private guided walking tour. Start in the medieval city center in the Piazza della Repubblica, one of the city's main squares. It has marked the city center since Roman times. See the Colonna della Dovizia, also known as the Column of Abundance, that marks the point where the cardus (north-south oriented road) and decumanus maximi (east-west oriented road) met and also where the Roman forum stood.
Continue to the Piazza della Signoria, the city's political center since the Middle Ages, where ceremonial events, rallies, and festivals are celebrated. Here you'll find several iconic Florentine landmarks—Palazzo Vecchio and the Uffizi Gallery, which houses works by Michelangelo and Leonardo da Vinci. The square's centerpiece is the Neptune Fountain, a popular meeting place.
See the Ponte Vecchio bridge, a symbol of Florence's power for over seven centuries. The bridge houses buildings and shops, which have been occupied by merchants and shopkeepers since the Middle Ages. Arrive at the Italian Gothic Cathedral of Florence and climb the 400+ steps to reach Giotto's bell tower. Enjoy a private and exclusive visit to the Cathedral Terraces, which perch high above the city traffic and are generally closed to the public. From here you'll have a birds-eye view of the whole city.
For dinner, head to Enoteca Pinchiorri, Florence's 3-star Michelin restaurant, then stroll through the city on your way back to the hotel.
Chat with a local specialist who can help organize your trip.
Day 4: Private Accademia Gallery tour

In the morning, meet your art historian guide and visit the Accademia Gallery for a private guided tour. The Galleria dates back to 1784 when the Grand Duke of Tuscany, Pietro Leopoldo, reorganized the Academy of Arts of Design in Florence into the modern Academy of Fine Arts. The Galleria was specifically designed to house valuable works of art and its spectacular architecture is impressive in its own right.
Among other masterpieces, the Galleria is home to one of the Renaissance's most iconic masterpieces, Michelangelo's David. This incredible 14 ft tall Renaissance sculpture, which depicts the Biblical hero, was created between 1501 and 1504 and became a symbol of the Florentine republic's strength during a time of massive political change. Much like David facing the mighty Goliath, the Republic was threatened at the time by stronger states, not to mention to Medici family regaining power.
Enjoy lunch on your own time and spend some time shopping for souvenirs or simply enjoying the city's ambiance.
Later in the afternoon board a traditional boat piloted by a Renaiolo, a traditional boatman, for a sunset ride on the Arno River. The 45-minute trip on a traditional boat will take you down the Arno from Piazza Mentana, pass under the Ponte Vecchio and Ponte Santa Trinità, and navigate by the Uffizi Gallery, the Vasari Corridor, Palazzo Corsini and the 10th-century San Jacopo sopr'Arno Church.
Day 5: Florence to Rome - Private guided city tour

In the morning make your way to the Florence train station, then take the high-speed train to Rome. Arrive, then head out for a private guided tour of the historical center of the Eternal City.
According to legend, Rome was founded by brothers Romulus and Remus in 753 B.C.E. atop Rome's Palatine Hill. The long-time center of the powerful Roman Empire, Rome boasts nearly 3,000 years of architecture, history, and culture. These days, Italy's capital is considered one of Europe's top cities thanks to its ancient monuments, incredible art masterpieces, and cosmopolitan vibe. It's a center for fashion with buzzing food culture and has a growing nightlife scene.
Visit the Piazza di Spagna, the Fontana di Trevi, and the Piazza Navona (originally an ancient stadium) which now houses Bernini's Fountain of the Four Rivers and the Egyptian obelisk.
End your evening with a stroll to the neighborhood piazza for gelato and some people watching.
Day 6: Priority access Vatican tour

Today you will visit the Vatican City museums and Sistine Chapel, as well as other top sights for an exclusive guided tour of the city's incredible art and history. Start at the Vatican, where you'll get an 8:00 AM start, giving you a one-hour head start on the rest of the crowds. See the Pio Clementio Museum, Gallery of the Candelabra, Gallery of Tapestries, and Gallery of the Geographical Maps.
Continue to see the magnificent Raphael Rooms, ending in the breathtaking Sistine Chapel to see Michelangelo's Genesis ceiling frescoes and his Last Judgement altar fresco. Continue to St. Peter's Basilica and Square and experience the magic of Renaissance art as you learn about the secret details and untold stories of the masterpieces.
In the evening, go for a stroll in the buzzing Monti neighborhood, an eclectic area in the city center full of hip wine bars and trendy boutiques, then find the perfect rooftop restaurant for dinner with sunset views.
Day 7: Goodbye Italy!

Time to say goodbye to the country of love! After one last cappuccino over breakfast, head to the airport for your connecting flight home. Safe travels!