10 Days in Italy: Rome, Florence, Tuscany & Venice

Your first day in Rome is a carefully paced, private walking tour through the historic center, allowing you to settle into the city while gaining a clear understanding of its layout and history.

​The first destination on your walking tour is the Pantheon, where you’ll explore one of the best-preserved monuments of Ancient Rome and understand the engineering and significance of its iconic oculus. Continue through the lively Piazza Navona, where your guide will explain the Baroque transformation of Rome, before visiting the Trevi Fountain and Spanish Steps.

​Throughout the day, your guide will adapt the pace and routing to your interests, avoiding unnecessary crowds where possible while sharing context, stories, and local insight that bring the city to life.

Today is dedicated to one of the most important cultural and religious sites in the world, as you enjoy skip-the-line access to the Vatican Museums on your private tour.

​Your guide will lead you through key galleries such as the sculpture courtyards, Gallery of Maps, and Raphael Rooms, providing clear explanations that make sense of what can otherwise feel overwhelming.

​Before entering the Sistine Chapel, your guide will provide context on Michelangelo’s work, helping you fully appreciate the ceiling and The Last Judgment once inside. Continue directly into St. Peter’s Basilica through a reserved passage, avoiding the main queues.

​Inside the Basilica, your guide will highlight its most important features, including Michelangelo’s Pietà and Bernini’s Baldachin.

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Day 3 gets underway with skip-the-line access to the Colosseum, where your guide will take you beyond the structure itself, explaining how it was used, who attended, and how it functioned within Roman society.

​Through detailed storytelling, the arena is brought to life, from gladiatorial contests to imperial spectacle.

​Continue into the Roman Forum, where your guide will lead you along the Via Sacra and through the ruins of temples, basilicas, and political buildings that once formed the center of Roman life.

​Conclude on Palatine Hill, overlooking the Forum, where you’ll gain perspective on the scale and organization of Ancient Rome, as well as its imperial residences.

Travel from Rome to Florence by first-class high-speed train, offering a comfortable and efficient journey between the two cities in just one and a half hours.

​On arrival, your private driver will meet you at the station and transfer you directly to the historic center, where you’ll begin your guided exploration of Florence.

​With your private guide, discover the key landmarks of the Renaissance city, beginning with Florence Cathedral, where you’ll explore its history, architecture, and significance within the city. Continue through Piazza della Signoria, an open-air gallery of sculpture and political history, before walking through the compact streets that define Florence.

​Your day concludes with skip-the-line access to the Uffizi Gallery, where your guide will lead you through a curated selection of masterpieces by Botticelli, Leonardo da Vinci, and Michelangelo.

Your private driver will pick you up at your Florence accommodation and take you into the Tuscan countryside, allowing you to experience the region comfortably without the need to change hotels.

​Arriving in Siena, you’ll meet your private guide for an in-depth walking tour of the city. Explore its narrow streets and historic districts before arriving at Piazza del Campo, one of Italy’s most unique public squares.

​Continue to Siena Cathedral, where your guide will explain its artistic and architectural significance, from intricate marble work to its collection of sculptures and mosaics.

​In the afternoon, continue with your driver through the rolling Tuscan landscape to San Gimignano. Here, you’ll have time to explore the town’s distinctive skyline of medieval towers, as well as its quiet streets and viewpoints.

​At the end of the day, relax on the scenic drive back to Florence.

On day 6, we will take you into the heart of the Chianti wine region, allowing you to explore Tuscany’s countryside in comfort and at a relaxed pace.

​Begin with a visit to a carefully selected boutique winery, where you’ll enjoy a private cellar tour and learn about the winemaking process from grape to glass.

​Your host will guide you through a tasting of Chianti wines, explaining the characteristics of each, alongside an olive oil tasting that highlights another key element of the region’s culinary tradition.

​Continue with a leisurely lunch at a vineyard or traditional agriturismo, where seasonal Tuscan dishes are paired with local wines in a scenic setting. In the afternoon, your driver will take you through the surrounding countryside to visit local villages, where you can explore quiet piazzas, artisan shops, and gain a sense of everyday life in rural Tuscany.

​Return to Florence in the evening.

Begin your day with a private guided visit to the Accademia Gallery, with skip-the-line access ensuring a smooth entry.

​Inside, your guide will focus on Michelangelo’s David, offering detailed insights into its creation, symbolism, and significance in the Renaissance. Rather than a general museum visit, the experience is designed to give you a clear and meaningful understanding of one of the world’s most celebrated works of art.

​The remainder of the day is intentionally flexible and tailored to your interests. You may choose to take part in a private cooking class with a local chef, learning to prepare traditional Tuscan dishes in a hands-on setting, or explore Florence’s artisan heritage through workshops focused on crafts such as leatherwork or perfume creation.

This morning, you’ll take the Florence to Venice by first-class high-speed train for the 2-hour journey. On arrival, your private water taxi or driver transfer will take you directly into the heart of Venice, where you’ll meet your private guide to begin your exploration.

​Start in St. Mark’s Square, where your guide will introduce the history and significance of Venice as a former maritime republic. Continue with a guided visit to St. Mark’s Basilica, where mosaics and architecture reflect centuries of wealth and influence, followed by the Doge’s Palace, the political center of the Venetian Republic.

​With your guide, you’ll move efficiently through these sites, avoiding unnecessary waiting and gaining a clear understanding of Venice’s history, governance, and unique character.

Today offers a choice of how you would like to explore Venice further, with both options delivered as private guided experiences.

​You may choose a private boat excursion across the Venetian Lagoon, visiting Murano, known for its glassmaking tradition, and Burano, with its colorful houses and quieter atmosphere. With your guide, you’ll explore each island in a structured and relaxed way, with insights into local crafts and daily life.

​Alternatively, remain within Venice for a guided walking tour through its lesser-known districts. Away from the busiest areas, your guide will take you into quieter neighborhoods, revealing hidden squares, local streets, and a more authentic side of the city.

​Optional gondola experiences can be arranged.