Highlights
Rome - Explore the Italian capital and the Vatican on a guided tour, visiting the Sistine Chapel, Colosseum, Forum & more
Florence - See the Duomo and more on a walking tour, skip the line to visit the Galleria dell'Accademia di Firenze and spend a day at leisure
Chianti - Visit the renowned Poggio al Sole winery for an included tour, wine tasting, and traditional lunch
Venice - Take an included gondola ride, skip the line at St Mark's Basilica and enjoy an included food and wine tour
Itinerary
Imagine gliding through the heart of Italy in comfort and style—this 8-day private tour package takes you from Rome to Venice with ease, offering the ideal balance of guided sightseeing and personal discovery. Designed especially for experienced travelers and seniors who appreciate both cultural depth and convenience, this easy-paced journey covers Rome, Florence, and Venice, with chauffeured car transfers ensuring a seamless experience. Enjoy guided explorations of iconic sites like Vatican City, the Colosseum, Florence’s Galleria dell'Accademia, and St Mark's Basilica in Venice. The tour includes a memorable gondola ride along Venice’s romantic canals and a delightful wine tasting session in the renowned Chianti region, providing authentic local flavor. Between destinations, your personalized itinerary lets you select from charming stops in places such as Orvieto, Bologna, Montepulciano, or Padova, tailoring the trip to your interests. Throughout, you’ll stay in comfortable hotels with included meals, while ample free time grants you the freedom to explore at your own rhythm. The standout feature of this Italian sightseeing tour is the blend of expert guidance and the flexibility to personalize your journey, ensuring a rich, comfortable, and memorable Italian adventure.
day 1 - Rome free time & dinner
Welcome to Italy. You will be collected from the airport and transferred to our hotel in the city. The rest of the afternoon is at leisure, so you can head to explore some of the sights. Perhaps the iconic Trevi Fountain, or the Piazza Della Rotonda, home to the Parthenon.
This evening, you will be collected and taken to a local restaurant in Trastevere, one of the most vibrant districts in the Italian capital. Enjoy an included dinner at a traditional Roman trattoria and indulge in local specialties dating back in time. After dinner, you will be returned to the hotel.
Please note: On Saturday departure, the Vatican Museum, Sistine Chapel & St. Peter’s Basilica tour will be replaced with another private tour or rescheduled to the first day based on your arrival time in Rome. This is due to the weekly closure of the Vatican museums and Sistine Chapel.
day 2 - Vatican City & the Colosseum
After breakfast, you will be collected by a driver and taken to the Vatican for a guided tour of the museums, Sistine Chapel and St Peter's Basilica. Take in some of the most famous works of art in the world, including works by artists including Leonardo Da Vinci, Michelangelo, Caravaggio, Raphael and Giotto. Explore the Sistine Chapel, which dates to 1483 and is the most famous chapel in the world thanks to its elaborate ceiling and of course the famous painting, The Final Judgement by Michelangelo.
After exploring the Vatican City (and ticking another country off your to-visit list), there is free time for lunch. You will then be joined by an expert guide for a tour of the Colosseum, one of the Seven Wonders of the World. This ancient stadium once held 50,000 - 80,000 spectators and was the scene of vicious battle re-enactments and games, where gladiators fought to the death. You also visit the Arch of Constantine and the historic Forum. Then its on to Palatine Hill to learn about the legend of Romulus and Remus, before the rest of the day is free to explore Rome further at leisure.
day 3 - Rome to Florence by car
Rome - Florence. After breakfast, you meet your chauffeur who will transfer you by luxury car to Florence. Along the way, you can choose to visit one of Orvieto, Montepulciano or Civita di Bagnoregioare, with time to explore one of these smaller Italian settlements.
Arriving at the hotel in Florence, there is free time to settle in before you embark on a tour of the city with an expert guide. You will see Santa Maria del Fiore, more commonly referred to as the Duomo, Piazza della Signoria, Palazzo della Signoria (also known as Palazzo Vecchio), and the Basilica of Santa Croce. Our tour also includes 'skip the line' entrance tickets to the famous Galleria dell'Accademia di Firenze or “Gallery of the Academy of Florence”, the home of Michelangelo's sculpture David.
The evening is at leisure in Florence.
day 4 - Chianti wine tasting
Florence - Poggio al Sole - Florence. Today you will explore the picturesque Chianti wine region. You will be transferred to the quaint winery of Poggio al Sole, passing through vineyards and olive groves, small hamlets surrounded by intact medieval walls, winding streets, castles and fortresses en route. On arrival, enjoy a guided tour of the cellars and take part in an included wine tasting session and local lunch of Tuscan specialties. Bellies full and heads a little light, you return to Florence for the evening.
day 5 - Florence at leisure
Today is completely free for you to further explore the Renaissance city of Florence. Lose yourself in the stunning architecture, find a good local restaurant for lunch, or take in other attractions such as the world famous Uffizi Gallery.
day 6 - Venice gondola ride & food tour
Florence - Venice. This morning, your chauffeur drives you to Venice, stopping along the way in one of Bologna, Ferrara or Padova. The rest of the morning is free to settle in. This afternoon you will enjoy an included private gondola ride along the canals, the main bucket list activity in the Canal City. Take in many of the city's iconic highlights and lesser-known gems from the water. You then enjoy an included "Bacaro" tour, visiting a handful of local wine bars in order to sample some of the city's best wine and "cicchetti", a kind of Venetian Tapas. After our food and wine tour, the rest of the day is at leisure in Venice.
day 7 - Venice walking tour
You are exploring on dry land today, with a guided walking tour of Venice. This tour includes 'skip the line' tickets to the magnificent St Mark's Basilica, perhaps the most famous building in the city. You can also take in the the Palazzo dei Dogi, symbol of Venice’s glorious past as well as the legendary Ponte dei Sospiri or “Bridge of Sighs”.
After the tour, the rest of today is at leisure. You could visit Harry's Bar, a place of legend that has been serving Hollywood stars and royalty since opening in 1931. There's a strict dress code to adhere to, and if you do go, we recommend you try a Bellini - this bar invented them!
day 8 - Venice
Today your tour ends. Enjoy a final breakfast in the hotel before your included transfer to the airport.

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