Multi-Generational Italy Tour: Best of Tuscany and Rome

The Roman Colosseum in Italy

What to expect on this itinerary

Discover Renaissance splendor and picturesque Tuscan countryside, then uncover the secrets of ancient Rome on your eight-day multi-generational Italy itinerary. Walk over Florence's bridges and through its vibrant market, take in the charm of medieval Siena, and relive the glory of gladiators and Papal significance when touring Rome and the Vatican City. A diverse itinerary created for the entire family, highlighting key destinations in central Italy.

Countries Visited

Italy

Places Visited

Florence, Chianti, Siena, Rome

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

Florence - Arrive in the Captivating Tuscan Capital

Flanking the River Arno, the Renaissance city of Florence depicts a world of architectural wonder and Italian flare. From the moment you arrive, you will be in awe of how modern buildings blend in with historic sites, beautiful bridges, and famous, must-sees creations. Settle into your hotel before embarking on a half-day guided tour of the city. Take in charming side streets and sidewalks, then step inside the Accademia museum to view a true masterpiece, Michelangelo’s “David”. Take your time as you walk around this iconic and intricate marble creation, observing the crevices and curves of the statue’s inwardly-posed hands, while letting your eyes follow those of the subject’s as you ponder what it is he may be looking at.

What's Included:

Transfer
Accommodation
Tour
Day 2

Florence - Discover Countryside Charm in Chianti and Siena

Day 3

Florence - Soar Above the Tuscan Countryside

Day 4

Florence - Select, Create, and Taste Tuscan Cuisine

Day 5

Rome - Train Travel to Rome and Classic Street Food Tour

Day 6

Rome - A Roman Empire Experience

Day 7

Rome - Visit Iconic Churches and Chapels of Ancient Rome

Day 8

Rome - Transfer for Your Journey Home

Trip Highlights

  • Wander over bridges and through markets in Renaissance Florence
  • Delve into delicious Chianti cuisine and wines
  • Pick local produce at the Piazza Mercato Centrale and participate in a classic Tuscan cooking class
  • Stroll through medieval squares and through alleyways of charming towns in the Tuscan countryside
  • View the rolling hills of Tuscany from clear skies in a hot-air balloon
  • Get your taste buds going on a classic Rome street-food walking tour
  • Marvel at the grandeur of the Colosseum, visit Palatine Hill, and step back in time to experience the great Roman Empire at the Roman and Imperial Forum
  • Admire the artwork, culture, and religious significance at the Vatican City’s museums, including the Sistine Chapel and St Peter’s Basilica

Starting Price

$4,000 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.

What's Included

  • Accommodations for two adults staying in standard double rooms, 4-star hotels with breakfast included, and inclusions as per your itinerary for Day 1-9 are $4,999.00 per person. The optional Mallorca trip extension is not included in this starting price
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

4.9

Verified Traveler Reviews

Based on 3704 reviews

Italy Travel Review: Sorrento, Taormina, Rome, Pompeii, Mount Etna, Wine Tasting, 2 Weeks

We had a fabulous trip to Italy, including to Sorrento, Taormina, and Rome. Zicasso’s travel specialist made sure every detail was taken care of, including stays in beautiful, well-located hotels and excursions that were interesting and fun for our family.

For example, she arranged for an airport host to assist us with our arrival to and departure from the Rome airport, and she was simply amazing, whisking us through the airport and eliminating stress for our family.

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Italy Travel Review: Lake Como, Cinque Terre, Florence, Rome, Boat Ride, Hiking, Cooking Class, 10 Days

Amazing!! Everything from start to finish was simply amazing! The process, from the beginning with Zicasso to the end with Zicasso’s travel consultant, was flawless. She was in touch throughout the whole process. In preparation, she was very responsive and, once we were there, every little detail was thought through.

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Italy Travel Review: Rome, Florence, Tuscany, Food Tour, Wine Tasting, 9-Day Trip

Zicasso’s travel company did a great job and was very responsive. The guides and drivers were excellent. It was a wonderful family trip.

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Italy Vacation Review: Rome, Florence, Vatican, Colosseum, Roman Forum, Trastevere, Private Guide, Food Tour, 7-Day Trip

Zicasso’s travel company helped us plan a trip that exceeded our expectations. From the hotels to the guides to the scheduling of events, things could not have gone smoother. We visited all the sites and did all the things we wanted to do, and still had free time to roam on our own. This team is top-notch and we highly recommend them.

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Italy Tour Review: Rome, Florence, Venice, Private Tours, 12 Nights

Our recent trip to Rome, Florence, and Venice, planned by Zicasso’s travel specialist and her team, was nothing short of exceptional. Every detail was handled with care, precision, and an obvious commitment to excellence. The hotels were truly top rate, perfectly located, and impeccably chosen to enhance the experience of each city. The tour guides were extremely knowledgeable, engaging, and clearly passionate, adding depth and context that made each destination come alive.

What truly set this trip apart was the level of service. From seamless transfers to on-the-ground assistance, everything felt effortless. The recommendations and tips provided along the way were incredibly useful and allowed us to experience each city with confidence and ease. The assistants who helped guide us through logistics and navigation were attentive, professional, and reassuring, making the entire journey feel like true white-glove service from start to finish.

The travel specialist and her team exceeded every expectation. Their planning, responsiveness, and attention to detail transformed an already incredible itinerary into an unforgettable experience. I would recommend them without hesitation to anyone looking for a flawlessly executed, high-end travel experience.

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Italy Travel Review: Verona, Bolzano, Food Tour, Wine Tasting, 1-Week Trip

Zicasso’s travel company was amazing to work with! They really took care of every detail for a worry-free experience! They were very responsive during planning and the trip. All of the locations and accommodations were exactly what I wanted. I cannot recommend them enough!

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

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