Multi-Generational Italy Tour: Best of Tuscany and Rome

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.
Customizable Itinerary
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:
Florence - Discover Countryside Charm in Chianti and Siena
Florence - Soar Above the Tuscan Countryside
Florence - Select, Create, and Taste Tuscan Cuisine
Rome - Train Travel to Rome and Classic Street Food Tour
Rome - A Roman Empire Experience
Rome - Visit Iconic Churches and Chapels of Ancient Rome
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)
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.
Verified Traveler Reviews
Based on 3408 reviews
I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.
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The trip was absolutely beautiful and well planned. Zicasso's travel expert did a fantastic job and she was on top of everything. She texted me every night with the next day's plans. The only negative aspect of the trip was that the Sorrento hotel had no air conditioning. The rooms and lobby were extremely hot, hovering around 80° day and night.
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My husband and I had utilized the services of Zicasso for prior journeys to Italy, Southeast Asia, and Australia/New Zealand. For our recent trip to Matera and Puglia, I requested an agency located in Italy that specializes in travel to Italy. We selected a company that was on a magazine’s A-list of travel advisors.
Our travel consultant listened to and respected my requests for certain activities (private food, historical and boat tours, wine tastings, cheese making) and types of accommodations (properties that offered a shaded area to relax and read). She also emailed answers to my numerous detail-oriented questions (the curse of having personally worked as a tour guide). She sent a lovely gift to our first hotel and called halfway through our vacation to check in with us. Communication via text with WhatsApp was convenient and used frequently. Most importantly, when we had a problem with one of our accommodations, she followed up (even after our trip had ended) and graciously offered some compensation.
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Italy’s beauty is legendary—its rolling landscapes, vibrant culture, incredible cuisine, and deep history are truly one of a kind. But what made our trip truly extraordinary was the care, creativity, and attention to detail that the Zicasso travel company team brought to every part of our journey.
Our 12-day family adventure—with three teenagers!—was the perfect balance of guided exploration, fun hands-on experiences, and thoughtfully chosen hidden gems. Every stop offered something special for each of us, which is no small feat when traveling with a group of different interests.
While we’re fairly seasoned travelers, having the added support of your concierge service via WhatsApp was a game-changer. Any small questions or needs were handled quickly, warmly, and with a level of professionalism that gave us total peace of mind.
And the hotels—just wow. Every property was not only comfortable and welcoming, but also perfectly located, making it easy for us to explore and enjoy each destination to the fullest.
A heartfelt thank you to the entire travel company team for creating such a seamless and memorable experience. We can’t wait to plan our next adventure with you.
Grazie mille and arrivederci for now!
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Zicasso's travel experts made this trip effortless for us! They were responsive to my many questions and created a memorable trip for my daughter and me that included all of our favorite things, addressed any concerns I had, and stayed within our budget. Every detail was planned and communicated flawlessly. My daughter and I only had to pack our bags and enjoy every minute of this trip of a lifetime. I highly recommend Zicasso and their travel company!
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We just got back from an amazing two-week vacation with our children and our eight-year-old granddaughter. The travel specialists at Zicasso's tour company were incredibly knowledgeable, responsive, and professional. They took all of my ideas and managed to incorporate them seamlessly into our itinerary. I had quite a few requests and even made some last-minute changes, which they accommodated without any hesitation. One specialist, in particular, was exceptionally kind and helpful!
The organization of the trip was smooth and effortless. The transportation, drivers, and guides were all top-notch! We traveled in clean and well-maintained Mercedes vans, with well-dressed and personable drivers. The local guides were not only knowledgeable, but also spoke English clearly, sharing fascinating insights that allowed us to dive deeper into the history and culture. The hotels we stayed at ranged from good to very good. If I were to plan this again, I might choose a different location in Rome; the area was a bit congested and the hotel could use some upgrades, but it was conveniently situated.
The wine tastings were enjoyable and dinner at the vineyard was truly magical! Our standout activities were the cooking classes in Florence and Rome. The chefs were professional and imparted a lot of knowledge, giving us valuable skills to take home.
The highlight of our trip was definitely the private boat charter in Capri! We had a perfect day on a brand-new yacht, with an experienced captain and crew who took us to hidden caves away from the crowds, allowing us to swim in stunning locations. It was an absolutely fantastic trip!
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