Exploring Two Great Italian Cities: Rome to Florence Itinerary

What to expect on this itinerary
Experience the very best that two of Italy’s largest cities have to offer with this eight-day tour of Rome and Florence’s most immaculate attractions. Take in the breathtaking views that are available in these breathtaking cities from both the ground and sky, offering you a unique perspective on the sites, smells, and sounds. Taste the best local delicacies and wines that these regions have to offer to culminate your days of touring the artistic masterpieces and architectural wonders of Italy. With a fragrant glass of local Chianti in hand, you will bask in a natural hot spring that overlooks the green expanse of magical Tuscany. During these eight days, you will surround yourself with the highlights of Italian art and architecture, fresh, gourmet cuisine, and exclusive experiences that very few are able to enjoy. With the peak of luxury imbued into every piece of this journey, there is no doubt that this is genuinely how Rome and Florence were meant to be experienced.
Customizable Itinerary
Rome – Welcome to the Eternal City
You will begin your day in the City of Seven Hills with an introduction to your private guide who will lead you to your hotel at the heart of the city. It will be located just steps from the many landmarks that you will enjoy throughout the first half of your trip. You can relax in the sumptuous interior of your hotel, giving yourself some time to take in the breathtaking views and the comfort of your luxurious room. You will spend the next four nights here, so unpack at your leisure while enjoying a cold glass of famous local Lazio Rosé.
If a traditional Italian siesta does not appeal because you are eager to begin pounding the ancient streets of Rome, then you can take a stroll through the first of Rome’s many piazzas: the Piazza del Popolo. You will feel your vacation begin in the mellow sunlight as you watch live performers that are surrounded by ancient artifacts in this piazza.
You will end day one through the 4th century Arch of Janus with a slow tour through the Fondazione Alda Fendi, which is a popular art hub that is new to Rome. The halls are expertly lit by an Academy Award winner, and you will find world-famous pieces on loan from other iconic museums around the world. Take in the art, new and old, with your private guide, preparing for your week of magical art ahead of you, and once you have had your fill of art, you will enjoy a gourmet meal on the gallery’s terrace that offers a 360-degree view of this inimitable city. You will meet your world-renowned chef, and have the sommelier recommend a wine that is perfectly suited for your chosen meal. Lastly, this evening, you will enjoy the moonlight on your walk home to your hotel.
What's Included:
Rome – Experience the Hills of Rome From the Sky and a Private Tour of the Vatican
Rome – The Striking Fountains of Rome and Dinner with a Secret View
Rome – A Back Door Tour of the Colosseum and a Michelin-Starred Meal
Florence – Appreciate a Private View of the Statue of David and Craft Your Perfect Dessert
Florence – Relax and Rejuvenate in the Wild in the Natural Hot Springs of Florence
Florence – Take in the Expanse of Tuscany from 3,000 Feet and a Customized Wine Tasting
Florence – Fine Dining and a Show at the Birthplace of Opera
Trip Highlights
- Stroll through the art in the Fondazione Alda Fendi and have a gourmet meal that overlooks the hills and lights of the unmatched Eternal City
- Soar through the skies of ancient Rome on an exclusive helicopter ride with lunch that is enjoyed alongside the sparkling blue of the Mediterranean Sea
- Indulge in a walk through the Vatican after hours on your private tour, allowing you to marvel at the Sistine Chapel
- Make your wish of hoping to return to Rome by tossing a coin into the Trevi Fountain before climbing the Spanish Steps
- Experience the “secret view” of one of Rome’s most popular fountains while enjoying a gourmet meal
- Uncover the mystic allure of the Colosseum and stand where the gladiators stood and sit where the emperor sat
- Marvel at the amazing art located at the Accademia Gallery during an exclusive tour to see David firsthand
- Craft your perfect chocolate dessert at Florence’s top chocolatier boutique
- Bask in the luxury of natural hot springs and enjoy a relaxing massage in the Tuscan hills
- Witness the world-famous vineyards of Tuscany from the basket of a hot air balloon
- Delight in a traditional Tuscan meal and wine tasting at a local vineyard
- Experience Italian dining at its finest and continue to watch an opera at its birthplace
Detailed Description
Rome and Florence are two cities that make bucket lists around the world and for good reason. This tour leads you through these two iconic Italian cities, allowing you to take in the height of culture, food, and art while surrounding you in complete luxury. From the statue of David to Il Duomo and from the Colosseum to the Vatican, each day of these eight days will compel you with striking beauty and deep-rooted history.
On this luxurious tour, you will be guided through the annals of history. Stand where the gladiators once took their fated last steps before fighting the bloody battle that may have been their last. Peer up at the Sistine Chapel without the crush of strangers around you, allowing you to soak in the momentousness of this piece of art and history at your own pace. Spot these highlights of the Eternal City from the sky as your exclusive helicopter pilots fly you across Rome to dine in the fresh air on the Mediterranean Sea.
The second half of your trip will allow you to experience the best of Florence while still allowing you the relaxation and refreshment that a true vacation demands. You will craft your dream dessert at a private chocolatier boutique, be given exclusive access to the statue of David, and be expertly led past Il Duomo, so you do not have to worry about navigating through the crowds. From the basket of your hot air balloon, soak in the indescribable beauty of Tuscany. You will then stroll through a working Tuscan vineyard where you will be given the best wine that Italy has to offer. Take a moment to rejuvenate by soaking in the healing, natural hot springs of Tuscany and enjoying an incomparable massage. Finally, culminate your trip with a gourmet dinner and show at the birthplace of opera, giving you an experience that few can match. This tour is a once-in-a-lifetime experience that will have you reminiscing about Italy for the rest of your life. Don’t take just our word for it - consider reading some of our travelers’ reviews of Italy, and see how you can customize your own dream vacation.
Starting Price
$3,600 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
- 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 688 reviews
Our Zicasso travel agent did a great job planning and executing our two-week tour of Italy. Transfers were seamless and guides were knowledgeable and experienced. We particularly loved Florence, our hotel, its staff, and its walkable location to so many sites. We loved the guide in Cinque Terre; he knew the area, specifically a restaurant where we were away from the crowds. Thanks to the travel agent for a job well done.
See more
Overall, the trip was perfect! The hotels were really nice and the itinerary was great.
A few things I would have changed. First, the Amalfi tour day. There was not enough time in Ravello or Positano. We needed more time to relax and shop.
The class of train could have been nicer for the Florence-to-Rome portion of the trip.
We've been to many wineries throughout Europe and the one we went to on our way to Siena was okay, but we have been to much nicer wineries, with better wine and food tastings. It was not a great wine tour experience.
Everything else was wonderful and we really enjoyed the trip with our sons!!!
Thank you!
See more
Our 2026 family trip to Italy was incredible and we are grateful for the services of our travel specialist and the Zicasso team. We visited many amazing cities, including Rome, Florence, Bari, and Lecce, and many more smaller towns. The coordination between the travel specialist and the local support teams was outstanding. The drivers and tour guides for each city were on time, knowledgeable, personable, and very interactive with our group.
Our group consisted of six people and extended over 11 days. Coordinating, researching, and scheduling a trip of this magnitude required a ton of work by our travel specialist and the Zicasso team. They did an incredible job scheduling excursions, tours, meals, and trips every single day of our trip. We appreciated the detailed itinerary and the flexibility to plan for anything special a family member wanted to include as a “must-see.”
The hotels in each city were amazing. My main requests were that each hotel have a rooftop terrace and be centrally located to the main attractions. The travel specialist nailed it! The only critique I have requires some background: I'm handicapped and unable to walk very far, and I'm very limited in my ability to climb stairs. I may not have been as clear or forthright about my abilities with the travel specialist. My pride may have gotten in the way. With that said, two of the hotels we booked were not designed for individuals with disabilities. I take responsibility for this and only include this in case someone with disabilities is planning a trip. Be completely honest about your limitations with Zicasso so they can plan accordingly.
If we ever had trouble finding a driver, tour guide, or hotel, our travel specialist was able to help simply by calling her and getting her involved. Troubles were rare, but if we needed help, she was there to support us.
See more
When we started planning our trip to Italy, I knew I wanted to work with a travel agent—specifically, someone who specialized in Italy and was based there. After reaching out to several agencies and reviewing their responses, we chose Zicasso and, more specifically, our travel agent. She is based in Milan and from my very first interaction with her, I knew we had made the right choice.
Our trip could not have been more perfect. Our agent put a lot of thought into every location and planned activity. At the outset, we had a few discussions with her about what we wanted from the trip and, after that, we were happy to leave most of the details in her capable hands. Our goal was to explore mid-to-northern Italy and everything—from the hotels and tours to the free time and transportation—was beautifully organized.
Our 11-night trip started in Milan and ended in Florence, with overnight stays in Milan (one night), Lake Como (three nights), Venice (three nights), and Florence (four nights). Initially, I was hesitant about staying at Lake Como for three nights, but our agent encouraged me to do a little research. I’m so glad she did, as it turned out to be incredible. We had more self-guided time at Lake Como, which was perfect as we adjusted to the time change. In Venice, our itinerary became more structured, but we still had plenty of time for our own explorations. By the time we reached Florence, we had activities and tours planned for every day, which was just what we wanted.
A highlight for my family was a full-day trip into Tuscany, where we visited San Gimignano, an organic vineyard in Chianti, and finished with a tour of Siena. Our day trip to Rome allowed us to see the main attractions and we concluded the journey with a tour of Florence and the Accademia Gallery. Every tour our agent arranged was spot on.
Throughout our trip, she was wonderfully communicative—always available when we had questions, but never intrusive. She even helped us with a couple of last-minute requests: booking a hotel in Milan for one night and arranging train tickets to Verona for an impromptu visit to Juliet’s balcony. Whenever we needed something, she was there.
When we return to explore the mid-to-southern part of Italy, there’s no question that we’ll be asking her to plan our trip again. I highly recommend her to anyone looking for a seamless, thoughtfully curated Italian adventure.
See more
The trip planning was flexible and Zicasso's travel company adapted to changes in our itinerary. We originally planned to go to the Amalfi Coast, but switched to Florence, and they did a very good job of accommodating our request.
The planning was well done. All tour tickets, transportation, and hotels were as described, and the concierge service was helpful.
See more
We chose Zicasso’s travel company to organize a nine-day trip to Venice, Florence, and Rome for our family of four adults. My wife and I are in our 50s and our two sons are in their early 20s. We all love to travel, but have a range of interests when it comes to experiences, activities, and cuisine. The travel company created an itinerary that gave each of us something memorable.
Everything was planned and executed with care. Hotels were thoughtfully selected, transportation kept us moving without feeling rushed, and every tour guide was exceptional. The team also checked in periodically to make sure we were having the best experience possible. We've traveled internationally many times and this ranks among the very best.
Nine days is just a taste of what Italy has to offer, but our "sampler" tour left all of us excited to return and explore more.
See more





