Exploring Two Great Italian Cities: Rome to Florence Itinerary

Fontana di Trevi in Rome, Italy

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.

Countries Visited

Italy

Places Visited

Rome, Florence

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

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:

Transfer
Tour
Accommodation
Breakfast
Day 2

Rome – Experience the Hills of Rome From the Sky and a Private Tour of the Vatican

Day 3

Rome – The Striking Fountains of Rome and Dinner with a Secret View

Day 4

Rome – A Back Door Tour of the Colosseum and a Michelin-Starred Meal

Day 5

Florence – Appreciate a Private View of the Statue of David and Craft Your Perfect Dessert

Day 6

Florence – Relax and Rejuvenate in the Wild in the Natural Hot Springs of Florence

Day 7

Florence – Take in the Expanse of Tuscany from 3,000 Feet and a Customized Wine Tasting

Day 8

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.

4.9

Verified Traveler Reviews

Based on 846 reviews

Italy Tour Review: Florence, Cinque Terre, Capri, Boat Ride, 2-Week Trip

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.

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Italy Tour Review: Amalfi Coast, Ravello, Positano, Florence, Rome, Siena, Winery Visit, 11 Nights

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!

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Italy Anniversary Tour Review: 2 Weeks

Our first trip to Italy was a romantic anniversary celebration, and thanks to Zicasso’s travel specialist and our travel company, it became one of the most extraordinary and meaningful travel experiences of our lives. It was everything we had dreamed of, and so much more!

From our very first conversations, she took the time to understand who we are as travelers: our love of art, architecture, history, culture, food, wine, and lifelong learning. She translated those passions into an imaginative, beautifully personalized journey through Rome, Tuscany, Florence, and Venice.

One of her greatest gifts is her intuitive understanding of the rhythm of travel. We wanted days filled with discovery, learning, and new experiences, but also leisurely afternoons and evenings to wander cobblestone streets, linger over wonderful meals, and simply absorb the atmosphere of Italian life. She struck that balance perfectly. Our itinerary was wonderfully rich, yet never rushed or overscheduled.

The private guides she selected were exceptional: not simply knowledgeable, but gifted teachers and storytellers who brought centuries of Italian history, art, architecture, and culture vividly to life. In Florence, for example, our guide helped us explore the Renaissance through fascinating stories of the Medici family, Michelangelo’s creative process, and the philosophy of Humanism. Our visits to the great museums and historic landmarks became intellectually stimulating and deeply engaging experiences.

She also introduced us to Italy’s living traditions: a fabulous food tour in Rome, wine tasting in Tuscany, explorations of enchanting medieval towns and villages, and boat excursions to Murano and Burano, where we discovered the centuries-old artistry of glassblowing and lacemaking. These experiences gave us a wonderful sense of the richness and continuity of Italian culture.

Her choices of accommodations were equally inspired. Each was distinctive, beautifully located, and full of character, from a charming, peaceful boutique hotel near the Pantheon in Rome, to a magical stay in a medieval Tuscan village, an elegant Art Deco hotel in Florence, and a fairytale suite in Venice. Every setting added another layer of romance and delight to our anniversary celebration. And the cuisine was heavenly! Every meal was memorable, culminating in a dreamy farewell dinner beside a Venetian canal.

Behind all this magic was the travel specialist’s impeccable planning, extraordinary attention to detail, and genuinely proactive care. Every transition, from airports and private transfers to trains and boats, was seamlessly coordinated.

One small example perfectly captures her approach. When our train from Florence to Venice was delayed, we contacted the travel specialist to let her know. She immediately reassured us that she was already monitoring our train and had informed our guide in Venice of the delay. There was nothing for us to do but relax, enjoy the ride, and look forward to the magnificence of Venice! That kind of thoughtful anticipation gave us complete peace of mind throughout our travels.

Equally special was her warmth and genuine personal connection. She was always accessible, and we found ourselves exchanging messages most days, not because anything needed fixing, but simply because it was such a pleasure sharing our experiences with her. She combines exceptional professionalism, creativity, and meticulous organization with kindness, generosity of spirit, and a contagious passion for sharing the beauty of her country. By the end of our journey, we felt we had gained not only an extraordinary travel advisor, but also a wonderful new friend.

Italy opened our minds, elevated our souls, and deeply touched our hearts. Our travel specialist didn’t simply organize a magnificent vacation; she opened the door to a country and culture we have now fallen completely in love with.

We cannot recommend our travel specialist and travel company highly enough. For anyone seeking a thoughtfully curated, culturally immersive, deeply personal, and truly unforgettable Italian journey, she is an exceptional choice.

We are already dreaming of returning to explore Sicily and Sardinia with our family, and there is absolutely no question who we will call!

Thank you for giving us far more than a beautiful vacation. You gave us an extraordinary gift: memories, discoveries, and connections we will treasure for the rest of our lives.

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Italy Vacation Review: Rome, Florence, Bari, Lecce, Tuscany, Vatican City, St. Peter's Basilica, Winery, Pasta Class, 11-Day Trip

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.

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Italy Vacation Review: Milan, Bologna, Florence, Venice, Codroipo, Prosecco Hills, Cooking Class, Ravioli, Wine Tasting, History, Culture, 12 Days

The cities we visited were wonderful. We really enjoyed the tours, especially the cooking class with our chef! I will be making homemade ravioli over the holidays.

The hotels were located close to the city centers. But the hotel in Bologna was very close to the university, with lots of graffiti and live music late into the night. The hotel, however, was quaint and very nice. The hotel staff was very friendly and accommodating.

The hotel in Florence was just weird. Our travel companions' room had no windows and was small. Ours was oddly laid out but much bigger. The desk person told us both rooms were the same when we first checked in. If we came back after 9 p.m., there was no hotel staff, and we had to use a code to walk through an apartment lobby.

The hotel in Venice was situated right in the middle of lots of restaurants and gelato! The hotel was by far the best one, with much nicer amenities and rooms. It had a bar and restaurant on-site. It was a good way to end our trip.

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Italy Trip Review: Florence, Venice, Rome, Tuscany, Cooking Class, Food Tour, 10 Days

Thanks for organizing a great trip to Italy for us. We had a great time. The entire experience working with Zicasso's travel company was professional. They were responsive, on top of things, and helped plan and execute a positively memorable trip to Florence, Venice, and Rome.

Hotels: All hotels met our needs. I would rate the hotels across quality of room/property and quality of service on a scale of one to five:

Our hotel in Florence: Quality of room 4/5; Quality of service 5/5.

Our hotel in Tuscany: Quality of room 3/5; Quality of service 4/5.

Our hotel in Rome: Quality of room 5/5 (best room); Quality of service 4.5/5.

Guides and drivers: All guides and drivers did a great job. They were punctual, gave us good information, and were friendly. I want to specially recognize our driver in Florence/Tuscany, our guide on June 26 in Florence, and our guide for the food tour in Rome for doing an exceptional job.

What could’ve been better: Given the hot weather, which is outside everyone’s control, some days felt cramped. In Florence, after the guided tour of Florence, we had the cooking class. As a result, we could not do the planned climb up the Duomo dome. In Venice, if we did it again, we would choose a different location and hotel.

Overall, we ended the trip with very fond memories of Italy. There is so much more to explore in your beautiful country and we will be back. Thanks to the team at the travel company.

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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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