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 593 reviews

Italy Trip Review: Milan, Florence, Lake Como, Venice, 11 Nights

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.

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Italy Tour Review: Pompeii, Amalfi Coast, Florence, 12 Nights

Zicasso’s travel company and every single guide and driver were stellar. All four hotels were good or excellent. There was one error on the schedule for the day outside of Florence when we had a driver to take us to the Siena region. The schedule stated three hours, so we paid for tickets to the Pitti Palace/garden, which turned out to be wasted money as the driving tour was actually nine hours. It was a beautiful day, though.

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Italy Trip Review: Rome, Florence, Vatican, Sistine Chapel, Colosseum, 2 Weeks

Zicasso set us up with a wonderful travel agent. The process of choosing and communicating through the Zicasso system was easy and helpful.

The travel specialist and her team planned a wonderful 15-day trip, with nine days in Rome and four days in Florence. She found us great accommodations that included a kitchen, which was a must for us. Other travel agents were not able to provide such accommodations.

The drivers we had were professional and picked us up on time. The guides were experts in their field and generally had taught at universities. The guides were very personable and tailored the tours to our interests.

She arranged all the necessary skip-the-line tours. We went to the Vatican with three different tours: the Sistine Chapel, the Gardens, and the necropolis to see St. Peter's tomb.

There were a couple of hiccups in this perfectly planned itinerary. Each time, the travel specialist and her staff were immediately available and guided us through solutions, such as trying to get to the Colosseum during the Roman Marathon.

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Italy Vacation Review: Venice, Florence, Tuscan Hills, Pompeii, Rome, Amalfi Coast, Sorrento, Capri, Cooking Class, Lemon Farm, Wine Tasting, Olive Oil Tasting, 2 Weeks

We had the pleasure of working with Zicasso’s travel agents to create the perfect Italian adventure. I had quite a few specific requests, from travel logistics to hotel preferences, and they were incredibly patient and collaborative, offering multiple variations of the itinerary until it matched exactly what we envisioned.

Our journey began in Venice, where we were seamlessly picked up by a private driver, transferred to a water taxi, and dropped directly at our hotel. After a wonderful stay, we were taken by private driver to the train station for our ride from Venice to Florence, our one and only train trip, as we opted (based on their smart recommendation) for private transportation for the rest of our travels to avoid potential delays and enjoy added convenience.

From Florence, we were driven into the Tuscan hills, where we experienced magical wine tastings, vineyard tours, olive oil tastings, and unforgettable meals with wine pairings. 

Next, our private driver brought us to Pompeii, where we enjoyed a fascinating tour with our private guide, and then continued on to Rome. In Rome, we loved the private golf cart tour of the city’s major landmarks, as well as a delightful cooking class that was arranged for us; it was a real highlight!

Finally, we traveled by private driver to Sorrento. From there, we had a breathtaking driving tour of the Amalfi Coast, a lemon farm tour, and an amazing day trip to Capri. Every detail was thoughtfully planned and executed.

Summary:

Planning and Itinerary Creation: Zicasso’s consultants made the entire process easy and stress-free. They worked closely with us to perfect the itinerary and were always receptive to changes and feedback.

Hotels: My sister and I requested adjoining rooms and were provided with beautiful family suites throughout the trip. Each hotel was ideally located, comfortable, and well-appointed, with all the amenities we needed.

Transportation: Every transfer was smooth and punctual. The private drivers were professional, friendly, and knowledgeable. (A special shoutout to our driver in Florence/Tuscany – he was the best!)

Communication: Throughout our trip, the travel company’s team was always accessible. Whether we needed to make adjustments or had a question, they handled everything promptly, allowing us to relax and fully enjoy our vacation.

We spent just over two unforgettable weeks in Italy and it was absolutely perfect, all thanks to the hard work, attention to detail, and excellent communication from Zicasso’s travel company! I highly recommend them and would not hesitate to use them again for future adventures.

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Italy Tour Review: Rome, Florence, Amalfi Coast, Pompeii, Mount Vesuvius, Ancient Sites, Cooking Class, 1 Week

I can confidently say that Zicasso's travel specialist is truly dedicated to providing her clients a luxury experience. From the outset, we had a 20-minute call where she wanted to learn about our dream vacation and get to know us. She was attentive to every request we made and organized our itinerary accordingly. During the trip, she texted us daily to inform us about our drivers and guides for the next day. Additionally, she checked to ensure our trip was progressing smoothly.

Here are some highlights:

Rome: We were greeted at the airport by our agent, who expedited our passage through passport control. The following day, we started our exploration at the Vatican. Our agent had purchased our tickets in advance, allowing us to skip the line. She also planned the remainder of our self-guided tours of the Colosseum, Roman Forum, and other ancient sights. We accomplished so much in just two days!

Florence: We took part in a pasta-making class with a chef who was fantastic! Her husband was also quite charming. Our experience there was truly wonderful. Special thanks to our driver, who was incredibly helpful and informative.

Sorrento (Amalfi Coast): We began with a visit to Pompeii, where our guide, also arranged by our agent, was spectacular! His passion and extensive knowledge made the experience enjoyable. Next, we had a fun blind wine tasting. When we arrived at our amazing hotel, we were greeted with a surprise.

While in Rome, we encountered a minor issue, which our agent resolved quickly. She even went above and beyond by ordering us a bottle of prosecco to celebrate. We also took a car tour of Positano and Ravello, guided by a local from Ravello who was informative, knowledgeable, and delightful. We loved her! Our day ended with a lovely sunset cruise off the coast! Both days had excellent drivers.

This trip was a dream come true for my husband and me. Without a doubt, our agent made it the luxurious experience we desired. I highly recommend her and her team!

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Italy Travel Review: Venice, Florence, Cortona, Cinque Terre, Wineries, Cuisine, 11 Nights

Overall, we had an incredible trip! Zicasso's travel planner made our travels smooth and easy to navigate. She responded to all of our questions in a timely manner. The itinerary was detailed and easy to read. It was so nice having our train tickets in advance. The sights were beautiful (Venice, Florence, Cortona, Cinque Terre) and we had fun on our tours. Our villa and hotel accommodations were lovely. Everyone was friendly. We highly recommend our travel planner and her 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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