Bask in the romantic experience of a lifetime as you and your partner are treated to the most magical views, tastes, and sounds of Rome and Florence. Far from the reliance on simple candlelit dinners or horse-drawn carriages, this luxury tour leads you and your partner through the streets of Rome on a vintage Vespa to sample the best of Italian cuisine in addition to strolling the streets of Italy’s most charming cities. If you are looking for magic, romance, and utter luxury, this 8-day adventure...
Customizable Itinerary
Day 1
Rome – Ascend the Aventine Hill for a View of Rome Like None Other
Today, you and your partner will embark on the couples tour of a lifetime. Your driver will pick the two of you up from the airport and transport you to your hotel, which will be located at the heart of the Eternal City. You can today slow and allow yourselves to adjust to the bustle of Rome.
Your first day together in Italy will be all about luxurious refreshment. Once you have settled into your suite, your driver will transfer you to what is often referred to as the “keyhole to Rome,” which is the Garden of the Oranges. Perched above the Tiber River, this park opens up to sweepingly stunning views of the city of Rome and are ingrained with the sweet fragrance of the oranges. These orange groves are said to have been planted by Saint Dominic who transported the first sapling from ancient Spain. Legend tells us that Catherine of Siena picked oranges from this grove to create candied fruit for Pope Urban VI. You can climb the Aventine Hill for the best view of the city. You can take your time strolling together through the grounds of an ancient fortress that was constructed in the late 1200s. You can also soak in the symmetrical, 8,000 square-meter setting of a garden that was designed purely for pleasure. You will not want to miss the chance to peek through an inconspicuous keyhole on the iron gate that guards the Priory of the Knights of Malta. This experience will offer a striking view of Saint Peter’s Basilica that is framed by the hedges of the garden.
You will end your first day in Rome with a three-star Michelin dinner in one of Rome’s most prestigious eateries. Your host will guide you through choosing the perfect wine from the 60,000 bottle collection that this restaurant keeps on hand. This restaurant offers not only 3,000 years of history with touches that stem from all throughout ancient and modern Roman history but also a candlelit terrace from which to take in an incredible view of the heart of the city itself.
What's Included:
Day 2
Rome - Traverse through the Streets on a Vespa to Quartiere Coppede
Day 3
Rome - Trace the Paths of the Villa and Galleria Borghese
Day 4
Rome - Discover the Delights of the Testaccio Market
Day 5
Florence - An In-Depth Tour Through Two of Tuscany's Top Wineries
Day 6
Florence - Witness the Craft of Ancient Leather-working
Day 7
Florence - Journey to a City Tucked into the Etruscan Hills
Day 8
Rome - Indulge in an Ancient Florentine Tradition
Trip Highlights
- Peek through the Keyhole to Rome in the Lush Garden of the Oranges
- Fly through the ancient streets of Rome on a classic Vespa to the fairy tale streets of the city’s smallest district
- Delve into the art and grounds of Rome’s pleasure palace, the Galleria and Villa Borghese
- Immerse yourself into Italy’s top cuisine and products at the Testaccio Market
- Marvel at a rich al fresco opera performance at the Teatro dell’Opera
- Delight in the offerings of two of Florence’s top wineries following private tours of their inner workings
- Descend into the halls of an ancient Franciscan monastery to follow the process of leather crafting from start to finish
- Float down the Arno River on a private, romantic cruise that is complete with wildlife sightings and a gourmet picnic
- Wander the aromatic streets of Fiesole and discover one panoramic view after another with Florence in the distance
- Engage in an ancient Florentine tradition by sharing a sunrise kiss on the steps of the Piazzale Michelangelo
Detailed Description
Discover the magic of Italy during an excursion of Rome and Florence, which has every experience steeped in a romance that cannot be matched. From the streets of the Eternal City to the vineyards of Tuscany, Italy is imbued with an intimate atmosphere like no other country in the world. Your journey will begin in Rome with a stroll through the Garden of Oranges, which is perched high above the city streets, after your private driver transfers you from the Leonardo da Vinci-Fiumicino Airport to your luxurious accommodation in the heart of the city. This romantic garden stroll will be followed by a three-star Michelin meal at a gourmet eatery, which boasts a 60,000 bottle collection of the finest wine that Italy has to offer. Your accommodation’s central location puts all of the scenic and culinary delights of ancient and modern Rome at your fingerprints, allowing you to traverse this iconic city with ease and without missing out on any of the magical experiences that it has to offer.
Together, you will speed through the back streets of the city on a fully personalized Vespa tour, bypassing the tour groups and traffic as you visit the highlights of Rome. During this magnificent tour, you will witness sites that are both well-known and less-traveled, including Rome’s “fairy tale neighborhood,” which is otherwise known as the streets of Quartiere Coppede. The following day, you will meet your guide for an in-depth tour of the pleasure palace of Rome, the Villa, and Galleria Borghese. Here, you will witness the rare art that was collected by 16th century Cardinal Borghese. You will also be provided with a private rowboat for a sunset visit to the Temple of Asclepius.
While in Rome, your private guide will walk you through the ancient art, architecture, and greenery of the city. You will enjoy top tier seats at an al fresco opera performance and indulge in the best products that local creators have to offer in the city’s Testaccio Market, which is a market that includes a food stall that serves Michelin-starred piccoli morsi or small bites. Following your first-class train transfer to the city of Florence, you and your partner will be provided with the opportunity to savor the best that Tuscan wine has to offer at two of the world’s most elite wineries. You will wake up on your first morning in Tuscany to enjoy the breathtaking view of the city from your luxurious hotel before meeting your guide for a walk through an ancient Franciscan monastery to discover the makings of one of Florence’s top creations: leather.
You will touch the most supple, sumptuous leather that has been crafted by leatherworkers in an ancient tradition and carefully preserved through centuries. You will even be able to purchase one of the fine creations if you choose. After the cool darkness of the halls of the monastery, you will float together in the cool breezes of the Arno on an evening river cruise that will be complete with light snacks and a paired local wine. The following day will lead the two of you on a private ride out of the city to a village that is tucked deep within the Etruscan Hills and set high enough so that you can enjoy a panoramic view of the rooftops of Florence. Your driver will return you to your hotel in the evening, so you will be ready to tackle a truly Florentine experience at dawn on your final morning. Day eight will find the two of you climbing the steps of Piazzale Michelangelo, where lovers for generations have shared a traditional kiss at sunrise among the rose garden and Michelangelo replica sculptures that are set against the hills of Tuscany. Afterward, your driver will transfer you directly to your terminal at the Roman airport. Each detail of this luxurious, 8-day trip is optimized so that every moment of your time in Italy is idyllic from your sunset cruise down the Arno River to the early morning view of the streets of Florence. On your adventure, you will see and taste the best that Rome and Florence have to offer, igniting a passion that will follow you for a lifetime.
Italy is a region unlike any other; learn more by seeing how our partner Italy trip operators can personalize the experience for you.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
Reviews of Zicasso's Referral Service
4.9 stars based on 5986 reviews.
Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!
Reviewed By Anita L.
The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.
Reviewed By Marci M.
Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.
In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.
Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.
We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!
Reviewed By Kent S.
Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!
Reviewed By Rajesh J.
Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!
Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.
Reviewed By Sally F.
My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.
Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.
Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.
Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.
What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.
Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.
As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.
Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.
The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.
This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.
Reviewed By tasmia S.