Falling in Love in Italy Tour: Seaside Resorts, Charming Florence and Tuscan Villas

What to expect on this itinerary
Experience incredible romance in a refined ambiance during your personalized Italian tour for lovers. Whether on your honeymoon or just ready to embrace a passionate getaway, you will bask in beautiful food, the comforts of traditional opulence, and the charm of Italy’s natural beauty. Share in the delights of the views over the Tyrrhenian Sea, and then discover the wonders of Renaissance art before appreciating the grandeur of Imperial architecture. Whether strolling in a manicured garden or standing in front of a priceless painting, luxuriating in an antique villa, or watching an artisan crafter create, unforgettable passion will accentuate your romance during your Italy tour. For other itineraries and inspiration, click here.
Customizable Itinerary
Ravello – Arrive in Naples and Transfer to the Sensational Amalfi Coast
The Amalfi Coast captures the imagination of visitors from around the world with crystal clear turquoise waters and pristine hidden beaches. Orchards and olive groves grow along the steep terraces as colorful homes overtake the mountain slopes that overlook the Tyrrhenian Sea along the Gulf of Salerno. The scent of oranges and lemons blend with the semi-sweet aroma that is carried in the sea breeze. Historical cathedrals rise over cobblestone lanes as shimmering ceramic tiles decorate the facades of antique homes and shops. Your flight will land at Naples International Airport where your private transfer greets you upon arrival.
Venture around the picturesque Bay of Naples in view of the dramatic peak of Mount Vesuvius. Your scenic drive will reveal the first images of the enchanting Amalfi Coast, and a feeling of romance and seclusion will sweep over you. Settle into the luxury of your exclusive accommodation in Ravello, located at nearly 2,000 feet above sea level. The town is nestled into the mountain ridges and offers an unforgettable panorama of the coastline and the 25-mile long road that connects Positano in the west to Vietri Sul Mare in the east. The former 11th-century palace offers a sense of privacy with comfort as the gardens overlook the precipice. You can enjoy the romantic ambiance found amongst the aroma of jasmine with blossoming roses, framing wisteria, and thriving cypress trees.
What's Included:
Ravello – Delight in a Full Day Exploring the Towns along the Amalfi Coast
Ravello – Discover Cultural History and Natural Beauty on the Isle of Capri
Florence – Transfer to Gorgeous Florence for a Tour of the Renaissance City
Florence – Indulge in Legendary Charm and Romance with a Full Day Tour
Tuscany – Wander in Siena and San Gimignano en route to your Villa Hotel
Tuscany – Enjoy a Wine Tour and Visit Enchanting Tuscan Towns
Rome – Travel to Rome for a Romantic Classical and Baroque Exploration
Rome – Experience the Vatican Museum, Borghese Villa, and City Food Tour
Rome – Depart for Home
Trip Highlights
- Embrace the pleasures of a fairytale setting while exploring the hilltop towns and sensational flavors of Tuscany, leading to Pienza and Montalcino
- Discover the romance of the seaside along the Amalfi Coast for amazing sunsets and captivating culture accentuated by the turquoise waters
- Linger in the splendor of the Villa Borghese on a private tour of Rome’s fascinating works crafted by famous master artists
- Enjoy the panoramic views of Florence after private tours of the art galleries and palaces across the Renaissance city to share in the unique experience
- Relish the private views of the Isle of Capri while on the Mount Solaro chairlift that leads to the Faraglioni rock formations
- Stroll through the classical and Baroque works of Rome for a romantic evening filled with gorgeous fountains and hidden piazzas
- Share a sampling of wines during a private tasting in the heart of romantic Tuscany
Detailed Description
Italy will fascinate you both with captivating tales of passionate couples found throughout the ages on your 10-day tour of Italy that will focus on the pleasures of falling in love. Your romantic escapade will begin with your arrival at Naples International Airport, and your private transfer will greet you at customs and escort you around the Bay of Naples to reach the charming town of Ravello, located on the Amalfi Coast. Relax in the enchanting ambiance of your luxurious hotel or enjoy a romantic stroll on and around the winding cliff-top lanes.
Wake the next morning, and your private driver will be ready to lead you along the narrow stretch of road to travel the Amalfi Coast to visit the enchanting towns found between Positano and Vietri Sul Mare. Enjoy the colorful homes, the secluded beaches, and the decorative ceramic tiles that abound, and then the next day, take the ferry to Capri for a day on the isle that enraptured Roman emperors with its beauty. Wander the towns and relish the panoramic views at your leisure before returning to Ravello. Your private transfer will greet you at your hotel the next day to escort you north to Florence, in Tuscany. After taking a moment to relax in your luxurious hotel, your guide will lead you on a fascinating tour of the neighborhoods, churches, and outdoor artwork that decorate the Renaissance city.
Enjoy an immersive tour the next day with a visit to the Uffizi Gallery and Accademia to view the masterpieces created by the likes of Botticelli, da Vinci, and Michelangelo. At sunset, you can bask in the magnificent view from Piazza Michelangelo and then wake the next day to venture into the heart of Tuscany to traverse the cobbled lanes of Siena and San Gimignano. Discover the art of the cathedral and the remarkable towers that add a historical skyline to the hilltops before reaching your gorgeous villa that overlooks the countryside. The next day, you will have a romantic wine tour through the Tuscan hills before visiting the enchanting town of Pienza. Continue to the small town of Montalcino to enjoy the delectable wine bars and serene setting as you look over the beautiful vineyards.
Travel to Rome by way of a private transfer the next day to blend the classical ruins of the Imperial city with the Baroque artistry that decorates the piazzas. The private tour will connect the aristocratic architecture of the Colosseum and Palatine Hill to the elegance of Piazza Navona. The next day, you will bask in the creations of master artists once more as you explore the galleries in the Vatican Museum and the sensational Borghese Villa. You can also stroll through the magnificent garden as it offers a touch of the countryside to the heart of Rome. Conclude as your private transfer will escort you to Rome’s Fiumicino Airport for your flight home. You may also want to consider extending your trip with ideas from an Italy tour review from other travelers.
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 1360 reviews
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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We loved everything about our trip to Tuscany. We had great, comfortable hotels as bases to explore the beautiful countryside and towns. Our hotels had kind, welcoming staff. Zicasso's travel company provided helpful suggestions and reserved non-touristy restaurants and enjoyable, interesting activities: eating in Florence, wine tasting in Montalcino, and cheese making in Pienza.
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Zicasso’s tour operator planned the most amazing trip to Italy for us! My requirements were culture, romance, and relaxation. She delivered on every aspect. Although we missed our tour of the Vatican due to the Pope's funeral, my husband and I actually attended his funeral!! Our hotel, though planned many months before, was next to the basilica where Pope Francis was laid to rest. Talk about being a part of history!
We stayed in a beautiful converted villa to boutique hotel in Florence; got whisked away through the Tuscan countryside in a vintage Fiat 500; took cooking classes; sipped lovely wine, accompanied by excellent lunches on our winery tours; soaked in Italy's rich culture and museum scene; and even ticked the relaxation box by spending time by the pool, in the spa, and resting on our large deck overlooking the Amalfi coastline.
Every tour guide was extremely knowledgeable and personable, and it was evident they loved their jobs. Between memories of the boat ride along the Amalfi Coast, tips from the cooking classes I have already started using at home, and the cases of wine we are eagerly awaiting delivery of, my husband and I will forever hold Italy in our hearts and la dolce vita it provided us.
Talk with our tour operator; you will be glad you did!
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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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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!
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Our trip to Venice, Florence, Tuscany, Lake Como, and Milan was exceptionally well planned and executed by Zicasso's tour operator.
The transportation from one location to another was efficient, even when challenged by the high tides in Venice. Overall, the hotels selected were very good. The one in Montalcino was exceptional. Every guide was knowledgeable and professional. We appreciated their willingness to be flexible. Our driver for the ride to Como and back to Milan was personable and exceptional as well.
We really enjoyed the truffle hunting experience, the first wine tasting in Montepulciano, where we met the entire charming family, the cooking class in Bellagio with a chef who treated us like family, and the boat rides on Lake Como and to the islands in the lagoon of Venice. All of the dinner reservations were spot-on and when there was a slight misunderstanding regarding our wine tasting in Bellagio, where the staff at the hotel in Bellagio had no idea what had been arranged by our agency, this was quickly resolved by our guide through texts and emails with the agency.
The only aspect of the trip that could have been improved was day eight, when our activities, travel time, and late dinner reservation resulted in a late-night drive back to the villa. The hotel in Milan was difficult to find at first due to its location not being visible from the street. Once we found it and settled in, it was in an excellent location for our sightseeing. The gifts of sparkling wine at two of our stops was thoughtful and appreciated.
We thank our agent and the staff at the agency for a wonderful trip and would not hesitate to recommend the firm to our friends and family.
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