Trekking the Italian Riviera Tour: Treasured Trails of Cinque Terre

What to expect on this itinerary
Redefine your ideas of comfort and luxury on the trails of the Italian Riviera as you relax in the natural landscape of the meandering cliffs and the stunning Mediterranean Sea. Your custom tailored tour will lead you along the ancient paths that connect medieval villages, secluded monasteries, and lush seaside towns. The scents of lemon trees and basil plants blend into the sea breeze as antique towers that have protected the coastline from pirates and maritime powers for centuries stand tall. Fishing boats return to the lively harbors with nets that burst with fresh fish. Indulge in the sun-soaked villages and the endless discovery of Ligurian splendor, from wine to frescoes, seafood to panoramic views.
Customizable Itinerary
Florence – Arrive in Florence
Florence stands at the heart of Tuscany and fills the famous region with the luster of its Renaissance influence lining the Arno River. As your flight descends into the Florence airport, you will see the cypress trees and vineyards that rise along the rolling hills of the countryside. Your private transfer will meet you at the baggage claim and lead you along the cobblestones of Florence’s city center. The massive dome of the Florence Cathedral soars above the palaces and historical buildings of the city. Your guide will meet you in the hotel lobby to show you the wonders of Florence on an introductory walking tour to highlight the city’s open-air museum characteristics.
The Cathedral of Santa Maria del Fiore, Giotto’s Campanile, and the Baptistery rise from the heart of the Piazza del Duomo. The inlaid marble shines pink, white, and green in the passing sunlight. The Museo dell’Opera del Duomo hides in an antique palace that borders the square behind the Cathedral’s main entrance. The Cathedral is often considered the symbol of Florence, from its incredible dome designed by Brunelleschi to the sheer magnitude of the church, which reaches a length of nearly 500 feet long. The interior contains hints of frankincense that linger from mass earlier in the day.
The 44 stained glass windows from the 14th and 15th-century continue to glow with sharp hues that bring a rainbow of light into the nave. Lorenzo Ghiberti, who designed the bronze panels of the baptistery doors, also created the stunning Biblical depictions in the three rose windows. Your elaborate introductory tour of the city ends at the Church of San Miniato that overlooks the Tuscan countryside and Florence. The aroma of lush cypress trees overtakes the air outside of the entrance. You walked up the hill that bordered the city, which provides access to Piazza Michelangelo. Inside the church, the local monks still chant nightly, as they have since the church’s inception in the 11th-century.
What's Included:
Santa Margherita – Introductory Hike
Santa Margherita – Trek to San Fruttuoso
Monterosso – Visit Levanto and Medieval Towns
Monterosso – The Cinque Terre Trails
Portovenere – From Riomaggiore to Portovenere
Florence – A Scenic Cruise
Florence – Depart for Home
Trip Highlights
- Experience the incredible Mediterranean coastline of Liguria as you trek along the ancient trails that connect secluded villages and towns
- Listen to monks perform traditional Gregorian chants while you absorb the panorama of the Florence skyline
- Discover the secluded San Fruttuoso Monastery only reachable by boat or walking trail
- Indulge in the luxuries of the medieval city of Portovenere and the beauty of the Gulf of Poets
- Sip wine on a private vineyard near Corniglia with a fantastic view of the Ligurian Coast
- Discover the vines and olive orchards that circle the ancient town of Volastra
- Indulge in the fresh flavors of Ligurian cuisine, from the seafood to the pesto
- Climb the watchtowers of the various towns of Cinque Terre erected to protect the coastline from pirates
- Visit elegant villas and graceful gardens that offer ample views of the mountains and sea
- Capture the fascinating aromas of the history of perfume at the Officina Profumo Farmaceutica di Santa Maria Novella
Detailed Description
Combine the pleasures of the Italian villages with the wonders of the Italian scenery during your active exploration of the Italian Riviera. Your 8-day scenic tour provides you with unparalleled views of the dramatic Ligurian coastline, filled with medieval fortresses and moored yachts. Follow unique trails that connect tranquil churches and flourishing vineyards. Each village contains a distinctive charm with its own cuisine based on the regional style. When your flight lands at the Florence airport, your private transfer will escort you into the heart of the Renaissance city. After settling in, your guide will lead you on an introductory walking tour to take in the open-air museum for which the Florentine streets are known. End your tour at the church of San Miniato to hear the monks’ Gregorian chant.
Venture next into the region of Liguria at the town of Santa Margherita. Enjoy the aroma of orange blossoms on the promenade before your brief hike to the nearby Portofino. Next day, trek along the cliffs of the Italian Riviera to reach the sheltered San Fruttuoso Abbey before you return to the town of Portofino. Enter next into the famed hamlet of Cinque Terre and leave the quiet, but luxurious, Levanto and cross over the prominent hills into Monterosso. Relish the marvelous vistas along the way as you eventually reach the picturesque region of Vernazza.
Next, you will follow the trails from Vernazza to Manarola. Pass through the middle of the Five Towns, known as Corniglia. Enjoy a visit to a local winery where vines overtake the hillside near the ancient town of Volastra. Once in Manarola, board the return train to Monterosso for the evening. Venture next to Riomaggiore, the southernmost town of Cinque Terre, by morning train and begin your outing for the day. The trail winds along pine and chestnut forests to reach the Gulf of Poets at the town of Portovenere, where you will indulge in the luxurious charms of the medieval city.
Continue to take the ferry to La Spezia to meet your private transfer. The remainder of the day is at your leisure to explore the splendor of Tuscany as you please, whether with a visit to the quintessential towns of Pisa and Lucca or by returning to Florence to relish more of the Renaissance influence on the culture. You could also visit the Officina Profumo Farmaceutica di Santa Maria Novella, the first perfumery in the world. To conclude, your private transfer will escort you to the Florence airport for your flight home.
Starting Price
$3,600 per person (excluding international flights)
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 1106 reviews
We loved the hotels you selected. The drivers were prompt and the guides were good. We especially loved our guide in Florence. Monterosso al Mare was beautiful.
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We had a fantastic experience for a first-time trip to Italy. I wasn't sure how this would be, considering I learned about Zicasso while trying to plan the trip myself. Zicasso put me in touch with a travel specialist and the whole team was incredibly responsive to my many, many questions. If they were ever annoyed, it didn’t show.
I really wanted a smooth experience for my family of five, including three teens, one of whom has Celiac. Our agent was great in helping plan out the experience we wanted. As you may know, it is challenging to find rooms for five in Europe, but the travel company found apartments (usually two bedrooms with a pull-out couch) in the heart of town. You can really customize what you do, but we elected to plan our own meals and handle some of our own transport. We did have one issue where the van driver taking us to the train failed to show. I got one with Uber and the travel company quickly (I mean before we got home quickly!) refunded that amount.
Our contact in Italy was amazing and patient. I can’t give her enough credit. Any time I was unsure of something, she was there. The tours were great, especially Florence and Rome. You may be able to find the companies online, but ours seems to have the connections to get the best guides.
As for meals, we didn’t have any issues. We used an app and got a few recommendations from the travel company and local guides. Even our wine-tasting tour out in Tuscany was accommodating.
I would use our travel company and Zicasso again. I think the only downside is we tried to cram a lot in and it was hot. I probably should have asked for one to two fewer or shorter walking tours, especially on days we switched cities. Otherwise, it was excellent.
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Zicasso's travel agency far exceeded our expectations. We had our five-year-old and 11-year-old children with us, so the tour guides and walking needed to be kid-friendly.
Our hotel in Rome was wonderful, the location was perfect, and they had good A/C and a breakfast buffet. There were plenty of great restaurants within easy walking distance, as well as the Vatican.
Our tour guide for the Colosseum and Roman Forum was great. Pompeii was amazing. Our tour guide was basically a celebrity down there and knew exactly how to take us around the ruins without ever waiting.
Tuscany was our favorite by far. We did a cheese-making experience and lunch that was super-cool. The kids got to play with the farm animals and the owners were so attentive and interesting. We did a cooking class with a chef that was the kids' favorite thing on the entire trip. I would make a point to book this experience; the kids still talk about it and wear the aprons around the house. The resort in Tuscany was nice. We had our own private pool, plus the resort pool, and could easily walk to a small local town with some great food.
Venice was good, but probably our least favorite on the trip. You have to walk a ton, which was difficult for the kids, but it's still worth experiencing.
We travel a bunch and I would highly recommend using Zicasso's travel partner.
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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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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.
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Zicasso's travel company planned the most amazing trip to Venice, Verona, Florence, Tuscany, Siena, and Rome for our family of five. It was the best trip I've ever taken, and having all the details covered by them and plans and tickets sent to us via WhatsApp allowed us to really live in the moment and not have to think about what was next. I loved every second. I cannot wait to plan another trip to Italy to experience the southern half of the country.
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