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 718 reviews
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.
See more
Zicasso’s travel specialist and her team crafted a wonderful 10-day trip to Tuscany, Cinque Terre, and Florence for my husband's 60th birthday. All the hotels were beautiful boutique hotels that we probably would not have found if we were planning it ourselves. The same was true with the experiences they booked for us. They have the local connections and can provide experiences you may not easily find by searching the internet.
We loved that our wine tastings were at smaller local wineries. All our guides were very friendly and very knowledgeable. All our drivers were always on time. They took care of reserving our train tickets, as well as dinner reservations. We felt very well taken care of throughout the entire trip.
See more
Most of the arrangements were fine, but as we've used Zicasso several times in the past, I was disappointed that the day trip on June 2nd to Spoleto and Perugia was on a national holiday. Nothing was open, and so we spent a lot of money, drove a long way just to have lunch in Spoleto. We spent 30 minutes in Perugia and did not use anywhere near the 9 hours we were paying for.
Also on Sunday, May 31st, the trip to Cinque Terre was not good planning. I told you when we started our discussions that I walked with a cane. The distance to and from the train stations in each of the cities was quite extensive so we only ended up in 3 towns. Again, we did not use anywhere near the 10 hours allotted for the tour.
In summary, I rely on your expertise of the area to guide us as to what to expect in the different destinations. We could have switched the days for Spoleto and Perugia, to avoid the holiday and could have tailored the Cinque Terre in other ways. I thought we were paying for a private excursion so I wouldn't have to do so much walking.
Again, my husband and I felt that the 2 days of private tours were money not well spent.
The transfers in all locations were excellent and the travel agent was delightful (although she did not give us the name and phone number of our drivers the day before, as was stated on our itinerary from the travel specialist).
All in all, we had a wonderful trip to Italy but feel some more personalized attention should have been paid to our specific needs, as this was a costly trip for 7 days.
See more
The trip was awesome. The accommodations were very nice. We just did not realize how much walking we would do, but we managed. There were a few hiccups, but nothing major.
Our transport from the airport to the hotel in Venice went smoothly. We definitely appreciated the private transfer after seeing the crowd on the public transportation. My sister was a little disappointed that the gondolier did not sing to us in Italian, but she thought the ride was very relaxing. The tour guide for St. Mark's was very knowledgeable and informative. Venice was a lovely and unique city. We were surprised by the narrow walkways/streets and canals; but came to appreciate them. It gave Venice its charm. The transport from the hotel to the train station was right on time and the guy at the train station was great. He explained exactly what we needed to do to catch the train to our next destinations. We really appreciated his help.
The transport from the train station to the car rental agency was okay. The driver spoke little English and the A/C did not work in the vehicle. The driver did try everything to work the A/C and did apologize that it was not working. The driver dropped us off at the wrong spot at the rental car place. He dropped us off where you turn in the cars. We had to walk to where you rent the cars with our luggage. The car-rental line was extremely long and somewhat confusing. There were no instructions to take a number. We only knew because a nice couple informed us to do so. And there were so many other car-rental places with no lines.
We explored Cinque Terre, Pisa, and Florence during our time in Impruneta. We really enjoyed the cooking class and winery tour you scheduled for us; our guide was a great teacher. Driving in Florence was a little confusing with the ZTLs, but I think we did okay. Little did we know how much we would appreciate the ZTLs while walking around in Florence. We walked and shopped in Florence. We even did a tour at the Accademia Gallery to see the statue of David.
Returning the vehicle was way easier than renting it and our next transport picked us up right where we were dropped off. We felt very comfortable navigating the train station for our train ride to Rome, thanks to the train station lesson we received from the guy in Venice. The train rides went very smoothly. The transport from the station in Rome to our hotel went very well. He literally dropped us off right in front of the hotel.
Rome was different. It had the narrow, quaint streets between buildings which made Rome very walkable. However, we did not expect cars/motorcycles to be driving down these narrow streets as well. It made for interesting walks. We really enjoyed our tours with our guide. She was very knowledgeable and informative. She also allowed us to go at our own pace. Needless to say, our pace became slower than usual from all the walking we already did in Venice and Florence. Our feet were starting to hurt, even though we wore comfortable shoes the whole time. We also enjoyed the Vatican Necropolis. I was extremely humbled that I was able to kneel and pray before the actual remains of St. Peter. I am very grateful we were allowed to get into that tour. Although Rome was different, it was very historical and a lot to take in. There was just so much history everywhere you turned. Rome was really inspiring.
Our transport from the hotel back to the airport was on time and went very well. The driver spoke very good English and gave us some additional interesting facts while on our way to the airport. We were ready to go home, but also sad to be leaving.
Thank you for putting the details of the trip together. The trip would not have been as great as it was without you.
See more
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.
See more
This travel company was incredibly difficult to work with, and I would not recommend them. The travel agent seemed very annoyed when we asked basic questions about our itinerary. For example, the itinerary he sent us did not have the correct number of rooms booked for our party. When I asked him about it, he rudely told me, "Of course I have booked the right rooms". Later, we found out he was working off the wrong itinerary - our final invoice was based on this wrong itinerary and had a much higher amount than we actually owed. When we pointed that out, he went from being annoyed to flat out rude.
We also identified many gaps in transportation and logistics, with the travel agent continuing to be rude when we asked for clarification or support in fixing the gaps. For example, he had us driving a rental car to the Bologna airport at around 3 AM from rural Italy to make an 8 AM flight. We would be driving right through Florence on the way to Bologna. When I asked why we didn't simply take a later flight out of Florence, I was told there were no options to do this. A simple Google search identified several flights out of Florence at a more reasonable time.
We finally had Zicasso step in, and they were incredibly helpful in cleaning up our itinerary. Unfortunately, we still experienced several logistical issues during our trip despite Zicasso's support. For example, we were dropped off by drivers at train stations and were then on our own to figure out how to get to our hotels - all required lengthy walks up hills to access, and my 81-year old father was not able to do that. So we had to find our own transportation or have my dad attempt to walk (not good at all). As another example, my father really wanted to see the Matterhorn. The travel agent said it was an easy "day trip" from our hotel to the Matterhorn. It turned out to be a 3.5 hour drive each way. The driver left us at a train station below Zermatt (town below the mountain) to figure out on our own how to navigate the city of Zermatt. We had no guidance from the travel agency on how to best see the Matterhorn, and Zermatt was another town with steep hills that my dad had to walk through (with a cane) as we tried to figure out how to best see the mountain. Due to the length of the drive to Zermatt from our hotel, we had less than two hours in Zermatt because the travel company had booked us on a 6:15 AM train the next morning to leave Switzerland. It was a wasted day instead of being the wonderful experience my father had hoped for.
The best part of the trip was the hotels, and the travel company gets credit for selecting hotels with wonderful views and great breakfast options. They were not easily accessible from the local towns, so we had to figure out taxis and shuttles to get to nearby sites.
Most of the time, we were left on our own to find our way around. But we did have a guided tour in Florence and a knowledgeable driver that took us to a winery in Tuscany. Both of these guides were amazing, and it would have been nice to have more guided support throughout this trip (especially in Zermatt).
See more





