Charm of Cinque Terre & Artistry of Florence Tour

Aerial view of villa in Portofino, Italy

What to expect on this itinerary

Step out of your hotel and into a painting of Italy, set in picturesque Cinque Terre and artistic Florence. The Mediterranean breeze will blow against your cheeks as you cruise on a yacht past the coastline and images of the Renaissance will spring to life in the form of palaces and beautiful Cathedral domes. Craft homemade pasta with your hands and sample locally made wines beside a natural harbor with water lapping at the rocks. Your custom tailored tour will paint your perfect Italian experience to encompass the preserved fishing villages of Liguria and the radiant artistry of Tuscany.

Countries Visited

Italy

Places Visited

Monterosso, Vernazza, Corniglia, Manarola, Riomaggiore, Pisa, Lucca, Florence, Fiesole, Portofino

Suggested Duration

9 Days

Customizable Itinerary

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Day 1

Monterosso – Arrive in the Beautiful Coastal Province of Cinque Terre

The villages of Cinque Terre cling to the steep cliffs of the Ligurian coastline that overlook the Mediterranean Sea. The turquoise water splashes against the rocks and the pastel colored homes stand out against the layered rocks. Your flight will land at Galileo Galilei Airport in Pisa, and your private transfer will meet you at baggage claim. You will enjoy the ride along the scenic, winding road and past olive groves and lemon trees that open up to the seaside. The car will stop at the edge of Monterosso, the most northern of the Cinque Terre villages and the largest of the five villages.

A promenade lines the breadth of the pebbled beach as colorful umbrellas cast shade over the lounging beachgoers. The water splashes lazily at the shoreline as lush vines stretch across the terraced hillsides that border the town. The antiquity emanates from the pastel painted houses that line the cobblestone streets of Old Town as the aroma of freshly baked focaccia bread drifts from the bakeries and blends into the briny scent of the Mediterranean. A tunnel connects the maze-like lanes of the older district to the streets of the newer district, in which the homes stand out from the trees and ascend the hills. The Aurora Tower stand on a promontory at the edge of the beach guarding the coastline as it has since the 16th-century.

What's Included:

Accommodation
Transfer
Day 2

Monterosso – Traverse the Stunning Villages of Cinque Terre on the Trails

Day 3

Monterosso – Wander the Vines and Wines of Vernazza with a Guided Tour

Day 4

Monterosso – Travel along the Italian Riviera on a Private Yacht Tour

Day 5

Monterosso – Relax in the Remarkable Scenery with a Day at Leisure

Day 6

Florence – Enjoy the Charm and History of Tuscan Towns en route to Florence

Day 7

Florence – Explore Opulent Artwork in Florence and Enjoy a Cooking Class

Day 8

Florence – Meet Local Artisans and Continue Discovering the Museums

Day 9

Florence – Depart for Home

Trip Highlights

  • Stroll along the walkways of terraced vineyards and orchards before sampling small dishes and the sensational local wines of Cinque Terre
  • Enjoy a scenic hike along the historical paths that connect the five villages of Cinque Terre through the forests, orchards, and alongside the coastal cliffs
  • Bask in the luxuries of a private yacht as you cruise down the Italian Riviera and the Gulf of Poets, stopping at the traditional fishing villages along the way
  • Indulge in the unforgettable flavors of Tuscan cuisine during your private cooking class located in a countryside town overlooking Florence
  • Listen to the Gregorian chants of monks in a secluded church on the outskirts of Florence
  • Witness the technical skills and elaborate works of artisan craftspeople creating in the neighborhood of Oltrarno
  • See the unforgettable wonders of the Renaissance in the celebrated museums of the Uffizi Gallery and Galleria dell’Accademia
  • Discover nature’s beauty along the Ligurian coast by traversing the various trails of Portofino National Park

Detailed Description

From the elegant art galleries that exhibit the priceless works of Tuscan masters to the charming medieval streets that lead to pebbled beaches on the Mediterranean Sea, your 9-day tour will embody the splendor of Cinque Terre and Florence. You cultural immersion will include the scenery, the history, and engaging excursions that celebrate it all. Whether an amateur artist or avid hiker, active fisher or avid sunbather, the cliff-top villages will enchant you and the history of Florence will delight you. Your exploration will begin with your arrival at Galileo Galilei Airport in Pisa. Your private transfer will escort you to the town of Monterosso, the most northern town of Cinque Terre. A representative from your hotel will collect your bags and lead you to your luxurious room that overlooks the Mediterranean Sea.

The next day, you will step onto the trails that connect the five towns of Cinque Terre. The trails crisscross the coastline and mountaintops and take you past the olive groves, forests, and wildflowers in view of the seaside cliffs. Venture to Vernazza the next day to meet your guide at the train station. Stroll along the terraced vineyards and orchards to learn about the history of the agriculture in the province, and then continue to a small winery at the edge of Vernazza’s natural harbor to sample small dishes and the local wines crafted in the Cinque Terre hills. The following day, you will board a private yacht at the Monterosso harbor to sail the Mediterranean. Stop at hidden coves and grottoes en route to traditional villages that have stood the tests of time before returning to Monterosso in the evening.

The next day is at your leisure to enjoy the pleasures of Cinque Terre at your preferred pace. Bask in the sunlight on the beach of Monterosso or linger in a piazza that overlooks the water in Manarola. You could also visit the Portofino National Park to travel the trails of the protected area. The following day your private transfer will meet you at the edge of Monterosso and escort you into Tuscany. Visit the towns of Lucca and Pisa, along with the smaller villages hidden in the countryside before you reach Florence. Stop at the church of San Miniato on the edge of the city to hear the Gregorian chants and relish the panoramic view of Florence as the city glows in the twilight.

Continue the next day as you will have a half-day guided tour of Florence and the Uffizi Gallery. In the evening, you will meet with a private chef in Fiesole, a countryside town that overlooks the city, to fix an elaborate meal guided by your instructor. Move next to continue your exploration of Florence’s artistic history with a visit to the artisan workshops in the neighborhood of the Oltrarno, and then enjoy the galleries at the Galleria dell’Accademia to view Michelangelo’s David. Conclude as your private transfer will meet you at your hotel and escort you to Florence’s international airport for your flight home.

Starting Price

$4,100 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

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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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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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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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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

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