A Perfect Seven-Day Itinerary to Cinque Terre

Gothic Church of San Pietro on the Italian Riviera in Portovenere, Italy

What to expect on this itinerary

Raise your glass and make a toast to the unbridled beauty of the Italian Riviera at Cinque Terre. The five secluded towns are near legendary in their natural splendor and the perseveration of culture situated between the Maritime Alps and the Mediterranean Sea. Precipitous cliffs frame gorgeous pebbled beaches as strawberry patches and olive trees grow alongside beautiful historical trails. Medieval churches border cobblestone piazzas and castle ruins continue to overlook the water that protects the villages. Absorb the charm of the national parks and the local cuisine as you bask in the luxuries of the villas and the secluded beaches. Relish your time as you sip your wine with cheers to Cinque Terre.

Countries Visited

Italy

Places Visited

Monterosso, Vernazza, Riomaggiore, Corniglia, Manarola, Portovenere, Portofino, Portofino National Park, Palmaria, Tino, Tinetto

Suggested Duration

7 Days

Customizable Itinerary

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Day 1

Monterosso – Arrive at Pisa Airport and Enjoy Dinner in Monterosso

The five towns of Cinque Terre create a charming enclave where the Maritime Alps meet the Mediterranean Sea. The villages each encircle a ravine outlet with pastel-painted homes and narrow cobblestone streets free of cars and enchantingly preserved in their isolation. Your flight will land at Cristoforo Colombo Airport in Genoa, and your private transfer will meet you at baggage claim to escort you alongside the coastline that encompasses the Italian Riviera. Villages with medieval castles rise out of the plateaus that overlook the water as fishing towns border golden sand beaches.

Quiet trails crisscross the hilltops that lead you to private gardens and lush vineyards that rush over the terraces. Once in Monterosso, you will settle in at your luxurious hotel set on a promontory that overlooks the water. Verdant olive trees and grape vines grow along the hillside as the pebbled beach arches near the opposite promontory.  The cliff is adorned with an early 20th-century sculpture that depicts a giant holding the base of what was once a villa on its back. Umbrellas shade the beach, and circuitous cobblestone lanes lead to small boutique shops with elegant window displays.

The aroma of the seaside blends with the herbaceous scent of fresh pesto sauce that drifts out of the cellar-like restaurants set amidst the narrowing streets. The tunnel at the back of the city leads to the contemporary district of town that overtakes the valley and foothills of the encompassing mountains. The medieval stones of Torre Aurora once protected the town from pirate attacks in the 16th century and remains a fixture on a small plateau that overlooks the layered shades of blue that span the Mediterranean to the horizon.

What's Included:

Accommodation
Transfer
Day 2

Monterosso – Visit Riomaggiore and Discover the Charms of the Coastline

Day 3

Monterosso – Relish a Mediterranean Cruise to Portovenere for the Day

Day 4

Monterosso – Traverse the Trails that Connect the Towns of Cinque Terre

Day 5

Monterosso – Explore the Portofino National Park and Elegant Portofino

Day 6

Monterosso – Relax with the Day at Leisure and Afternoon Cooking Class

Day 7

Monterosso – Depart for Home

Trip Highlights

  • Relish a private dinner on a secluded cove nestled between the towns of Cinque Terre on the Italian Riviera with the lapping water of the Mediterranean Sea 
  • Follow the famous historical trails that crisscross the Italian Riviera and connect the five towns of Cinque Terre
  • Wander alongside the olive groves, citrus orchards, and wild strawberry trees inside Portofino National Park
  • Visit the quiet seaside village of Portovenere and the tranquil, over-looked trio of islands off the coast of the Riviera
  • Delight in a cooking class to learn the subtle and balanced flavors of the provincial cuisine, which includes pesto sauce and focaccia bread
  • Enjoy a private cruise along the Italian coastline to view the stunning landscape from a different perspective
  • Witness the Giant of Monterosso, a detailed statue of Neptune etched into the cliff that overlooks the water
  • Experience Cinque Terre as a local as you indulge in the cuisine and culture with local guides eager to introduce you to the mixture of luxury and daily life 

Detailed Description

Cinque Terre holds endless luxuries and countless adventures on Italy’s Ligurian coast. Whether in search of trails through beautiful scenery or in need of a beach holiday with access to glassy waters, the five towns of Cinque Terre provide the perfect blend of activity and luxury, tradition and contemporary lifestyle. Your vacation will begin with your arrival at Genoa’s international airport. Your private transfer will meet you at baggage claim to escort you down the Italian Riviera. Arrive in Monterosso, the largest of the five towns that make up Cinque Terre.

The remainder of the day is at your leisure to wander the cobblestone streets and charming shops beside the shimmering Mediterranean Sea. Take the scenic local train to Riomaggiore the next day to explore the historical village positioned on the seaside rocks. Wander along the Lovers Trail for great views of the coastline before you embark on a private evening cruise to a secluded bay for a sunset dinner accompanied by prosecco. The next day, you will travel the waters to Portovenere for a day of exploring the elegant seaside town.

You can also venture to the islands of Palmaria, Tino, and Tinetto before you turn to Monterosso. The following day, you will have a naturalist guide during your time on the trail between Monterosso and Vernazza, the neighboring town. Witness the grandeur of nature and the lush countryside. The remainder of the day is at your leisure to bask in the charm of Vernazza and the surrounding towns. Venture next to Portofino National Park to explore the trails that crisscross the wilderness as you find pistachio and strawberry trees alongside wild asparagus growing alongside the path.

Delight in the magnificent views before you settle in the luxurious town of Portofino, one of the most celebrated towns on the Italian Riviera. Relax the following day to explore the towns of Cinque Terre at your leisure before you enjoy a private cooking class with a chef eager to share the flavors and ingredients of proper Ligurian cuisine prepared with a Cinque Terre flair. To conclude, your private transfer will escort you to Genoa. If you have time, you can discover the remnants of the city’s decadent past as a maritime powerhouse before you reach the airport. You could always extend your time in Italy, venturing inland to Milan or visiting the gorgeous city of Venice. 

Starting Price

$3,200 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

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Italy Tour Review: Monterosso al Mare, 10 Nights

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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Italy Tour Review: Vatican, Colosseum, Roman Forum, Pompeii, Tuscany, Venice, Cheese-Making Experience, Cooking Class, 13 Nights

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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Austria, Switzerland, Italy Tour Review: Como, Salzburg, Swiss Alps, Scenery, Local Cuisine, History, Culture, 11-Night Trip

The trip was great and the coordination for trains, transfers to and from hotels, and the airport provided by Zicasso's trip planner was perfect. We enjoyed the variety of each city and the hotel locations were perfect for our needs. We also appreciated the private tours, with extraordinary local tour guides. It was a first-rate trip overall.

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Switzerland, Italy Solo Vacation Review: Zurich, Lucerne, Interlaken, Zermatt, Lake Como, Venice, Florence, Sorrento, Amalfi, Rome, Skydiving, Gondola Ride, Amalfi Coast Cruise, Scenery, Nature, Local Cuisine, 3 Weeks

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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Italy Vacation Review: Taormina, Cefalu, Palermo, Ortigia Island, Catania, Mount Etna, Cooking Class, Winery Visit, 9 Nights

I was connected with the travel company through Zicasso. What an amazing trip! Many thanks to our travel designer of the travel company!!!

Our travel designer and her expert team planned a trip to Sicily for my husband and I, my siblings, and my sister-in-law. We were six and everything about the trip was executed beautifully and with great attention to every detail.

We chose to go to Taormina, Cefalù, Palermo, and Ortigia Island, flying direct in and out of Catania. Our travel designer arranged all transfers by private van for the six of us and we never had to worry where or when we were going anywhere. She was able to make changes on the spot and accommodate our every wish.

Planning the trip was so easy, as she was available to chat with me on the weekends to answer questions and clarify details. She even made dinner reservations in every city. I cannot say enough about her willingness to be available and the choices she helped us make. From the terrific winery near Mount Etna to a drive up Etna, guided tours (we had an incredibly fabulous art historian showing us the churches of Palermo), a day at leisure on the beaches of Cefalù, and an amazing cooking class in Palermo, where we learned about and visited the markets, and made pasta and cannoli, every experience was better than the one before it.

We definitely recommend, with five stars, the travel company. Have them plan your trip to Italy! This was my first time back to Europe since 2004 and it was stellar!

I surely will use this company when I plan new trips to Italy, and Zicasso as well!

When we were trying to decide where to go, we chatted with travel partners in several European destinations. Zicasso chooses the best of the best and our experiences with each of them was exceptional!

We will be back to Zicasso when we travel to other destinations!!

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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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