Splendors of the Italian Coastline: Elba Island & Cinque Terre Tour

What to expect on this itinerary
Enjoy the splendor of the Italian coastline, from the majestic Riviera to the wonder of the island of Elba during your custom tailored tour that offers you the luxury of the Mediterranean. Crystalline waters lap at the pebbled beaches shaded by bright umbrellas. The scent of fresh grilled prawns blends with the sea breeze as fortresses cling to the cliffs, resolute in their protection the shorelines. From Roman roots to the Grandeur of the Genoese Republic, you will discover the pleasures of the Mediterranean through the villages, culture, and the gorgeous scenery.
Customizable Itinerary
Levanto – Arrive at Pisa Airport and Transfer to Stunning Seaside Levanto
Pisa was once a maritime power that fought for power along Italy’s Mediterranean seaboard. Most famous for its Leaning Tower, the city of Pisa thrived under the spoils of its naval supremacy as it built structures rich in religious affiliation and artistic interpretation. Your flight will land at Galileo Galilei International Airport in Pisa, and you will meet your private transfer and embark on the brief journey from the airport to the charming seaside town of Levanto, located at the north end of the Italian Riviera.
Before leaving Pisa, you will have an introductory tour of the city which will highlight the grandeur of its past and the beauty of its architecture, including the Piazza dei Miracoli and beyond. The Leaning Tower of Pisa rises to a height of 186 feet, with its crown reaching the top of the Cathedral of Santa Maria Assunta. The Cathedral was erected in the 11th-century but consecrated 50 years after the foundation was laid. Marble rows of pillars layer the façade and create a motif that encircles the structure. Frescoes decorate the interior, along with an oval dome that allows for light to spill into the nave.
After your time exploring the city, your private transfer will escort you to Levanto, the first town north of Cinque Terre, separated from the five towns by the coastal mountains. The Mediterranean Sea shines indigo against the beaches of the town, and the waves splash against the boulders of the mountains that move out from the coastline. Surfers catch waves up to 12 feet tall in the distance, and you will reach your gorgeous villa-style accommodation that offers a view of pastel colored homes and the shimmering waters of the coastline.
What's Included:
Levanto – Explore the Trails and Historical Churches of Cinque Terre
Levanto – Relax on the Shores and in the Culture of Cinque Terre
Levanto – Visit Abbey San Fruttuoso and the Luxuries of the Gulf of Poets
Portoferraio – Fly from Pisa to the Island of Elba at Portoferraio
Portoferraio – Indulge in a Food and Wine Tour of Elba Island
Portoferraio – Relax in the Towns and the Beaches of Elba at your Leisure
Portoferraio – Depart for Home
Trip Highlights
- Visit the secluded shores of the hidden Abbey San Fruttuoso to both bask in the sun and view the stunning historical architecture
- Wander along the trails that connect the five towns of Cinque Terre to indulge in the sensational views and the charming provincial churches
- Explore the pure culture of the small fishing villages and narrow cobbled streets of towns along the Gulf of Poets
- Indulge in the flavors of Cinque Terre with a private cooking class based on the distinctive culinary traditions of the Italian coastline
- Witness the exceptional architecture of the Republic of Pisa with an introductory tour, including climbing to the top of the Leaning Tower of Pisa
- Enjoy the unique properties of the wines produced on the historical and gorgeous island of Elba during a private wine and food tour
- Visit the opulent villa in which Napoleon lived during his exile on Elba
- Discover the breathtaking castles, fortresses, mountains, and villages during your time on Elba
- Relish the sunlight and warm sandy beaches set against the refreshing waters of the Mediterranean Sea
Detailed Description
The Italian coastline captivates visitors and locals alike with the combination of pristine shoreline, dramatic mountains, and beautiful waters. Your 8-day tour along the Mediterranean shores will take you to the Italian Riviera and Elba Island to weave history, countryside, and cuisine into an impressive embodiment of Italian culture. Your luxurious adventure will begin with your arrival at Galileo Galilei Airport in Pisa. Your private transfer will meet you at baggage claim and lead you on an excursion through Pisa’s history to introduce you to the charm of a city often overshadowed by the fame of the iconic Leaning Tower. You will continue to the seaside town of Levanto where you find the gorgeous villa-style hotel awaiting your arrival.
The next day, you will take the quick train ride from Levanto to Monterosso al Mare, one of the five towns of Cinque Terre. Various trails connect the five towns, including a pathway leading to the churches and sanctuaries constructed along the hillside. Visit the historical structures and the charming towns as you make your way across the trail. Relax the next day as you enjoy the beachside culture of Cinque Terre and the Italian Riviera, and then venture north of Levanto to the small towns known for their focaccia or bask in the sun on the narrow stretch of shoreline at Riomaggiore. In the afternoon, you will meet your private cooking instructor for a lesson in the cuisine of Monterosso.
Move on the next day with a private boat ride to the Abbey of San Fruttuoso, located on a secluded beach reachable only by sea or walking trail. After you visit the Abbey, you will make your way to the town of Tellaro, and see the villages on the Gulf of Poets that lead to Portofino. The next day, your private transfer will escort you to the airport in Pisa for your flight to the island of Elba in the town of Portoferraio. Take your time to acquaint yourself with the rich history, the vibrant culture, and the seaside charms of the islands largest city before you visit a villa that once belonged to Napoleon Bonaparte.
The grandeur of the island is yours to explore the next day with a wine and food tour. Appreciate the past as you taste the evolution of the island’s cuisine and sample the unique properties of the wines produced by the local vineyards. The next day, you will discover the enchanting villages found along the shores and inland at your preferred pace. Wander around the shops of Porto Azzurro and linger as you travel through Rio Marina to reach the camouflaged Pisan stronghold of Volterraio Castle. Conclude as your private transfer will meet you at your hotel lobby and take you to Elba’s island 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 2492 reviews
I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.
See more
The trip of a lifetime–thanks to Zicasso's travel company!
We recently had the absolute best travel experience of our lives, and it’s all thanks to the incredible team at this travel company. Words can hardly capture how grateful we are for the magic they created for our trip to Greece.
We were headed to a friend’s wedding on Paros and trying to plan the logistics ourselves quickly became overwhelming; figuring out how to get there, what to do, and where to stay felt impossible. That’s when my husband found this company and, from the very first interaction, we knew we were in good hands. They took the time to really get to know us, what we enjoy, our travel style, our budget, and how hands-on we wanted them to be.
After a few thoughtful conversations and a video call, they crafted multiple itinerary options tailored exactly to our preferences. In the end, we landed on a perfect blend of history, fun, and relaxation. They even helped us work everything around the wedding, ensuring we didn’t miss a thing.
We started our journey in Athens, landing early in the morning and diving straight into the day. Then came one of the highlights of the trip—meeting our travel agent in person. She met us with the warmest welcome, walked us through our itinerary, personally showed us around the city, and gave amazing recommendations for food and shopping. Her kindness, energy, and passion for hospitality were contagious.
But what truly set this company apart was their level of care and communication. Throughout our entire trip, they were just a WhatsApp message away. They proactively checked in before every activity, sent us all the necessary contacts for transport and tours, and made sure we felt supported every step of the way. Every place we stayed at was breathtaking. From Athens to Paros, Milos, and Naxos, each hotel was more stunning than the last. Immaculate rooms, beachfront views, and hosts that treated us like family. The breakfasts were absolutely mouthwatering and gave us the perfect start to each adventure-filled day.
Beyond the wedding festivities, our itinerary included food tours, temple visits, an unforgettable catamaran tour, and a dreamy sunset cruise. Every single moment felt like a dream. The islands are incredibly safe, perfect for solo travelers or a girls’ getaway, and the views? Just… wow!
And the food! I cannot emphasize this enough: the food was out of this world. Every meal was a delight—fresh, flavorful, authentic, and somehow we left feeling better than when we arrived (even after eating three generous meals a day, with snacks in between!). Pure magic.
I’m already counting the seconds until we can go back. This trip exceeded every expectation we had and gave us memories we’ll treasure forever.
To top off this unforgettable trip, we decided to spend a few days in Rome—and the travel company helped with that too! It was the perfect ending to our adventure. We explored the Vatican, the Colosseum, the Roman Forum, and the Pantheon. Every site was awe-inspiring and the city’s energy was just electric. Rome was the cherry on top of a journey we will never forget.
To the entire team—thank you from the bottom of our hearts for the most unforgettable adventure of our lives. We wouldn’t dream of traveling to Greece again without you.
See more
My husband and I had utilized the services of Zicasso for prior journeys to Italy, Southeast Asia, and Australia/New Zealand. For our recent trip to Matera and Puglia, I requested an agency located in Italy that specializes in travel to Italy. We selected a company that was on a magazine’s A-list of travel advisors.
Our travel consultant listened to and respected my requests for certain activities (private food, historical and boat tours, wine tastings, cheese making) and types of accommodations (properties that offered a shaded area to relax and read). She also emailed answers to my numerous detail-oriented questions (the curse of having personally worked as a tour guide). She sent a lovely gift to our first hotel and called halfway through our vacation to check in with us. Communication via text with WhatsApp was convenient and used frequently. Most importantly, when we had a problem with one of our accommodations, she followed up (even after our trip had ended) and graciously offered some compensation.
See more
Italy’s beauty is legendary—its rolling landscapes, vibrant culture, incredible cuisine, and deep history are truly one of a kind. But what made our trip truly extraordinary was the care, creativity, and attention to detail that the Zicasso travel company team brought to every part of our journey.
Our 12-day family adventure—with three teenagers!—was the perfect balance of guided exploration, fun hands-on experiences, and thoughtfully chosen hidden gems. Every stop offered something special for each of us, which is no small feat when traveling with a group of different interests.
While we’re fairly seasoned travelers, having the added support of your concierge service via WhatsApp was a game-changer. Any small questions or needs were handled quickly, warmly, and with a level of professionalism that gave us total peace of mind.
And the hotels—just wow. Every property was not only comfortable and welcoming, but also perfectly located, making it easy for us to explore and enjoy each destination to the fullest.
A heartfelt thank you to the entire travel company team for creating such a seamless and memorable experience. We can’t wait to plan our next adventure with you.
Grazie mille and arrivederci for now!
See more
Zicasso's travel experts made this trip effortless for us! They were responsive to my many questions and created a memorable trip for my daughter and me that included all of our favorite things, addressed any concerns I had, and stayed within our budget. Every detail was planned and communicated flawlessly. My daughter and I only had to pack our bags and enjoy every minute of this trip of a lifetime. I highly recommend Zicasso and their travel company!
See more
We just got back from an amazing two-week vacation with our children and our eight-year-old granddaughter. The travel specialists at Zicasso's tour company were incredibly knowledgeable, responsive, and professional. They took all of my ideas and managed to incorporate them seamlessly into our itinerary. I had quite a few requests and even made some last-minute changes, which they accommodated without any hesitation. One specialist, in particular, was exceptionally kind and helpful!
The organization of the trip was smooth and effortless. The transportation, drivers, and guides were all top-notch! We traveled in clean and well-maintained Mercedes vans, with well-dressed and personable drivers. The local guides were not only knowledgeable, but also spoke English clearly, sharing fascinating insights that allowed us to dive deeper into the history and culture. The hotels we stayed at ranged from good to very good. If I were to plan this again, I might choose a different location in Rome; the area was a bit congested and the hotel could use some upgrades, but it was conveniently situated.
The wine tastings were enjoyable and dinner at the vineyard was truly magical! Our standout activities were the cooking classes in Florence and Rome. The chefs were professional and imparted a lot of knowledge, giving us valuable skills to take home.
The highlight of our trip was definitely the private boat charter in Capri! We had a perfect day on a brand-new yacht, with an experienced captain and crew who took us to hidden caves away from the crowds, allowing us to swim in stunning locations. It was an absolutely fantastic trip!
See more





