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...
Customizable Itinerary
Day 1
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:
Day 2
Levanto – Explore the Trails and Historical Churches of Cinque Terre
Day 3
Levanto – Relax on the Shores and in the Culture of Cinque Terre
Day 4
Levanto – Visit Abbey San Fruttuoso and the Luxuries of the Gulf of Poets
Day 5
Portoferraio – Fly from Pisa to the Island of Elba at Portoferraio
Day 6
Portoferraio – Indulge in a Food and Wine Tour of Elba Island
Day 7
Portoferraio – Relax in the Towns and the Beaches of Elba at your Leisure
Day 8
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.
Reviews of Zicasso's Referral Service
4.9 stars based on 5986 reviews.
Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!
Reviewed By Anita L.
The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.
Reviewed By Marci M.
Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.
In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.
Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.
We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!
Reviewed By Kent S.
Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!
Reviewed By Rajesh J.
Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!
Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.
Reviewed By Sally F.
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.
Reviewed By tasmia S.