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

The town and port of Portoferraio on Elba Island, Italy

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.

Countries Visited

Italy

Places Visited

Pisa, Levanto, Monterosso, Portoferraio

Suggested Duration

8 Days

Customizable Itinerary

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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:

Accommodation
Transfer
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)

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

Based on 861 reviews

Italy Vacation: Cinque Terre, Positano, Amalfi Coast, Tuscany, Italian Cooking Class, Tuscan Wine Tour

It was great, had an excellent time in Tuscany with the cooking class and the wineries/tastings. Cinque Terre was beautiful, we decided to hike from Levanto to Monterosso one day.... the hike was good, and the views were stunning. Positano and the Amalfi coast was spectacular, lots of stunning views and great memories. Great food,wine and people....everything went perfect.

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Luxury Italy Family Vacation Review: Rome, Venice, Pisa, Assisi, Florence Biking, Amalfi Coast Boat Tour, Monte Cassino

                Planning a trip overseas with young children can be overwhelming when you don’t know all of the customs, the area, or how to get your little one safely from one place to the next. For those reasons, we considered a group tour of Italy for our first trip, but they just seemed to all be designed in the same cookie cutter fashion and without the kind of flexibility we hoped to enjoy. Thankfully we found our way to our agent with this Italy travel company who put together a custom itinerary that truly enabled us to experience several parts of this beautiful country—Venice, Florence, Rome, and The Amalfi Coast. From the individualized planning, the well-coordinated transportation, the lovely accommodations, knowledgeable guides, unique experiences, and especially the little details such as a local cell phone pre-loaded with all of the numbers and documents we would need during our trip, she went above and beyond in designing a trip that was unforgettable in all of the right ways. For these reasons and those discussed below, I enthusiastically recommend this company to anyone planning an Italian vacation.

                From the start, we worked with several travel agents at different companies, trying to design an itinerary that fit our needs, interests, and budget. Our agent was the only one that seemed to truly listen to us and select not only hotels and transportation that would accommodate a toddler, but also experiences that would include her and were unique to our interests, even including a trip to my family’s hometown that was far off of the beaten path. She also offered us advice on best ways to get around with children in each city, provided a list of restaurants that would welcome our daughter, and, when I unexpectedly learned I was expecting another child, she offered to let everyone involved with our trip know of any special needs or food aversions I might have. While the individualized service and transportation would seem to come with a hefty price tag, the cost was actually the same as the hokey bus tours and very competitive with all of the other offers from travel agents we received, making the choice of this company a no brainer.

                And the transportation alone was well worth the price. Everything was so beautifully choreographed: for instance, we walked out of our hotel in Venice and boarded a water taxi, which took us to a Mercedes van with child seat installed that was waiting for us, which took us to the train station where we boarded and took our first class seats.  All of our transportation ran this smoothly, and we know there is no way we could have seen everything we did see had we tried to navigate Italy on our own. We always rode in luxury vehicles. Some were even equipped with DVD players for our little one. The drivers were excellent. Each English speaking driver was waiting for us at the airport or train station with a sign, handled all of our luggage, and acted as our first guides to each city as well. Additionally none of them pushed for any of the tips they definitely earned.

                The hotels also exceeded our expectations. All of the accommodations were well-located, four star properties, and were the same hotels our agent included in her original price quote. When we were planning our trip, people kept telling us of the small quarters you’re forced to stay in in Italy and other European cities, but we did not find this to prove true in the hotels our agent chose for us. Every room had at least a queen size bed and a full size bed for our toddler, a sitting area, as well as a decent sized bathroom—one even had two bathrooms, another even had a bathtub, which is quite rare in Italy. Each hotel offered an exceptional free breakfast with a mixture of hot and cold entre choices and fresh local produce. Plus every hotel offered something different. In Venice we stayed at a boutique hotel with a long history that was in an area all of the locals agreed had the best restaurants and cafes. It had a lovely courtyard with a pool. In Florence we stayed in a sleek, modern hotel that featured a rooftop pool and bar with stunning views of the city. In Rome we stayed at a modern boutique hotel that greeted our child with a t-shirt, coloring book, and candies. And finally in Positano we stayed in a hotel that had terraces overlooking the bay and city, a pool that looked out to the water and mountains, and an excellent restaurant.  The hotel staff at each place was quite friendly, and I doubt we could have selected better places on our own.

                All of our local guides had specialized knowledge that made them an excellent fit for the service they provided. In Rome we visited the ancient sites with a sculptor who spent his childhood at the ruins with his father, a famous archeologist involved in the digs and study of the ruins.  In Venice we got to know the city by spending the day walking and boating with a woman who spent nearly her entire life there, who gave us excellent recommendations for restaurants and things to do, and knew almost each person we passed. Similarly in Pisa, we were introduced to the city by a woman who lived there and whose husband operated a local winery. They were all so knowledgeable and friendly, and having them to ourselves for much of the day was invaluable, as we were able to ask questions and visit some places not accessible to large groups.

                Once we were introduced to the city, our agent also planned unique experiences to help us experience the place. We toured Venice by water. We biked our way through the narrow streets and beautiful countryside of Florence. We toured a winery and had a private six course lunch with wine pairings. We let our toddler run through an amazing Sculpture Park in Chianti.  We shopped, cooked, and dined with a chef in Rome. We sampled foods at specialized eateries in a neighborhood that pre-dates the Coliseum. We visited the abbey at Monte Cassino, rebuilt after being destroyed during WWII. And we travelled the entire Amalfi Coast by boat, visiting the Emerald Grotto, the Blue Grotto, swimming in caves, and enjoying Positano, Amalfi, and Capri. In two weeks we saw, experienced, and tasted so much that we will continue to relive this trip for a lifetime.

                In all ways, as I hope is clear, this trip was exceptional because of our agent's hard work and the work of all at our travel company. This showed not only in the ways already described, but also in all of the small details. We were greeted upon arrival with a welcome package and were given a phone that had all of our tickets, our itinerary, and everyone’s phone number loaded onto it. Our agent checked in with us periodically while we were there and made it clear that we could call at any time if we had questions, concerns, or if something was not up to par. When our boat tour was late, for instance, she called to change our dinner reservations. And she even educated us about some Italian customs before we arrived.

                A trip like this one is a financial investment for many of us, and I know from experience that putting your trust and your hard-earned money into the hands of someone you only communicate with via email or phone is scary. But believe me, if you choose this company, you will not be making a poor decision. There is literally nothing more I could have asked for, no other way this trip could have been more spectacular, and no better way I could have spent every one of my pennies. Thank you to our agent for making us the envy of all of our Facebook friends, for truly making this an awesome family vacation, and for making one of my ultimate dreams come true.

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Italy Tour Review: Bologna, Parma, Modena, Balsamic Vinegar Factory, Wine Tasting, Cuisine, Cooking Class, 2 Weeks
"We set out to experience culture and food, and Zicasso’s travel agency did not disappoint."

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Review: Luxury Italy Family Vacation, Rome, Venice, Florence, Tuscany, Chianti, Verona, Milan

My husband and I, along with our 2 children (age 20 and 17), enjoyed a wonderful Italian vacation booked through Zicasso and this travel agency.  Our travel consultants listened to my ideas and arranged for us a fantastic custom itinerary.   They stayed within the budget allotted, offered choices for beautiful hotels and private tours, and made several revisions as per our request.  We departed from New York on our 25th anniversary, and spent 10 days traveling the country within the month of November.  This off-season time proved to be a great decision as reservations were easy to obtain, crowds were minimal (mostly all locals), and the weather was conducive for walking and sightseeing (average 60 degrees F).  Transportation and the personal drivers were top notch; with Mercedes SUVs or minivans to take my family from Milan-Chianti-Florence-Verona-Venice and then the high speed train down to Rome.  Accommodations arranged for us were phenomenal!  We stayed in a 12th century castle in Chianti, in the heart of the city center in Florence, and near the Spanish Steps in Rome.  The personal tour guides were friendly and knowledgable, and were happy to recommend eateries preferred by locals.  All in all, everything was flawless. We plan to return some day to see the Amalfi coast, Positano and Capri.  We would absolutely recommend these travel consultants, and the travel company team to anyone who is looking for a personalized Italian vacation.

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Luxury Italy Group Tour Review: Rome, Tuscany, Chianti, Montepulciano, Montalcino, Siena, Florence, Pisa, Lucca, San Gimignano

THE BEST VACATION EVER!!!!

I must admit that I was somewhat uncomfortable arranging a group tour to Italy with someone I communicated with only via the Internet and telephone.  However, after my first communication with our agent -- I knew that she “had it.”  She understood exactly what we wanted to do.  She was right-on in both concept and execution.

Our ten-day adventure in Italy began with a private transfer with an English speaking local driver from the Rome airport to our fantastic 3 star boutique hotel located right in the historical center of Rome.  During our three days in Rome, we had fantastic private tours of Ancient Rome, the Coliseum, and the Vatican Museums.  Extremely knowledgeable, English-speaking guides led all of our tours.  Sense of Italy had arranged for VIP, skip the line, priority entrance for all tours -- saving us from long waits in long lines.

After our busy 3 days in Rome, we departed via private van transfer from our hotel in Rome to the Chianti Region of Tuscany.  The transfer included stops on the Val D’ Orcia to visit the amazing Villages of Montalcino and Montepulciano.  The “light lunch” and wine tasting we enjoyed in Montalcino was one of the highlights of our trip.  In Tuscany we stayed 7 Nights in a beautiful, historic villa located on one of the best wine estates of Chianti (Villa Le Corti near San Casciano) where we were met with a fantastic welcome dinner. During our time in Tuscany we were transported by private van from our villa to private tours of Siena, San Gimignano, Florence, Pisa and Lucca.  On each of our stops we were met by knowledgeable English speaking guides that clearly were proud of the history of their country, and were anxious to share it.  Interspersed in all of this activity were numerous exceptional meals with opportunities to taste (and drink) very fine Italian wines.

When we finally were forced to leave Italy, our agent arranged for private transport accommodating our varying departure times from the Florence airport and train station.

Thanks to this travel company and our agent for designing the perfect vacation for our group.  The only complaint that I heard was that we ate too much — wow was all the food delicious.  I really don’t know how she did it.  All of the tours were great — the van drivers friendly and helpful, the guides knowledgeable, and the sites spectacular.  Our stay in the villa was a great experience.  We were treated royally everywhere.  We all marveled at our agent's ability to get us, the vans, the guides, the food and wine, etc. all at the right place at the right time.  She is a genius!!!!

Jeff E

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Italy Review, Tuscany & Umbria Vacation, Chianti, Perugia, Montefalco, Bevagne, Wine Tour
I am sorry to report this but as a customer of Zicasso I feel you should know when a travel agency does not live up to your standards. Both Mike, myself and our friends have used your referral company and have had great results. There were just too many things about this trip that were a huge disappointment.Train tickets issued to Mike & I were for two different train cars! Why would a premiere travel agent who knows we have never traveled this way put myself and my husband on a train in two completely different train cars! Thankfully the ticket handler was gracious enough to let us sit together. As a premiere travel agency we definitely should have been asked to if we would like to have premiere economy and definitely should have had tickets where we sat together.Location of Villas: While the Villa in Chianti and the hotel in Perugia were both wonderful places but very isolated. The places we were scheduled to travel to were all located a long ways away. We spent so much time in our van driving it was cause for a lot of stress. For example poor time management on scheduling: Florence - travel distance fine, tour guide great, no time at all to shop as driver was waiting to take us back. Pienza - a 2+ hour drive when we arrived the driver said he would need to take us to next stop in 20 minutes! That is not relaxing. We were then late to our lunch at the farm which they were not pleased but were very accommodating for us. Thank goodness she was such a doll. On to Montalcino but no, we had no time to visit this village because we had to be at a winery for a tour. Then a 2+ hour drive home only to have our other driver waiting to take us to dinner. Stress. Castello di Ami yet another long and windy road trip to go to two wineries. Which were nice but feel there were probably some closer that would have satisfied. Cortona was fun yet another long day in the van. The hotel in Perugia seemed so relaxing but we never had time to spend there. Next day another 1.5+ hr. drive to a winery and 2 villages one Montefalco was fun to walk around, when we arrived at the village of Bevagne it was literally a ghost town no shops were open nothing. This might have been due to August holiday but the Travel agent should be aware of these things. It was a waste of time. Restaurants suggested: a Chianti restaurant was cute and nice to have when you are tired from traveling. The Tuscany restaurant was lovely, 25 minute drive just fine and we had a great meal. The other restaurants in this area that were suggested were too far away 45 min.+ after being in a car all day - again travel agent should be cognizant of this itinerary. We found a fun castle 5 min. drive away and had a great meal. After traveling all day to get to our hotel in Perugia we were not up for traveling yet again to a restaurant but there was nothing close by and this restaurant was to be on Lake Trasimeno so we decided to go. It was awful no view of the lake the wait staff forgot our order and food was sub par. ugh The next night we ate pizza at the resort! Transportation: We were to have English speaking drivers every day. We had 2 the rest of them spoke very little English in fact the last one driver spoke no English we had him for 2 days. Luckily he was so sweet that he downloaded a translate app and I sat in the front seat so we could "talk" to him. 

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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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