Hiking Southern Italy Tour: Trails of the Bay of Naples & Sicily

Woman hiking on the Gran Crater on Vulcano, on of seven Aeolian Island in Sicily, Italy

What to expect on this itinerary

The trails of Southern Italy lead you through the unforgettable splendors of Roman ruins and volcanic peaks, coastal vistas, and tranquil villages. Overlook cliffs as the stunning rock formations rise out of the Mediterranean Sea. Climb to the top of Mount Vesuvius for a sweeping panorama of the Bay of Naples and then stroll along the ancient streets of Pompeii to witness lava as it sprouts from a conical peak like fireworks on a secluded island near Sicily. Your custom tailored tour lets you experience the history and beauty of Italy’s southern landscapes from the shores of Amalfi to the Sicilian Coast.

Countries Visited

Italy

Places Visited

Naples, Sorrento, Pompeii, Mount Vesuvius, Taormina, Stromboli, Vulcano, Amalfi, Positano, Ravello, Minori, Cetara, Vietri sul Mare, Conca dei Marini

Suggested Duration

10 Days

Customizable Itinerary

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Day 1

Naples – Arrive in the Bustling City of Naples to See the Captivating History

Naples is a bustling city filled with the scent of the sea as fresh pizza emanates from both the chic and traditional pizzerias found around town. Large parks open up to views of the harbor as fishing boats come and go in the marina as their sails flutter in the breeze. The palace atop Capodimonte looms over the city with royal garnishes as the ancient history, beautiful churches, opulent palaces, and marvelous castles will captivate any visitor to Italy.

Your flight will arrive at Naples International Airport, and your private transfer will greet you at the baggage claim. Settle into your hotel before you venture out for a leisurely tour of the city to uncover the unexpected elegance of sculptures, frescoes, and breathtaking panoramas. The waterfront contains the historical gateway to the Mediterranean Sea and connects the city to the world as it has for millennia as separate docks and basins give way to a series of piers and breakwaters.

You can see Mount Vesuvius as it rises along the edge of the bay in the distance. Locals linger in the cafes and sip espresso as the sun drifts behind the water on the horizon. In the evening, meet a local chef to learn the secrets of the renowned Neapolitan pizza, named for the city in which the dish was invented. Get your hands dirty and your taste buds ready for the savory treat of a stone-fire oven roasted pizza that you will make fresh with your own two hands.

What's Included:

Accommodation
Transfer
Tour
Dinner
Day 2

Naples – Venture to Capri to Explore the Island Trails and Scenery

Day 3

Amalfi – Enjoy a Guided Tour of Naples and Walk Amalfi’s Agerola Plateau

Day 4

Amalfi – Relish the Scenery and Culture when Trekking the Path of Gods

Day 5

Overnight Ferry – Hike Mount Vesuvius and Stroll the Streets of Ancient Pompeii

Day 6

Stromboli – Venture to the Craters of the Volcanic Island of Vulcano

Day 7

Stromboli – Visit San Vincenzo Town and Trek to Stromboli’s Fiery Summit

Day 8

Taormina – Follow the Trail from Castelmola to Taormina to View Mt. Etna

Day 9

Taormina – Full Day Tour Exploring the Craters and Lava Dunes of Mt. Etna

Day 10

Taormina – Depart for Home

Trip Highlights

  • Relish the unique opportunity to hike to the summit of an active volcano and watch the lava spill over the crater’s rim at dusk
  • Indulge in the joy of Neapolitan pizza during your private lesson on how to make the delicious dish
  • Discover the marvelous scenery of the Amalfi Coast while traveling the trails that connect the historic fishing villages
  • Delight in the zesty and refreshing flavor of Limoncello during a private instruction on how to make the traditional Southern Italian digestif
  • Follow the trail to the top of Mount Vesuvius for an unparalleled view of the Bay of Naples and the ancient city of Pompeii
  • Relax in the soothing mud pools and hot baths of Vulcano Island before having an up-close view of the steaming fumaroles of the La Fossa crater
  • Visit a ruined castle on the trail between a small mountain hamlet and the luxurious resort town overlooking the Sicilian coastline
  • Embrace the stellar flavors of the wine grown in the mineral rich soil at the base of Mount Etna
  • Trek rugged trails of Capri to discover the gorgeous untamed scenery of the island and the ruins of former imperial villas 

Detailed Description

Ascend the volcanic peaks and cliff-top plateaus of Southern Italy on your 10-day active tour of the natural topography and captivating history found from the Amalfi Coast to the streets of Taormina. Your adventure will begin with your arrival at the Naples International Airport as your private transfer will meet you at baggage claim and escort you into the heart of Naples. Stroll the historical streets for an introduction into the culture before you meet a private chef ready to teach you the methods and techniques to prepare a proper Neapolitan pizza. 

Next day,  your guide will meet you at the hotel and lead you to the harbor to board the ferry to Capri.  Enjoy the mixture of the untouched rugged landscape and opulent boutiques of the main town. Follow the trails that crisscross the island for incredible views of the shore, as well as the tallest mountain of Monte Solaro.  Continue your travel beneath the city to trek the Catacombs of Gennaro before a scenic drive around the Bay of Naples to the Amalfi Coast. After settling into your hotel, walk along the trails of the Agerola high plateau for your first view of the stunning scenery found along the famous Amalfi Coast. Trek along a portion of the “Path of the Gods,” that connect Amalfi to Positano and explore the lavish fishing village as you relish a private lesson on how to make the perfect Limoncello, a traditional Southern Italian digestif.

Wake up early for your trek to the top of the infamous Mount Vesuvius. Take in the panoramic views en route to your tour of the preserved streets of Pompeii. Venture to the harbor in the afternoon for a luxury ferry ride to the island of Stromboli located off the coast of Sicily. Discover the unique charms of Stromboli, from its black-pebbled beaches to the secluded villages that overlook the Mediterranean. In the afternoon, trek to the summit of the volcano to watch the lava spill over the conical peak. Move on with a morning ferry ride to the island of Vulcano to soak in the thermal and mud baths before you hike along the volcanic craters to view the smoldering fumaroles and relax in the shade of the island’s lush rural heart.

Travel next to the main island of Sicily to traverse the trail that leads from the small hilltop hamlet of Castelmola to the luxurious town of Taormina, which overlooks the sea. Enjoy a private tour of Taormina’s exceptional history. Move next to the top of Mount Etna to conquer the heights of Italy’s most active volcano. After you descend the mountain and its various craters, your guide will lead you to a vineyard on the foothills of Etna, where the mineral rich soil produces fine wines. To conclude, your private transfer will meet you at the hotel and escort you to the international airport at Catania for your flight home. 

Starting Price

$4,500 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 6219 reviews

Maria S.
Italy Trip Review: Ciociaria, 2-Week Trip

Our trip to Italy was absolutely amazing. Zicasso’s travel company provided exceptional service and attention to detail. We had never used a travel company for arrangements prior to this trip and we are so glad we did. It made the trip stress-free and truly over-the-top.

Our favorite time on the trip was at a location recommended by our travel agent in a very small area called Ciociaria. We loved this location and our resort in Ciociaria. The staff was incredible and we felt so relaxed.

I have been telling all my family and friends about the travel company’s services and that I will use them for future trips. I am so thankful to Zicasso for connecting me to an incredible experience with our travel company.

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Andrew A.
Italy Family Vacation Review: Rome, Florence, Mount Vesuvius, Wine Tasting, 10 Days

This was our first time using a travel agency for a trip like this and Zicasso’s travel company completely exceeded our expectations. Traveling internationally with pre-teen children can be stressful, but from the very beginning, this travel company removed every bit of that anxiety. Every detail was thoughtfully planned, clearly communicated, and flawlessly executed.

From airport transfers to hotels, tours, trains, guides, and daily logistics, everything worked seamlessly. We never once felt lost, rushed, or unsure of what was next. Instead of worrying about schedules or navigating a foreign country, we were able to fully focus on our family and enjoy the experience. That peace of mind alone was invaluable.

What really stood out was how well the trip was tailored to our family. The pacing was perfect, the experiences were engaging for adults and kids, and every guide we worked with was knowledgeable, friendly, and professional. It truly felt like a curated, high-quality experience rather than a generic itinerary.

We came home with incredible memories and zero travel stress, something I didn’t think was possible with kids that age. This travel company was phenomenal and we would absolutely use them again, and recommend them without hesitation to anyone considering international travel, especially families.

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Michael E.
Italy Vacation Review: Venice, Florence, Rome, Sorrento, Murano, Burano, Pisa, Vatican, Colosseum, Pompeii, Capri, Private Tours, Cooking Class, 10 Nights

I apologize for the delay in writing this review, but was very busy the last few months and wanted to dedicate the time it deserved. This review will address my wife and my trip to Italy from September 26, 2025, to October 6, 2025. Please feel free to share all or any portion of this review.

Trip Planning:

As a bucket-list event, I spent a great deal of time doing research, but would not have been able to put together the ideal vacation without the support of Zicasso and the travel company. Upon hearing my general interests, Zicasso provided two groups whom they thought would be able to plan and implement my trip. Both groups interviewed me and my wife about interests and price range, and then prepared an initial itinerary. Both groups would have done a fantastic job by their presentation, but it seemed I was slightly more in tune with the travel company and selected them. This proved to be a very wise choice, as the entire team at the travel company, particularly the travel specialists, were the absolute best and I would recommend their service without reservation. Fully responsive to my many questions before the trip, addressing all potential itinerary changes, and providing invaluable guidance throughout the entire process. Their response to inquiries while in the country was unbelievably prompt and thorough. At our request, the travel specialists made restaurant recommendations and reservations that were spot-on. I can’t say enough good things about these ladies.

Transportation and travel between locations:

Although not involved in the flights, the travel specialists provided great guidance concerning flights, trip insurance, and other logistics.

One key point that I fully expressed was that I did not want to flounder at the various transportation points and did not want to lug luggage in foreign areas on the way to and from lodging. The team took this to heart and provided me with either an escort or driver to and from every terminal. Everyone providing this task was friendly and provided information that made the travel much easier. Particularly valuable were our escorts, who adeptly negotiated our entrance and exit from Venice, and provided great insights into this historic city.

Venice:

Our hotel in Venice seemed to be right in the middle of everything, which allowed us to explore, and we have never had so much fun getting lost. At night, we opened our windows and fell off to sleep listening to nearby music; it was idyllic. The staff was professional and friendly. Breakfast was the best of all the hotels we stayed at in Italy.

The first full day in Venice, the travel company leveraged “skip the line” so we could make the very most of our time and is essential to any planning. Both guides were great and really good company. One guide’s knowledge of the Doge Palace really brought it to life for us. Another guide had a real insider’s view of Burano, as this was her family’s island. As private tours, we could go at our own pace, which we really liked. Probably the least enjoyable tour was the glass factory in Murano. We got the impression most of the tour beyond the initial exhibition was an attempt to sell their products. My wife succumbed and purchased a pair of earrings that broke the first time she wore them. Really disappointing, and I would advise you to spend more time in Burano.

Florence:

As with all the trains, the travel was very comfortable and we enjoyed watching the scenery. Our lodging in Florence was right on the Santa Maria square, superb for people watching. The staff was fine, nothing more. The hotel was near the world’s oldest pharmacy, famous as the world's oldest perfumery. Although there is a line to enter, it goes quickly and is historical, to say nothing of buying a scent more than 400 years old. I strongly recommend you go.

While knowledgeable, our tour guide for the Accademia and Uffizi Galleries was a little too technical for us, leaving us with the feeling that we were taking an art history class.

Dinner was based on the travel specialist's recommendation and it was delicious. A strong recommendation.

Day trip to Pisa:

The travel arrangements were perfect. The purpose of the trip was to take the obligatory picture holding up the tower—hokey, but we loved it.

The private cooking class with our instructor was a lot of fun. The view of the city from her window at sunset was beautiful. My wife and our instructor fell into a real rhythm cooking, and she was kind enough not to scoff at my ham-handed attempts. Her directions were simple enough for me to follow, theoretically. She followed up her lesson with an email containing detailed recipes. We have purchased all necessary utensils and are planning a pasta-making party soon. This was a fun change of pace.

Rome:

Our bed-and-breakfast in Rome was our least favorite lodging. Entry into the building was confusing and, as a B&B, the desk was not manned all the time, which made it difficult to secure a taxi early in the morning (we had to walk to a nearby hotel) or get assistance after 8pm or before 6am. When we came in, we attempted to coordinate laundry service with the person working the front desk, followed his instructions, but when we returned the next day, our dirty clothes were still where we were told to leave them. The initial response from the on-duty staff, who I believe was the owner, was that the individual was no longer an employee. Ultimately, the hotel comped and completed our laundry, which was nice. We would have preferred different lodging.

Our first afternoon, we took a four-hour golf cart tour, which was our favorite tour of the entire trip. Adding an extra hour to the traditional length and having only my wife and me allowed us to do everything we wanted to do. Our driver took us everywhere. He would drop us at the top of the Spanish Steps and meet us at the bottom, and would conveniently bring us closest to all other locations. I can’t believe how much we did in four hours. Our driver brought all these iconic sites to life with his marvelous insight and provided a great insider view of these monuments. This is a must-do for all first-time visitors to Rome. The only thing we were not able to do, due to no fault of our driver, was the Aventine Keyhole. When we got there in the afternoon, the line was 45 minutes and not a wise use of our time. If this is a strong interest, he recommends going early in the morning.

The travel specialists arranged tickets for the Papal general audience on Wednesday. Rising at sunrise was worth it to get the seats as close as we were able to secure. Most online sites suggest getting there an hour and a half before the start time, but I think that is much too late. I recommend you get there three to four hours ahead to get the best seats. The best seats are on the end near where the Pope drives by, ideally near an infant, and His Holiness will stop to personally bless these children. Facing the stage, the right side filled up quicker than the left side, so go directly to the left side of the audience. Being so close to the first American-born Pope was a memory I will never forget. His Holiness blesses all items in the audience's possession, so load up on rosary beads; they will make great Baptism and Communion gifts.

The afternoon was our first group tour at the Vatican Museums. It might be that we were spoiled with the previous private tours, but linking up with the group was chaotic and the quality of the tour was contingent on those in our group. Fortunately, all our groups were good, considerate, and friendly people. The main value was skipping the line for entrance. As with the Doge Palace, our guide was a little too academic and didn't really manage time well, potentially a victim of being in a group, but I would have rather spent more time in the Sistine Chapel and the Basilica. Taxis were extremely hard to get back to the hotel and I would arrange a ride if I were to do it again.

The Thursday tour of the Colosseum and Forum was also a group tour, but led by a guide who brought this ancient land to life. An archaeologist by trade, our guide seemed to know everything and also took a great picture.

The end of a very long but enjoyable day was another group tour of the catacombs and Santa Maria Maggiore. While the catacombs were the main attraction, the after-hours and behind-the-scenes access to Santa Maria Maggiore was an unexpected gem. Going through a second Holy Door, viewing the magnificent nighttime skyline from the roof, seeing the location of a relic from the baby Jesus’ manger, and being struck by the modesty of Bernini’s and Pope Francis’s tombs were all highlights. Unfortunately, taxis were again hard to come by.

Sorrento:

We took a train from Rome to Naples. While there was a national strike, it did not prove more than an inconvenience, no worse than New York City on a regular day. Our driver from Naples told us this simply provided us with a genuine Italian experience. I wish I could remember this driver’s name because he was the best of a very good group of drivers during this trip. En route to Sorrento, we stopped for a tour and meal at a winery and a private skip-the-line tour of Pompeii. We were so impressed with the quality of the winery that we made a large purchase of wines and olive oils that, thankfully, included free shipping.

During our drive to Sorrento, our driver took us through his hometown, which we really enjoyed. Going through the town, he pointed out the birthplace of Bruce Springsteen’s mother. Little did he know, we were from New Jersey and are HUGE Springsteen fans.

Our hotel in Sorrento was a nice place, close to the center of town. I would have preferred a hotel with a view of the coast.

On Saturday, we took a private tour up the coast. This was the most comfortable car I have ever ridden in, with heated and cooled seats, and a convenient icebox. The driver made clear he was at our disposal. The scenery was marvelous and it was a thrill to dip our toes in the Med. Our driver hooked us up with a restaurant on a cliff overlooking the water—beautiful and scrumptious.

Our last day was supposed to be the Gozzo tour of Capri, but was canceled due to weather. We refunded the canceled boat tour, but ate the driver and ferry fees. In hindsight, knowing this day was largely contingent on weather, I would have liked to have a contingency plan and would advise the travel company to plan this in the future.

Based on how smoothly things went, we will be contacting Zicasso to arrange a trip to Iceland and Ireland next fall, and hope they can refer a team as talented as this travel company.

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Susan F.
Italy Anniversary Trip Review: Rome, Orvieto, Siena, Montepulciano, Chianti, Florence, Bologna, Venice, Wine Tasting, Food Tour, 2 Weeks

Thank you to Zicasso’s travel specialist and her amazing staff. The itinerary was fabulous. It was filled with food, wine, and highlights of the most important tourist places. Her guidance throughout the year-plus planning was the right amount of checking in and waiting. Thank you for the nudges to have reservations for all the holiday days. Things seemed to be pretty open overall, but it was nice not to worry.

All the restaurants set up for us were wonderful. The app was terrific to keep track of what we were doing when. All the drivers were very friendly, professional, and punctual.

Thank you for making our 35th wedding anniversary trip (December 22 2024 to January 6 2025) a most memorable one. We hope to return to Italy to enjoy the southern area and maybe some of the beaches and islands.

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Mary J.
Italy Tour Review: 11 Nights

We had an excellent itinerary and we really liked the accommodations provided, and their locations within walking distance of our must-see sites.

Excellent tour guides, drivers, and transportation were provided!

The Zicasso travel expert's recommended restaurants were also great and the guidelines were helpful!

My husband and I saw and enjoyed what we needed to see and experience!

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Tracy S.
Italy Trip Review: Bike Tour, 5 Nights

It was a great experience! Every activity was fun and interesting. The guides and drivers were wonderful. You made our trip so easy.

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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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