Two-Week Highlights of Southern Italy Tour

What to expect on this itinerary
Southern Italy offers a genuine contrast to the icy elegance of the North as this is a land that has no time for the inauthentic. This luxurious, 14-day tour of the Bay of Naples, the Amalfi Coast, and Sicily’s capital is handcrafted to reveal what is unique about the South while offering all the sights, sounds, and flavors that have made Italy one of the most sought after destinations in Europe. From the heights of Mount Vesuvius to the depths of the Grotta Azzurra, this adventure will ensure that there is nothing to distract you from the rich heritage and cultural legacy that are waiting for you.
Customizable Itinerary
Naples – A Neapolitan Welcome
Italy is a land that is steeped in history and tradition, and nowhere is this more evident than in the sunbaked cities of Southern Italy. Hugging the West Coast of the Italian peninsula, Naples has had a front-row seat for the dramatic history that this region has seen as the centuries have passed. Today, Naples represents the third largest metropolitan area in Italy with significant urban sprawl, surrounding the original structures of the city. Situated on the Northern end of the Gulf of Naples, its strategic position has made it a sought after city for merchants, traders, and generals before international travelers discovered its host of culinary treasures. Your private transfer will meet you at Naples International Airport and escort you to your luxurious hotel, which will be located close enough to the port for you to experience the charms of the city but just far enough away to avoid the noise and bustle of incoming cruise ships and freighters.
After you have had a chance to settle into your conveniently located accommodation, you will be met by your helpful guide who will provide you with an introductory tour of Naples, beginning at the church of San Domenico Maggiore. The spirit of Southern Italy will quickly express itself to you through the casual conversation of locals who rarely fail to pause and exchange a few words with their neighbors no matter how busy they are. Carved out of the surrounding neighborhoods, the Piazza del Plebiscito offers some relief from the jumble of narrow alleys and stunning views of the Royal Palace of Naples. As you acquaint yourself with this charming corner of Italy, the history and architectural splendor that surrounds you will leave no doubt in your mind as to why the city center has been a UNESCO World Heritage Site since 1995.
What's Included:
Naples – Dig Into History at the Museo Archeologico Nazionale
Naples – Witness Nature’s Power on a Day Trip to Ruins of Pompeii
Naples – Stroll the Old City Center of Naples
Sorrento – Stretch Your Legs on the Slopes of Mt. Vesuvius
Sorrento – Practice the Passeggiata in Sorrento’s Center
Capri – Marvel at the Mediterranean Splendor of Capri
Capri – Enjoy a Boat Tour of the Grotta Azzurra
Amalfi – Dive Into the Coastal Brilliance of the Sorrentine Peninsula
Amalfi – Brave the Waves on a Boat Excursion of Amalfi Coast
Amalfi – Meander the Hiking Trails Surrounding Amalfi
Palermo – Immerse Yourself in the Dramatic History of Palermo
Palermo – Visit the Palatine Chapel and Norman Museum
Palermo – A Sicilian Send-Off
Trip Highlights
- Unearth hidden treasures from Italy’s colorful past in a visit to the Italian National Museum of Archeology
- Wander the crisscrossing alleys and streets of Naples’ Centro Storico and sample some of the classic Italian cuisine that can be found here
- Observe the tragic remains of Italy’s volcanic past in a visit to the ancient ruins of Pompeii and the well-preserved relics of the past
- Experience the pristine views of the Bay of Naples and the Sorrentine Peninsula from the slopes of the imposing Mt. Vesuvius
- Witness the proud maritime tradition of Sorrento and enjoy an evening stroll, or passeggiata, through the neighborhoods to witness the impressive works of local artisans
- Discover your sea legs on a ride to the island of Capri and marvel at the stunning seascape that can be found on a tour of the Grotta Azzurra
- Immerse yourself in an exploration of the rugged mountains and precipitous drops of the Amalfi coastline.
- Delight in Sicily’s proud history and vibrant culture through a visit to the Palatine Chapel and the Museum of Norman History
Detailed Description
Italy has long been a destination location for travelers hoping to experience the best of Europe. Contrasting the verdant beauty of the North, the rugged, Southern landscapes and sea fairing communities offer much to the traveler who is hoping to catch a glimpse of the Mediterranean past while enjoying the comfort of modern amenities. As August has long been the vacationing month for locals, early Spring and Fall remain the best times to visit these destinations because you can combine the promise of summer warmth with the absence of crowds. Southern Italy has long seduced visitors from all walks of life from queens and emperors to pilgrims and traveling artists.
Whether the culinary charm of Naples to the rural beauty of the Amalfi Coast, there is something for everyone on this 14-day tour of Southern Italy, and you should leave plenty of space on your camera to capture the countless moments that you will undoubtedly encounter. The first leg of your journey will introduce you to the Bay of Naples and the surrounding cultural and geologic history that has been the subject of books, songs, and film for generations. A side jaunt up the slopes of Mt. Vesuvius will then offer a panorama of one of the must-see destinations on this tour.
The second leg of your adventure comprises of visits to the island of Capri and the Amalfi Coast, which is where the rugged mountains plunge into the waters of the Mediterranean and the local villages offer quaint and quality samples of local ingredients and dishes. Boats and cars will be your primary modes of travel, and you will always be steered by the most experienced hands. A trip to Sicily will almost seem like another country as the extravagance of Capri is replaced by the rustic charm of Palermo, which is a city that claims to have been the most conquered of any in Europe.
Consider learning more about our travelers’ best Italy vacation activities by reading their Italy travel reviews.
Starting Price
$6,300 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.
Verified Traveler Reviews
Based on 818 reviews
We had an amazing 2 weeks in Italy, from Rome, to Bari, Positano, Sorrento, and Naples. The planning and execution of our trip through Zicasso’s tour operator was flawless! They worked with me quite a bit in the planning phase to make sure this was going to be our dream trip.
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My husband and I were thrilled with our recent trip to Italy that Zicasso’s travel designer put together. We began by attending a family friend’s wedding, held in Ravello, on the Amalfi Coast. Due to my husband’s mobility issues, we were met by a driver and headed to the Amalfi Coast. The driver was first class and the trip was very comfortable.
After the wedding festivities, we were able to have the most wonderful experiences visiting the towns of Amalfi and Positano, and our base for one week was in beautiful Sorrento. We attended a cooking class and enjoyed eating what we prepared. We had in-depth learning opportunities in Naples and Sorrento. Every guide we had spoke excellent English and was so knowledgeable. We especially enjoyed Pompeii! A super-fun day was had on the small group tour of Capri. The crew was fantastic and very accommodating in consideration of my husband’s mobility issues.
From beginning to end everything went well. The use of a messaging app was great for making sure everyone was on the same page.
The only thing that was a disappointment was the pizza in Naples. It wasn’t the best.
The hotel in Sorrento was phenomenal - it couldn’t have been better. The view of Mt. Vesuvius from our balcony helped create memories we will have forever. The hotel in Rome was also very nice. It was right in the middle of the main attractions.
We are very happy with our experience with this travel company and would not hesitate to recommend it!
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I recently completed an incredible 12-day vacation in Italy, arranged by Zicasso’s travel company, and it was one of the best vacations I have ever had. From the initial planning with the travel specialist and her team to the seamless execution on the ground, everything exceeded my expectations for a luxury custom trip.
We started in Italy, where we were immediately met at the airport by a hostess who got us through all the lines in record time and into a Mercedes Sprinter van that took us to Naples. Naples offered us a really vibrant, authentic Italian feel, and the incredible food that the travel specialist recommended from the movie "Eat Pray Love" was the best pizza I’ve ever eaten in my life. I don’t think I can eat pizza in the United States anymore. The private drivers and guides made this whole trip stress-free.
Our next incredible experience was the dream-like Amalfi, Sorrento, and the Isle of Capri. The hotel in Positano was beautiful. We were enchanted with all the colorful cliffs, the boutique shopping, and the stunning view from our balcony room. Sorrento was my favorite city of all. It was very relaxed, with lemon groves everywhere and beautiful sunsets, and our hotel had balconies that opened up on the Mediterranean. The highlight of our trip was the island of Capri. The boat ride was just fantastic and we started at the top of the mountain and did the chairlift so we had a whole view of the city.
The highlights of the trip for me were the boat ride along the Amalfi Coast, the cooking class and wine experience at the female venture, and the wine by Mount Vesuvius.
Our last two nights were back in Rome and it was kind of hard to go from the low-key vibes of Sorrento to the action-packed atmosphere of Rome, but the hotel the travel specialist picked was just perfect. It was 10 minutes from the Spanish Steps and she arranged a tour of the underground Colosseum. I learned so much about everything in that area. All the guides, the drivers, everything was magical. I would highly recommend this travel specialist and the travel company.
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Zicasso’s travel company helped us plan and execute a vacation to the Amalfi Coast. The travel specialists suggested sites and arranged hotels, ground transport, and guides. It was all accomplished flawlessly; we had a perfectly paced itinerary.
Not only were the drivers well experienced with the incredible labyrinth of roads along the coast and in Sorrento and Positano, where we stayed, but they were also great sources of local colorhighly experienced with the incredible labyrinth of roads along the coast and in Sorrento and Positano, where we stayed, but they were also great sources of local color and conversation, and, above all, they conversation, and, above all, showed their love for the country and region.
We had several guides who were spot-on, including an archaeology graduate for Pompeii and Herculaneum, and an incredible historian on a walking tour of Naples.
The hotels were wonderful, with experience and professionalism throughout.
The drive along the coast to Amalfi and Ravello was spectacular!
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This was possibly the best trip of my life!
Once I arrived in Venice and put myself in the hands of Zicasso’s tour company, I was supremely well taken care of.
I left my passport on the plane, so I was held up in the airport for probably two hours. This was the first time I used the emergency number (or the chat app). The communication was answered immediately and we were able to let my first guide know I was being held up. I thought the first person who helped me was just someone to get me to the hotel, but she was also a guide in the sense that she described many of the things we saw on the way to the hotel. A very pleasant and gracious guide who made sure also that I was prepared for where to be the next day. It was a very great first experience of the tour company’s service.
Throughout this adventure, the guides were outstanding, the hotels were located practically on top of the interesting sites (especially in Rome) and very pleasant to be in.
Also, I continued to use the emergency number or the chat app multiple times. They were very responsive, very pleasant, and perfectly helpful each time. I don't know if I was high-maintenance compared to other clients the tour company has had, but though I felt like it in my mind, I was treated completely graciously each time.
I loved every destination and I loved having a structured tour, combined with a good portion of free time to explore on my own. Perfect.
I was very well guided on each travel day, being met by drivers to drop me off and to pick me up, and the train travel was very fun.
I think there was only one guide who I thought was just going through the motions, but all the other guides were the height of professionalism. I loved being met by our guides at Doge's Palace, which was absolutely outstanding. Walking around old Florence was great fun! The drive out to San Gimignano and Siena was well-planned and well-guided! In Rome, the guide who took us to the Colosseum and Palatine Hill was outstanding, and it was a great outing. (I had also already pretty much visited all the sights since my hotel was practically in the middle of it all.)
The trip to the Vatican was a whole other story. Unfortunately, I forget that guide's name. This guide was also excellent—entertaining, informative, approachable, and professional. The trip to the Amalfi Coast was a long train ride, followed by a very long car ride, but it was worth it. What a beautiful setting! My trip to Capri was absolutely fulfilling and I was a little sad to say goodbye to the guide—we connected with him so well. The next day was our boat tour from Sorrento to Amalfi and Positano. I absolutely enjoyed being guided by our guides! On the way back after that beautiful excursion, we were just cruising along the water, 1970s music playing, wind rushing by and I had a peak moment of happiness. Truly.
This trip was as if the tour company had read my mind and provided even more than I had imagined. I come away deeply grateful.
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We had the pleasure of working with Zicasso’s travel agents to create the perfect Italian adventure. I had quite a few specific requests, from travel logistics to hotel preferences, and they were incredibly patient and collaborative, offering multiple variations of the itinerary until it matched exactly what we envisioned.
Our journey began in Venice, where we were seamlessly picked up by a private driver, transferred to a water taxi, and dropped directly at our hotel. After a wonderful stay, we were taken by private driver to the train station for our ride from Venice to Florence, our one and only train trip, as we opted (based on their smart recommendation) for private transportation for the rest of our travels to avoid potential delays and enjoy added convenience.
From Florence, we were driven into the Tuscan hills, where we experienced magical wine tastings, vineyard tours, olive oil tastings, and unforgettable meals with wine pairings.
Next, our private driver brought us to Pompeii, where we enjoyed a fascinating tour with our private guide, and then continued on to Rome. In Rome, we loved the private golf cart tour of the city’s major landmarks, as well as a delightful cooking class that was arranged for us; it was a real highlight!
Finally, we traveled by private driver to Sorrento. From there, we had a breathtaking driving tour of the Amalfi Coast, a lemon farm tour, and an amazing day trip to Capri. Every detail was thoughtfully planned and executed.
Summary:
Planning and Itinerary Creation: Zicasso’s consultants made the entire process easy and stress-free. They worked closely with us to perfect the itinerary and were always receptive to changes and feedback.
Hotels: My sister and I requested adjoining rooms and were provided with beautiful family suites throughout the trip. Each hotel was ideally located, comfortable, and well-appointed, with all the amenities we needed.
Transportation: Every transfer was smooth and punctual. The private drivers were professional, friendly, and knowledgeable. (A special shoutout to our driver in Florence/Tuscany – he was the best!)
Communication: Throughout our trip, the travel company’s team was always accessible. Whether we needed to make adjustments or had a question, they handled everything promptly, allowing us to relax and fully enjoy our vacation.
We spent just over two unforgettable weeks in Italy and it was absolutely perfect, all thanks to the hard work, attention to detail, and excellent communication from Zicasso’s travel company! I highly recommend them and would not hesitate to use them again for future adventures.
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