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 790 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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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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We had a fantastic time and Zicasso's tour operator did an excellent job organizing every detail of our trip. Drivers and guides were always punctual, and the itinerary was perfectly balanced—full days, without ever feeling rushed.
Some real highlights for us were Herculaneum, the Pantheon, the Vatican, and our unforgettable Capri boat tour. Our guide brought Pompeii's history to life in a way that made it feel like stepping back in time and the Naples street food tour was delicious and nostalgic—her pizza fritta instantly took me back to the calzones I grew up with in Niles, Ohio. Our driver was with us for several days and made every transfer feel effortless.
There was a small hiccup at the very end with a trip planner, but it was minor compared to the overall quality of the trip. The organization, communication, and attention to detail throughout made this a truly memorable experience and we wouldn’t hesitate to book with this tour agency again. We had a fantastic time and the tour company did an excellent job organizing every detail of our trip.
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I can confidently say that Zicasso's travel specialist is truly dedicated to providing her clients a luxury experience. From the outset, we had a 20-minute call where she wanted to learn about our dream vacation and get to know us. She was attentive to every request we made and organized our itinerary accordingly. During the trip, she texted us daily to inform us about our drivers and guides for the next day. Additionally, she checked to ensure our trip was progressing smoothly.
Here are some highlights:
Rome: We were greeted at the airport by our agent, who expedited our passage through passport control. The following day, we started our exploration at the Vatican. Our agent had purchased our tickets in advance, allowing us to skip the line. She also planned the remainder of our self-guided tours of the Colosseum, Roman Forum, and other ancient sights. We accomplished so much in just two days!
Florence: We took part in a pasta-making class with a chef who was fantastic! Her husband was also quite charming. Our experience there was truly wonderful. Special thanks to our driver, who was incredibly helpful and informative.
Sorrento (Amalfi Coast): We began with a visit to Pompeii, where our guide, also arranged by our agent, was spectacular! His passion and extensive knowledge made the experience enjoyable. Next, we had a fun blind wine tasting. When we arrived at our amazing hotel, we were greeted with a surprise.
While in Rome, we encountered a minor issue, which our agent resolved quickly. She even went above and beyond by ordering us a bottle of prosecco to celebrate. We also took a car tour of Positano and Ravello, guided by a local from Ravello who was informative, knowledgeable, and delightful. We loved her! Our day ended with a lovely sunset cruise off the coast! Both days had excellent drivers.
This trip was a dream come true for my husband and me. Without a doubt, our agent made it the luxurious experience we desired. I highly recommend her and her team!
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Overall, our trip was terrific. Some specific things that contributed:
Our assistant at the airport when we arrived in Rome was so helpful. She was able to quickly get us through passport control/customs, which looked like it saved us between 30 and 60 minutes by not having to wait in line.
All three hotels were very nice, particularly the service and the included breakfast. However, the WIFI service at the hotels in Rome and Naples was very inconsistent.
The guided tours and tour guides were excellent, and all were very knowledgeable. The hospitality of the family on the farm tour was amazing. Our Naples walking tour, Rome golf-cart tour, and Pompeii tour guides were also terrific.
The transfers were very professional and each driver was friendly and informative. We particularly enjoyed our driver for the Amalfi Coast tour and transfer from Sorrento to Naples.
The communication through WhatsApp was very good, with almost immediate responses.
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