Exclusive Southern Italy Vacation: Sorrento, Matera, Ostuni

Medieval city of Matera in Southern Italy during a sunset

What to expect on this itinerary

Embrace the soul of Italy found in history, culture, and cuisine on your custom-tailored Italy that will take you away from the beaten path to explore rugged coastlines, pristine beaches, historical towns, and archeological treasures. Stretch your legs along the Amalfi Coast and expand your understanding of ancient heritage found along the peninsula dating back to the Greeks. Uncover brilliant Baroque architecture and charming fairytale homes, the splendor of Capri and the charm of contemporary caves. The distinctive spirit of Southern Italy takes you from the Tyrrhenian Sea to the Adriatic on an immersive scenic tour of villages, customs, and scenery.

Countries Visited

Italy

Places Visited

Sorrento, Capri, Herculaneum, Paestum, Matera, Ostuni, Bari, Polignano a Mare, Monopoli, Alberobello, Lecce, Castelmezzano

Suggested Duration

12 Days

Customizable Itinerary

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Day 1

Sorrento – Arrive in Naples and Transfer to Sorrento at Leisure

Sorrento is the perfect western gateway to the Amalfi Coast attracting 19th-century poets and authors like Lord Byron and Goethe, Dickens, and Tolstoy to enjoy the natural beauty that spans the Bay of Naples. The cobbled lanes wind along the glistening shore leading alongside palatial hotels and a network of boutique shops. The scent of the sea air fades beneath the ever-present aroma of lemons. Your flight arrives at Naples International Airport, where your private transfer greets you. Travel outside of the bustling southern city and around the bay passing the infamous peak of Mount Vesuvius. The grandeur of Sorrento is understated nestled between the staggering bordering cliffs reaching 180 feet above sea level.

The relaxed ambiance spreads across the beaches and former noble houses, as well as through the heart of the historical city center leading to Piazza Tasso. After settling into the comforts of your luxury hotel overlooking the charming waters lapping at Marina Grande, the remainder of the day is yours to bask in the welcoming charms of the city. The Basilica di Sant’Antonio has a dramatic exterior reminiscent of a brutalist office building, but the interior paints a more ethereal picture with uncovered Roman artifacts and medieval paintings reflecting dark themes. The gilded ceiling glints in the soft light embodying the extravagance of the Baroque design.

What's Included:

Transfer
Accommodation
Breakfast
Day 2

Sorrento – Intrigue at Herculaneum and Mt. Vesuvius

Day 3

Sorrento – Traverse the Splendor and Culture along the Amalfi Coast

Day 4

Sorrento – Beauty with a Full Day on the Charismatic Island of Capri

Day 5

Sorrento – Uncover Ancient History at Paestum before a Cooking Class

Day 6

Matera – Travel to the Basilicata Region and Tour Famous Matera

Day 7

Matera – Charming Villages and Gorgeous Coastline of Basilicata

Day 8

Ostuni – Venture to Puglia and Relax in the Elegant City of Ostuni

Day 9

Ostuni – Visit Stunning Polignano a Mare and the Historic City of Bari

Day 10

Ostuni – Wander the Unique Ambiance of Alberobello and Monopoli

Day 11

Ostuni – Explore the Fascinating History and Beauty of Lecce

Day 12

Ostuni – Transfer to Bari Airport for your Flight Home

Trip Highlights

  • Bask in the beauty and prestige of Capri during a full day spent traversing the quiet streets of Anacapri, and enjoy the views from Emperor Augustus’s garden
  • Witness the sensational history preserved at Herculaneum, which contains more artifacts left intact after Vesuvius’s eruption 
  • Wander into the famous caves of Matera, known as sassi, which blend ancient and contemporary life in Europe’s 2019 Capital of Culture
  • Sample the delicacy of olive oil on a family-run farm where you learn about the cultivation and production of the oil before a tasting
  • Discover the charming trulli of Alberobello that bring the ambiance of a storybook surrounded by the Pugliese countryside
  • Soar between the mountainous slopes of the Lucanian Dolomites when traveling between Castelmezzano and Pietrapertosa in Basilicata
  • Indulge in the authentic grandeur of the Amalfi Coast when visiting the smaller towns of Conca dei Marini and Priano
  • Delight in the unique flavors of Campania during a private cooking lesson revealing the specific ingredients and particular tastes of the southern region
  • Admire the fascinating remnants of Greek settlements in Rome while visiting the majestic ruins of Paestum
  • Marvel at the fabulous display of complex paper-mâché with a workshop visit in the Baroque city of Lecce

Detailed Description

Travel Italy from toe to heel during your 12-day tour following the illustrious coastlines of the Tyrrhenian and Adriatic seas. The majesty of Southern Italy is rooted in the soulful mixture of crystalline waters, chalky white cliffs, verdant vineyards, pastel-colored homes, and lush olive groves sprawling across the countryside. The famous towns of the Amalfi Coast and Campania illustrate the iconic beauty of the Italian shores while lesser-visited villages in Puglia exemplify spirit in the authenticity of medieval lanes and traditional restaurants. Venture along the well-tread path and then branch away onto the rare roads for insight into pristine beaches, enchanting archeological sites, and rugged mountainous coastline.

Your journey along Italy’s coastlines begins in Sorrento, located along the Bay of Naples. Your five nights in the charming city offers easy access to the captivating beauty of Campania, home to the marvels of the lesser-known preserved homes of Herculaneum and the infamous conical peak of Mount Vesuvius, the distinctive towns along the Amalfi Coast brimming with cinematic luster and the alluring scenery of the Isle of Capri. With its central location, Sorrento becomes the perfect base from which you can trek to the top of Vesuvius to view the steaming caldera or venture to the top of Ravello overlooking the Tyrrhenian Sea. Relax on a night stroll alongside the ancient city walls or sample the delicious buffalo mozzarella after visiting one of the best examples of ancient Greek architecture on mainland Greece.

Two nights in the city of Matera bring to light the unique history of Basilicata and the way many places in Southern Italy that felt forgotten by the central government of Italy until the 1960s. The medieval architecture atop the cliff-side plateau hides the famous sassi caves in which locals lived for centuries. The greater towns around the Basilicata region take you to Castelmezzano and neighboring Pietrapertosa along the steep slopes of the Lucanian Dolomites immersing you in the traditional style contrasted by a distinctive zip-line connecting the towns on opposite slopes.

Your final four nights in Southern Italy will bring you to Puglia and the town of Ostuni. The graceful shoreline of the Adriatic Sea shines turquoise against the whitewashed shoreline. The Town of Polignano a Mare watches the water from above giant cliffs, and the serene streets of Monopoli welcome you with an Old-World charisma. The Baroque city of Lecce displays elegant artwork in the form of fascinating paper-mâché statues, and the antique city of Bari combines the vibrant atmosphere of the university with the captivating legends from the historic city center. Whether visiting the storybook architecture of Alberobello or learning the art of making the perfect olive oil, the heel of Italy offers a different perspective on Italy’s natural magnetism. Read more here about the other exceptional experiences our travelers have appreciated in their travel reviews of Italy.

Starting Price

$11,700 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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