Sun-swept valleys and glistening azure waters warmly greet you on your luxurious, 14-day adventure through Southern Italy. Journey through the soul-stirring Amalfi Coast, delight in the tantalizing natural beauty of the luxurious coastline, and explore candy-colored villages that cling to rugged cliffs and drop dramatically into the Adriatic Sea. Your dynamic two weeks in Italy will lead you to the heartbeat of the Roman civilization while simultaneously dazzling you with awe-inspiring landscapes.
Customizable Itinerary
Day 1
Sorrento – Stroll through Sorrento’s Iconic Streets
The southern sun will warm your back as you step out of Naples International Airport and into the chauffeured car that waits for you at the curb. Your private driver will whisk you away from the bustling airport and head to your luxurious accommodation in Sorrento. Sorrento sits proudly on steep cliffs that overlook the calm Tyrrhenian Sea. Olive vineyards and lemon groves blanket the rolling hillsides while cobblestone streets braid through the Centro Storico, which is the center of town. Moreover, markets tend to display fresh produce on tables while dried red and orange chili peppers hang above on hooks. You will slip effortlessly into la dolce vita, which is the sweet life, as you stroll through the streets, sampling many of Southern Italy’s finest delicacies.
What's Included:
Day 2
Sorrento – Witness the Blue Grotto on the Island of Capri
Day 3
Sorrento – Soar above Mt. Vesuvius on a Helicopter Ride
Day 4
Sorrento – Luxuriate in Villages along the Amalfi Coast
Day 5
Ostuni – Discover the Secrets of Cultivating Olive Oil
Day 6
Ostuni – Explore Trulli Neighborhoods in Alberobello
Day 7
Ostuni – Sail along the Coastline of Polignano a Mare
Day 8
Matera – Tour Matera’s Iconic Sites on a Tuk-Tuk
Day 9
Tropea – Wander along the Beaches of the Tyrrhenian Sea
Day 10
Cefalu – Admire Byzantine Mosaics and Sicilian Sunsets
Day 11
Cefalu – Cruise to the Remote Aeolian Islands
Day 12
Taormina – Attend an Opera in an Ancient Greek Theater
Day 13
Taormina – Hike Past Dried Lava Beds and Dense Forest
Day 14
Taormina – Depart for Home
Trip Highlights
- Stroll through the heart of Sorrento, sample homemade limoncello, and indulge in freshly baked pizza
- Cruise to the glamorous island of Capri, where you will walk in the ancient Phoenicians’ footsteps as you explore hilltop villas
- Venture along the Amalfi Coast in a private car ride, soaking up the stunning views and ambling through picturesque towns
- Take to the skies on a thrilling helicopter ride that will have you viewing Mt. Vesuvius and the Bay of Naples from high above
- Meander through the pearly white streets of Ostuni, where you will visit an olive grove and learn how to cultivate traditional olive oil
- Sail through the pristine waters of the Adriatic Sea and admire the glorious coastline from a unique perspective
- Immerse yourself in an outdoor opera at a Greek amphitheater in the exclusive resort town of Taormina
- Trek through magnificent landscapes as you conquer Europe’s largest volcano, Mt. Etna
Detailed Description
The Southern Italian sun sparkles like a million tiny diamonds, merrily reflecting off of the calm blue waters. During your lavish, 14-day excursion, you will travel by air, sea, and land to encounter the most renowned sites in Southern Italy. Your trip will begin when your private driver collects you at Naples International Airport to spend four nights in Sorrento. You will be led by your tour guide and can stroll through Sorrento’s iconic cobblestone streets, where you can pause at local markets to sample the many varieties of flavorful limoncello that are sold by local vendors. You will then set off on a cruise to the famed island of Capri, where you can visit opulent villas and experience the renowned Blue Grotto. The following day, you will step into the ancient ruins of Pompeii, where you will board a private helicopter to fly over Naples Bay and Mt. Vesuvius. Your personal driver will escort you through charming towns that line the Amalfi Coast, and here, you can visit sherbet-hued villages, which cling tightly to steep cliffs that rise from the Tyrrhenian Sea.
Your adventure will continue to Ostuni, which is the pearly-white town that is perched prominently on tall mountains that overlook the Adriatic Sea. You can meander through the white-washed lanes that lead you to grand cathedrals or emulate la dolce vita in quiet piazzas that invite you to enjoy an afternoon aperitif. You will then venture through the emerald Valle d’Itria to explore the various towns that pepper the rolling countryside. You will come across the ancient cone-shaped stone huts that are known as trullis in the town of Alberobello, which has recently become a cherished Unesco World Heritage Site. The following day, you will visit the beautiful seaside town of Polignano a Mare, where a private guide will lead you on an intriguing tour through the city center. Afterward, you can dip your toes into the blue waters as you sail along the coast and soak up the coastal splendor from a new perspective.
As you journey toward Sicily, you will visit a couple of enchanting towns along the way. Matera, which is one of the oldest inhabited cities in the world, sits in the rugged region of Basilicata. You will be provided with the opportunity to tour the mystifying sites by tuk-tuk, riding through the winding streets and marveling at ancient cave dwellings. Afterward, you will luxuriate in Tropea, which is a picturesque resort town that boasts sandy beaches. Next, you will continue to Sicily, where worlds merge and you may find yourself fortunate enough to be immersed this unique culture. Here, Arab domes intertwine effortlessly with Byzantine art and Norman palace walls. In Cefalu, you will hike up large cliffs that buffer the sea, which is where you will discover the ruins of one of these Norman castles. The following day, you indulge in a relaxing cruise to the alluring Aeolian Islands, where you can splash in the warm waters and taste delicious local wines. You will then venture to the Ionian Sea on the opposite side of Sicily. In Taormina, you can attend an opera in an ancient Greek theater, which can be followed by an exhilarating trek up the boisterous Mt. Etna. On your final day, your private driver will escort you to Catania Fontanarossa Airport for your flight home.
Starting Price
$9,100 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
The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.
Reviews of Zicasso's Referral Service
4.9 stars based on 5981 reviews.
Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!
Reviewed By Anita L.
The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.
Reviewed By Marci M.
Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.
In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.
Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.
We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!
Reviewed By Kent S.
Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!
Reviewed By Rajesh J.
Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!
Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.
Reviewed By Sally F.
My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.
Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.
Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.
Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.
What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.
Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.
As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.
Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.
The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.
This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.
Reviewed By tasmia S.
