View of Town in Sorrento, Italy

Wonders of Sunny Southern Italy & Sicily Itinerary

Ratings of Zicasso's Service
Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited


Places Visited

Sorrento, Ostuni, Alberobello, Matera...

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Suggested Duration

14 Days

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

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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

$7,275 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

4.89 stars based on 5134 reviews.

Italy Travel Review: Naples, Capri, Sorrento, Vieste, Polignano,...
"The hotels were in great locations, all near or in the...

Reviewed By Mara M.

Italy Vacation Review: Polignano a Mare, Ostuni, Alberobello,...
"This was the trip of a lifetime. I thank our travel team...

Reviewed By Lori J.

Italy Travel Review: Rome, Sorrento, Amalfi Coast, Pompeii,...
"Working with Zicasso’s tour company was a pleasure. Our...

Reviewed By Daniel D.

Italy Vacation Review: Napoli, Sorrento, Pompeii, Capri,...
"My husband and I had the most amazing experience visiting...

Reviewed By Milberi P.

Italy Vacation Review: Amalfi Coast, Sicily, Pompeii, Mount...
"Zicasso's travel company listened carefully to the types...

Reviewed By Judy J.

Italy Tour Review: Sorrento, Positano, Amalfi, Ravello,...
"Carmen exceeded all of our expectations on our first trip...

Reviewed By Sharon H.

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