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Two Week Southern Italy Itineraries

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The charms of Southern Italy are ever-lasting. From the ancient Greek temples on Sicily to the whitewashed villages of Puglia, traditions persist throughout. Your two-week itinerary to Southern Italy will encompass everything you want in a personalized vacation. Immerse yourself in the Mediterranean lifestyle when you plan with a local expert.

How Zicasso Works

  1. Describe your dream two-week Southern Italy vacation.

  2. We match you with up to 3 top travel specialists. They compete to plan your tour.

  3. Book the trip when you are satisfied.

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Sample Itineraries

Get inspired with our sample trips below. You can have any trip tailor made for your private travelAny number of days.
Any departure date. Any experience you want.

Villa Rufolo in Ravello on the Amalfi Coast, Italy


Best of Southern Italy Tour

13 Day Custom Tour

From $3,557

Your 
best of Southern Italy 13-day tour is tailored to show you the splendor of the seaside, countryside, and charming towns set across the historic landscape. From the quiet streets of Pompeii, you can still see the zenith of Mount Vesuvius lingering in the distance. The Blue Grotto in Capri glows with a distinctive light shining beneath the water. The ancient glories of Rome emanate from the Colosseum, and the villas decorate the countryside that once belonged to celebrated emperors. A remodeled restaurant hides in an ancient cave, where locals have resided for thousands of years.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Stroll the quaint streets of the resort town of Sorrento.

Couples Getaway: Two-Weeks in Southern Italy

14 Day Custom Tour

From $3,845

Fourteen days will give you and your partner ample opportunities to explore the rich heritage of Southern Italy. From the crumbling cliffs of Capri to the rustic charm of Naples’ old city center, every aspect of this itinerary is best paired with your companion and has been custom-tailored to those couples that enjoy a blend of both comfort and excitement during their international travels. As you witness the class of the past and present that is this region, it is best to leave plenty of space on your camera’s digital memory because each stunning view will be replaced by another stunning view.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Discover Sicily and its bustling capital, Palermo.

Ultimate Two-Week Family Vacation to Southern Italy

14 Day Custom Tour

From $3,845

From scaling the heights of a dormant volcano to exploring the depths of a royal escape route, this luxurious, 14-day tour of Southern Italy provides destinations and activities that will be treasured by your whole family. Across three major regions, this journey focuses on providing a balanced approach to travel with curated tours and activities that have been combined with plenty of time to relax on a beach with a good book. No matter what your family’s travel style is, the city of Naples, the Sorrentine Peninsula, and the exotic city of Palermo will bring you closer together and provide memories to last a lifetime.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Two-Week Highlights of Southern Italy Tour

14 Day Custom Tour

From $3,845

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.  

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Wonders of Sunny Southern Italy & Sicily Itinerary

14 Day Custom Tour

From $5,595

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

The old part of Matera is carved into the rock.

Hidden Jewels of Italy’s Southern Route Tour

15 Day Custom Tour

From $4,120

Southern Italy is an open region steeped in history, from ancient Greece to the Ottomans, where the coastlines are as marveled as the landscapes and the people are as diverse as the cities. On this 15-day tour through the south you will find the incredible hidden jewels that go far beyond the Amalfi Coast and Pompeii, where you venture down to the heel of Italy’s boot and find precious gems along the coastline and even remnants of Greek history, some hiding within the caves. The magnificence of Southern Italy goes beyond Naples and into a region that no longer needs to stay hidden.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
Top Travel Specialists
We connect you with the best boutique tour companies to plan your dream trip.
Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
Travel Worry-Free
Every Time
24/7 support and local assistance for every moment of your vacation.
Helpful Content

Reviews of Zicasso's Referral Service

4.88 stars based on 4500 reviews. See all our reviews.

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"This Italy travel company was there to help us with any...

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