Polignano a Mare in Puglia, Southern Italy
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Two Week Southern Italy Itineraries

Ratings of Zicasso's Service
<p>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.</p>

The charms of Southern Italy are ever-lasting. From the ancient Greek temples...

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.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
Villa Rufolo in Ravello on the Amalfi Coast, Italy

Best of Southern Italy Tour

Places Visited: Rome, Vieste +6 more
Places Visited: Rome, Vieste, Alberobello, Matera, Positano +3 more

13 Day Custom Tour

From $5,900

Mondello beach near Palermo, Italy

Couple's Getaway: Two Weeks in Southern Italy

Places Visited: Naples, Pompeii +6 more
Places Visited: Naples, Pompeii, Sorrento, Amalfi, Positano +3 more

14 Day Custom Tour

From $6,300

Coastal view with rock formations at the Tonnara di Scopello, Province of Trapani, Sicily

Southern Italy Discovery in 2 Weeks

Places Visited: Sicily, Puglia +5 more
Places Visited: Sicily, Puglia, Scopello, Favara, Palermo (City) +2 more

14 Day Custom Tour

From $7,100

Ultimate Two-Week Family Vacation to Southern Italy

Places Visited: Naples, Pompeii +6 more
Places Visited: Naples, Pompeii, Sorrento, Amalfi, Positano +3 more

14 Day Custom Tour

From $6,300

Cathedral of Palermo in Italy

Two-Week Highlights of Southern Italy Tour

Places Visited: Naples, Pompeii +6 more
Places Visited: Naples, Pompeii, Sorrento, Amalfi, Positano +3 more

14 Day Custom Tour

From $6,300

View of Town in Sorrento, Italy

Wonders of Sunny Southern Italy & Sicily Itinerary

Places Visited: Sorrento, Ostuni +8 more
Places Visited: Sorrento, Ostuni, Alberobello, Matera, Tropea +5 more

14 Day Custom Tour

From $9,100

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.
The old part of Matera carved into the rock.

Hidden Jewels of Italy’s Southern Route Tour

Places Visited: Rome,  Orvieto +18 more
Places Visited: Rome,  Orvieto, Deruta, Bevagna,  Assisi +15 more

15 Day Custom Tour

From $6,800

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Featured Articles

Italy Travel Guide
Florence, Italy
Italy Travel Guide

From Roman ruins to the Tuscan countryside, there is something for every traveler in Italy.

Our Italy Travel Guide provides helpful tips and inspiration from must-see destinations and top activities to the best time to visit. Discover traditional food and wine, inspirational culture, and amazing cities on a personalized tour.

For more information on how to make your dream journey a reality, get connected with a top travel specialist by filling out a Trip Request.

Read More    >
Top 7 Things to Do in Sicily
Ancient theatre of Taormina in Sicily with Mount Etna in the background at sunset
Top 7 Things to Do in Sicily

From cultural tours of Palermo to unique wine-tasting experiences, we share the top things to do in Sicily when traveling to Italy.

The island will captivate you with timeless ruins, classic culture, and mouthwatering gastronomy. From Mount Etna to the shoreline, its scenery has shaped its culture, with cities hiding touches of ancient wonder. From delicious food and wine to volcano trekking, reminders of the classical world, and a breathtaking coastline, these are the essential things to do when you visit Sicily.

Extraordinary travel begins with a human touch and our destination specialists design every journey with care, insight, and personal attention. As you consider a visit to Sicily, use the following information as a guide before connecting with our travel experts to ...

Read More    >

Reviews of Zicasso's Referral Service

4.9 stars based on 5505 reviews.

Italy, Greece Honeymoon Review: Culture, Cuisine, Snorkeling,...

My husband and I went through Zicasso to plan our honeymoon to Italy and Greece. This was the best decision ever! We worked closely with our travel specialist to plan our trip and she was absolutely phenomenal. This was our first international trip outside of the US, so we were a bit nervous at first! However, our specialist ensured every aspect of the trip was organized and that we were taken care of every step of the way.

The biggest relief was transportation. We did not have to give a second thought as to how we were getting places; we had drivers set up at every destination and for nearly every activity. Also, we had 24/7 support if anything were to go wrong, which gave us peace of mind.

If you are hesitant to use Zicasso for your next trip, I want you to know that I was too, but it was the best decision! We were able to personalize and tailor our trip to our needs without the hassle of dealing with the details.

Reviewed By Grace B.

Italy, Malta Trip Review: City Tour, 20 Days

I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.

Reviewed By komal P.

Italy, France Travel Review: Scenery, 10-Day Trip

The trip was amazing all around. Incredible. The service and itinerary were perfect. We highly recommend Zicasso's travel company.

Reviewed By Mitch A.

Greece, Italy Travel Review: Rome, Athens, Santorini, Local...

Our trip was absolutely amazing! This was the trip of a lifetime. Zicasso and our trip planner were incredible. He was repeatedly helpful, offering personalized attention to our needs. He booked amazing tours for us and seemed to really grasp what we wanted. Everything was incredible.

Reviewed By Helena H.

Italy Vacation Review: Ravenna, Padua, History, Art, Scrovegni...

It was a great pleasure working with Zicasso's tour agency. Our travel designer and her staff were attentive to the kind of trip we wanted and planned a great itinerary. The hotels, restaurants, and drivers were all top-notch. For us, the acid test was the quality of the guides, and they excelled there as well. We would happily have them plan another trip for us.

Reviewed By Robert K.

Italy Tour Review: Ravenna, Verona, Rimini, Scrovegni Chapel,...

My husband and I had a great time on our trip to the northeast Adriatic Coast of Italy. We have very specific tastes as far as where we like to stay and the private tours we like to have during the trip. Zicasso's travel company did a great job, giving us fantastic hotels, and all of our tour guides were top-notch.

Reviewed By Danielle S.