Polignano a Mare in Puglia, Southern Italy
29,000+ Verified Traveler Reviews

Two Week Southern Italy Itineraries

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.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Villa Rufolo in Ravello on the Amalfi Coast, Italy

13 Day Trip IdeaFrom $5,900

Best of Southern Italy Tour

Rome, Vieste, Alberobello, Matera, Positano +3 more
Mondello beach near Palermo, Italy

14 Day Trip IdeaFrom $6,300

Couple's Getaway: Two Weeks in Southern Italy

Naples, Pompeii, Sorrento, Amalfi, Positano +3 more
Coastal view with rock formations at the Tonnara di Scopello, Province of Trapani, Sicily

14 Day Trip IdeaFrom $7,100

Southern Italy Discovery in 2 Weeks

Sicily, Puglia, Scopello, Favara, Palermo (City) +2 more

14 Day Trip IdeaFrom $6,300

Ultimate Two-Week Family Vacation to Southern Italy

Naples, Pompeii, Sorrento, Amalfi, Positano +3 more
Cathedral of Palermo in Italy

14 Day Trip IdeaFrom $6,300

Two-Week Highlights of Southern Italy Tour

Naples, Pompeii, Sorrento, Amalfi, Positano +3 more
View of Town in Sorrento, Italy

14 Day Trip IdeaFrom $9,100

Wonders of Sunny Southern Italy & Sicily Itinerary

Sorrento, Ostuni, Alberobello, Matera, Tropea +5 more

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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The old part of Matera carved into the rock.

15 Day Trip IdeaFrom $6,800

Hidden Jewels of Italy’s Southern Route Tour

Rome,  Orvieto, Deruta, Bevagna,  Assisi +15 more

4.9

Reviews of Zicasso's Two Week Southern Italy Itineraries

Based on 6027 verified traveler reviews.

Melanie E.
Italy Honeymoon Review: Rome, Florence, Tuscany, Pompeii, Vespa Tour, Food Tour, Wine Tasting, 12 Days

We had a wonderful honeymoon in Italy! It was easy to coordinate with Zicasso’s travel specialist; she heard what we were interested in doing and seeing, and she planned a seamless vacation. The travel from point to point was easy, we had knowledgeable drivers and guides as we visited new places, and the hotel and restaurant recommendations all led us to perfect spots we wouldn't have found on our own. We had a great time in Rome and Florence, and in the countryside in Tuscany, and would absolutely consider Zicasso again for future trips.

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Dirk S.
Italy Travel Review: 2 Weeks

The trip was excellent. Zicasso’s tour operator handled our special request and situation very well. They were very responsive and helpful.

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Laurie H.
Italy Trip Review: Naples, Lecce, Ischia, Mount Etna, Trulli Homes, 3 Weeks

Zicasso's was a great company to work with for our trip to Italy. Everyone replied promptly to questions or concerns. We liked the suggested tours. Most of the guides were very engaging and easy to understand.

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Joseph G.
Italy Travel Review: Florence, Cooking Class, 1 Week

The tour company did everything we agreed upon.

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Teresa V.
Italy Travel Review: Florence, Chianti, Private Guide, 5 Nights

Zicasso’s tour operator was superb! Their communication, understanding of our requests, and planning were excellent. They made our first trip to Italy unforgettable.

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Paula Z.
Italy Travel Review: Palermo, Agrigento, Sorrento, Amalfi Coast, Opera, Winery, Cooking Class, 10-Day Trip

Zicasso’s travel specialist did a wonderful job at listening to what we were looking for in our trip and the experiences we would like to incorporate. Her recommendations were spot-on! All of the tours, guides, cooking classes, and drivers were excellent. All details were taken care of and we had nothing to worry about but enjoying our vacation.

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