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

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<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

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    Trips curated by the world’s top destination experts

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    Concierge-level service leading up to and during your trip

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    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

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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.

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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, here, we share the top things to do in Sicily when traveling to Italy.

The island is a treasure that captivates visitors with timeless ruins, classic culture, and mouthwatering gastronomy. From Mt. 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.

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