Trulli homes of Alberobello in the southern Italian region of Puglia
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Southern Italy & Sicily Tours

Ratings of Zicasso's Service
<p>Each region of Italy is defined by local traditions and experiences, and Italy is a place where excellent food &amp; wine will surely accompany you on your journey. Discover Southern Italy &amp; Sicily, from the colorful, seaside villages of Amalfi and the authentic culture in Puglia to the ancient history of the Valley of the Kings on Sicily, with a customized tour from Zicasso.</p>

Each region of Italy is defined by local traditions and experiences, and Italy...

Each region of Italy is defined by local traditions and experiences, and Italy is a place where excellent food & wine will surely accompany you on your journey. Discover Southern Italy & Sicily, from the colorful, seaside villages of Amalfi and the authentic culture in Puglia to the ancient history of the Valley of the Kings on Sicily, with a customized tour from Zicasso.

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
Palermo Cathedral in Sicily, Italy
Highlights of Southern Italy and Sicily Tour

8 Day Custom Tour

Dynamic pricing from $2,859

Bask in the splendor of Sicily during this luxurious 8-day getaway. A vacation to Southern Italy and Sicily is a discovery of the beauty, history, and culture of some of the premier regions of the country. Immerse yourself in la Dolce Vita, uncover the landscapes of Southern Italy, venture to the ancient city of Pompeii, venture to the island of Capri, and discover the splendor of the of the Amalfi Coast.

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Woman hiking on the Gran Crater on Vulcano, on of seven Aeolian Island in Sicily, Italy
Hiking Southern Italy Tour: Trails of the Bay of Naples & Sicily

10 Day Custom Tour

Dynamic pricing from $3,575

The trails of Southern Italy lead you through the unforgettable splendors of Roman ruins and volcanic peaks, coastal vistas, and tranquil villages. Overlook cliffs as the stunning rock formations rise out of the Mediterranean Sea. Climb to the top of Mount Vesuvius for a sweeping panorama of the Bay of Naples and then stroll along the ancient streets of Pompeii to witness lava as it sprouts from a conical peak like fireworks on a secluded island near Sicily. Your custom tailored tour lets you experience the history and beauty of Italy’s southern landscapes from the shores of Amalfi to the Sicilian Coast.

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Coastal view with rock formations at the Tonnara di Scopello, Province of Trapani, Sicily
Southern Italy Discovery in 2 Weeks

14 Day Custom Tour

Dynamic pricing from $5,637

A soulful ambiance with ancient splendor, sun-bleached coastline, and enticing cultural cuisine immerse you in the beauty of land, sea, and heritage during your luxury two-week Southern Italy tour. Explore gripping history from Greek settlements to Arab traders. Savor the culinary prowess at the Crossroads of the Mediterranean. Enjoy the natural beauty that accentuates established cities as you discover the grandeur of Sicily and Puglia at your pace.

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Olive grove in Sicily, Italy
Slow Food & Leisurely Wine Tour of Southern Italy and Sicily

14 Day Custom Tour

Dynamic pricing from $5,007

Through the beauty of the cuisine, you will discover endless passion, embrace unfamiliar flavors, and take pleasure in history and gastronomy while exploring Southern Italy. Olive trees captivate with produce ready for harvest and grapevines absorb vibrant minerals, adding depth to sophisticated wines; lemon trees offer fragrant hints of citrus and the coastline erupts with revitalizing aromas of the sea. Celebrate zesty sauces and inspiring seafood, mouthwatering stews and refreshing salads during your customizable Southern Italy itinerary connecting you to the villages, towns, and cities of the region, from Sicily to Puglia.

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Cooking class for kids in Italy
Family Friendly Vacation to Southern Italy and Sicily

9 Day Custom Tour

Dynamic pricing from $3,217

Experience Southern Italy and Sicily’s stunning landscapes, historical landmarks, and mouthwatering cuisine with this unforgettable 9-day family vacation. The history and culture of each destination will come to life through private tours and exclusive experiences. Immerse yourself in the beautiful lifestyle of Southern Italy and Sicily, climb Mt. Vesuvius, indulge in a cannoli-making course, and visit the gorgeous island of Capri.

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Explore the ancient Roman city of Pompeii, near Naples
A Serene Senior’s Tour of Southern Italy and Sicily

7 Day Custom Tour

Dynamic pricing from $2,501

Discover the breathtaking towns, stunning landscapes, and the delicious cuisine of Southern Italy and Sicily during this amazing week-long vacation crafted especially for seniors. Exclusive experiences and private tours await at every destination as you uncover the history, culture, and ideal lifestyle of the area. Wander through the historic streets of Palermo, venture to the majestic island of Capri, and experience the fascinating city of Pompeii.

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Romantic Couple’s Tour to Southern Italy and Sicily

7 Day Custom Tour

Dynamic pricing from $2,501

Enchanting cities and captivating landscapes await you on this 7-day trip to Southern Italy and Sicily. Crafted with couples in mind, this exclusive vacation will begin in Rome and continue to Sorrento, Cosenza, and the gorgeous island of Sicily. Private tours and delicious dinners for two will be enjoyed at every destination. Visit the captivating island of Capri, Journey up Mt. Etna, and immerse yourselves in the iconic sites and cuisine with this 7-day tour.

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Mountain side village of Castelmezzano in the Potenza Province of Southern Italy
10 Days Off the Beaten Path Tour of Southern Italy and Sicily

10 Day Custom Tour

Dynamic pricing from $3,575

Experience scenic hikes, exhilarating ziplines, intriguing caves with this immersive 10-day vacation to southern Italy and Sicily. Unique experiences and private day trips are included in this amazing and unforgettable vacation. Zipline in Castelmezzano, climb Mt. Vesuvius to enjoy incredible views of Naples, and venture to the Blue Grotto.

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Discover the famous Colosseum, which takes you back in time to Ancient Rome.
Immersive Southern Italy and Sicily Tour: Food, Culture, and History

8 Day Custom Tour

Dynamic pricing from $2,859

During this immersive 8-day vacation, you will discover the rich history, lively culture, and delicious cuisine of the area. Picturesque towns and stunning landscapes can be found throughout southern Italy and Sicily. Exclusive tours and private tastings will be enjoyed at every destination as you indulge in la dolce vita during this unforgettable vacation.

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Matera, Italy
Perfect Three-Week Italy Vacation: Southern Italy & Sicily

21 Day Custom Tour

Dynamic pricing from $7,513

Relish your introduction to the must-see beaches, the majestic history, and incredible cuisine during your custom-tailored tour of Southern Italy and Sicily. Savor your time in the white sands that lead to clear turquoise waters in Calabria, and then learn about the complexity of flavor in traditional Pugliese olive oil. Explore the enchanting ambiance of cave-dwellings in Basilicata, and then traverse the fuming craters of an active volcano in Sicily. The endless marvels of Southern Italy hold captivating layers that showcase both elegance and rustic charm, ancient Greek aesthetic and preserved Roman customs intertwined with the vibrancy of contemporary life.

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Calabria, the southernmost region of Italy
Southern Italy and Sicily Tour: History & Indulgent Shores

11 Day Custom Tour

Dynamic pricing from $3,933

All roads lead to Rome, but your unique path begins in the fascinating heart of Sicily. Historic structures shimmer an aged gold. Emerald grapevines carpet the landscape beneath the shadow of Mount Etna’s peak. Ancient Greek temples speckle the landscape, overlooking olive orchards and orange groves. Cave dwellings honeycomb the walls of a ravine, and conical homes create a fairytale ambiance in the rolling hills of the southern Italian scenery. The radiance of Italy’s south bursts with life and culture, history and charm, ensuring your custom tailored Southern Italy and Sicily tour overflows with all the wonders in between.

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Gorgeous view of the Calabria, Italy coastline
Best of Southern Italy & Sicily Tour

14 Day Custom Tour

Dynamic pricing from $5,007

Capture the essence of history, culture, and cuisine during your customizable, 14-day highlights tour of Southern Italy and Sicily. Indulge in the alluring splendor of heritage featured in colorful towns around the Amalfi Coast and within the elegantly-preserved architecture of Palermo. From walking the excavated streets of Pompeii to strolling beneath luxurious, Baroque adornments in Lecce, your Southern Italy and Sicily tour embraces grandeur and immerses you in unrivaled beauty.

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Best of Sicily and Southern Italy Tour for Seniors

14 Day Custom Tour

Dynamic pricing from $5,007

Uncover the legends and immerse yourself in the history of Southern Italy. Spend a week in Sicily and a week on the mainland, hopping between three millennia of ruins, cultures, cities, and charms. Authentic local experiences mix with grand historical remains and plenty of coastlines, with just about every major European civilization having a role to play. Handcrafted for senior travelers who seek to both explore and experience, this is an in-depth tour full of fascinating details.

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Amazing Family-Friendly Sicily Tour

8 Day Custom Tour

Dynamic pricing from $2,859

Magnificent marble columns and powerful seaside castles inspire the entire family, keeping the kids engaged and creating unparalleled memories on your custom-tailored Sicily tour for families. Gold sand beaches line the shores. Vibrant markets fill the cities with the aroma of refreshing citrus. Ancient temples rise over olive trees. Baroque palaces decorate inviting squares. Mosaics create layers of opulence in chapel and cathedral naves, and the towering summit of Mount Etna is a constant promise of adventure. The family will feel inspired during your unforgettable time in the Mediterranean island charms of Sicily.

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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

We Work With the Best Travel Agents for Southern Italy & Sicily Tours

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Reviews of Zicasso's Referral Service

4.89 stars based on 5114 reviews.

Italy Tour Review: Rome, Naples, Pompeii, History, Culture,...
"If you want to experience an authentic trip to Italy, let...

Reviewed By Thomas A.

Italy Tour Review: Venice, Florence, Rome, Sorrento, Food,...
"Zicasso’s tour operator exceeded all of our expectations....

Reviewed By Jacob H.

Italy Luxury Travel Review: Sicily, Two Weeks
"Zicasso’s travel agent was so organized and a great communicator....

Reviewed By Chris C.

Italy Luxury Travel Review: Sicily, Mount Etna, 15-Day Trip...
"Our tour operator hit another home run for us with this...

Reviewed By Teresa S.

Italy Trip Review: Marriage Proposal, Cuisine, Culture,...
"It was an amazing trip; the best I’ve ever been on. I took...

Reviewed By Mike P.

Italy Luxury Vacation Review: Sicily, History, Wine, Local...
"We enjoyed our trip to Sicily immensely. It went seamlessly...

Reviewed By Amy k.