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Southern Italy & Sicily Tours

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.

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Sample Itineraries

You can have any trip tailor made for your private travel.

Highlights of Southern Italy and Sicily Tour

8 Day Custom Tour

From $2,195

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.
Hiking Southern Italy Tour: Trails of the Bay of Naples...

10 Day Custom Tour

From $2,745

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. 
Slow Food & Leisurely Wine Tour of Southern Italy...

14 Day Custom Tour

From $3,845

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. 
Family Friendly Vacation to Southern Italy and Sicily...

9 Day Custom Tour

From $2,470

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.
A Serene Senior’s Tour of Southern Italy and Sicily...

7 Day Custom Tour

From $1,920

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.
Romantic Couple’s Tour to Southern Italy and Sicily...

7 Day Custom Tour

From $1,920

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.
10 Days Off the Beaten Path Tour of Southern Italy...

10 Day Custom Tour

From $2,745

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.
Immersive Southern Italy and Sicily Tour: Food, Culture,...

8 Day Custom Tour

From $2,195

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.
Perfect Three-Week Italy Vacation: Southern Italy &...

21 Day Custom Tour

From $5,770

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.
Southern Italy and Sicily Tour: History & Indulgent...

11 Day Custom Tour

From $3,020

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.  
Best of Southern Italy & Sicily Tour

14 Day Custom Tour

From $3,845

Capture the essence of history, culture, and cuisine during your customizable, highlights tour of Southern Italy and Sicily. Indulge in the alluring splendor of Italian heritage that is featured in colorful towns around the Amalfi Coast and within the elegantly-preserved architecture of Palermo. The majesty of ancient Greek temples at Agrigento reveals the remarkable depths of heritage, which are emphasized by artifacts that are displayed in galleries like the National Archeological Museum of Naples. 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.
Best of Sicily and Southern Italy Tour for Seniors

14 Day Custom Tour

From $3,845

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.

Reviews of Zicasso's Referral Service

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4.88 stars based on 4519 reviews. See all our reviews.

Southern Italy Vacation Review: Sicily, Taormina, Positano,...
Our travel planner was very attentive and scheduled all

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Reviewed By Sally T.

Italy & Sicily Family Travel Review: Mozzarella Making...
Our travel planner and his team at this tour company built

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Reviewed By Christina M.

Southern Italy Couple's Vacation Review: Sicily & Puglia...
My husband and I recently took a trip to southern Italy.

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Reviewed By Lauren B.

Travel Review: Luxury Italy Trip, Sicily, Catania, Siracusa,...
Trip was well organized by the company. They were always

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Reviewed By Arlene O.

Southern Italy Review: Sicily, Amalfi Coast, History, 11-Day...
An astounding THANK YOU to you and this travel team for

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Reviewed By Anthony C.

Italy Vacation Review: Sicily, Amalfi Coast Path of Gods...
Our trip to Rome, Amalfi Coast and Sicily was wonderful!

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Reviewed By Nancy W.

Travel Review: Italy Vacation, Amalfi Coast, Sicily, Cooking...
My husband and I had a fabulous trip to the Amalfi Coast

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Reviewed By judy d.

Travel Review: Italy Vacation, Amalfi Coast, Rome, Florence,...
We used our travel planner with this travel company for

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Reviewed By Julia D.

Italy Luxury Vacation Review: Sicily, Chocolate Making in...
This was our 4th family trip to Italy and we mixed some

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Reviewed By Tony S.

Italy Travel Agent Review: Friends Vacation Tour, Rome &...
The travel designer, of this travel company, orchestrated

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Reviewed By Brenda G.

Southern Italy Luxury Vacation Review: Hilltop Town of Taormina,...
We had a really wonderful 9 day trip to Sicily. I had a

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Reviewed By Nancy H.

Vacation Review, Italy, Wine tastings in Chianti & Montalcino,...
We just returned from a 25 day trip having spent time in

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Reviewed By gary m.