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One Week Sicily Itineraries

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This unique Mediterranean island displays amazing regional culture through its cuisine, history, and dazzling views of the sparkling sea. Your opportunity to explore the distinct experience of Sicily from its staggering ancient temples to its charming seaside vineyards is through a one-week itinerary designed with one of Zicasso’s local specialists at your side.

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Tailor Made Itineraries

Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

Medieval church of the city of Taormina. Sicily, Italy

Perfect One-Week Sicily Wine Tour

7 Day Custom Tour

From $1,920

Discover corners that are filled with magic and flavors as they support greatness during your customizable wine tour of Sicily, immersing you in the soul of the landscape and passion of this historic culture. Experience the perfect trip for real oenophiles that accentuates the complexities of the regional microclimates and the pleasures that are brought about by a brilliant pairing between the right glass of wine and a treasured, local recipe. Uncover the deep-rooted oenological history and the enchanting splendor of Baroque cities, the marvels of secluded estates, and the grandeur of the ancient world during your exclusive Sicily wine tour.

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View of Giardini Naxos, beach and city, Mount Etna

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.

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Beaches in Taormina, Italy

Sensational 7-Day Sicilian Escapade for Couples and Honeymooners

7 Day Custom Tour

From $3,985

Italy’s stunning island of Sicily is a sanctuary of archeological sites, culinary traditions, and breathtaking seascapes that come together in this extravagant seven-day honeymoon vacation from Taormina to Siracusa. The adventure highlights the depth of history that underpins local traditions, the revered landmarks that share their ancient stories, and the exquisite cuisine served at tables overlooking the glimmering Mediterranean Sea. Let Sicily seduce you on your next romantic escapade.

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View of the Cathedral of Saint Agatha in Sicily, Italy

Exclusive Baroque Tour of Sicily

7 Day Custom Tour

From $4,195

Sicily will enchant you with its stunning architecture, embracing culture, and elegant flavors on your custom tailored Sicily Baroque tour. Elegant statues frame trickling fountains. Locals dine on timeless recipes passed down from generation to generation. Quality olive oil is as coveted as celebrated wine, and sampled with the same reverence. Marketplaces alight with the colorful rinds of fresh produce. The aroma of citrus emanates from wild orange groves. Sicily’s layered history emboldens and enhances the wonders of its contemporary lifestyle, from the cities to the countryside, and to those that hold its traditions dear.

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Palermo under the rising sun in Sicily, Italy

Sicilian Splendors for All: Amazing One-Week Family Vacation

7 Day Custom Tour

From $1,920

Experience the history, beauty, and delicious cuisine of Sicily during this week-long family vacation. Create lifelong memories as you visit the enchanting destinations of Palermo, Agrigento, Enna, Catania, and Taormina. From a pasta-making course to a climb up Mt. Etna, explore all this amazing island has to offer with this unforgettable family trip.

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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

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.

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Savoca in Sicily, Italy, served as the stand in for Corleone during the filming of the Godfather

The Godfather Tour of Sicily: Palermo & Taormina

7 Day Custom Tour

From $1,920

For fans of the Godfather trilogy, this custom tailored Godfather tour in Sicily is an offer you can’t refuse. Retrace the footsteps of Vito and Michael Corleone around the villages of Sicily. Listen to the echoes of familial rivalries that have spanned generations. Witness lavish historic palaces and breathtaking Baroque churches that influenced the powerful rise of the infamous Cosa Nostra, of which the Corleone Family fictitiously took part. Discover the depths in which the mafia spurred the growth of Sicily and how the crime families, large and small, captured imaginations across the world.

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Delightful coastal town of Taormina, Sicily, Italy

Sicily for Seniors: One-Week Immersive Tour

7 Day Custom Tour

From $1,920

Designed especially for seniors, this immersive 7-day tour of Sicily is designed to explore the island’s ancient history to its lively culture and delicious cuisine. Feel the history come to life as you sip on local wines and discover the unparalleled luxury and charm of Sicily during this unforgettable trip. Attend an opera performance at Massimo Theater in Palermo, indulge in a day trip to the town of Giardini Naxos, and traverse ancient ruins in the Valley of the Temples.

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View of the city of Taormina and Mount Etna, Sicily

Sicily for Two: One Week Couple’s Retreat

7 Day Custom Tour

From $1,920

Romance will be in the air during this 7-day couple’s vacation to the stunning island of Sicily. Explore the best parts of the island as you uncover the beauty, history, and delicious food of Italy’s largest island. Dinners for two and exclusive experiences will be yours to enjoy as you indulge in all Sicily has to offer during this remarkable and unforgettable vacation.

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Castello Ursino in Catania, Italy

Eclectic World of Sicily Tour: Palermo, Catania, Messina, Siracusa & Agrigento

8 Day Custom Tour

From $2,195

Your view over the water brings an endless azure panorama sweeping upwards into the looming conical peak of Mount Etna. Ancient Greek temples decorate the valley floor, their pearl marble color standing out against the rugged hillsides. A Norman castle contains elements of Arabic décor and the Riace Warriors show bearded, muscular figures cut from bronze. Your custom tailored Sicily tour takes you through the unparalleled history around the island, showcasing the splendor of the past and the unique culture of the present.

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More About Travel to Sicily

Best Time to Visit Sicily
Coastal city of Cefalù in northern Sicily
Best Time to Visit Sicily

Sicily is a welcoming island with a warmth that derives from the Mediterranean light and rich heritage. An eternal crossroads along the clear and colorful waters of the Tyrrhenian and Ionian seas, Sicily is imbued with cultural, culinary, and natural treasures any time of year that you choose to visit. From Byzantine churches to Baroque cathedrals, the fumes of Mt. Etna to the views of Taormina, Sicily brims with splendor no matter the time of year.

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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

Sicily is a treasure of Italy that captivates visitors with timeless ruins, classic culture, and mouthwatering gastronomy.  The scenery has shaped the culture from Mt. Etna to the shoreline, gorges to arid hills with cities hiding touches of ancient wonder. From captivating wines to delicious local recipes, volcano trekking to remainders of the Classical world and inspiring coastline, these are the essential things to do when you visit.

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Reviews of Zicasso's Referral Service

4.86 stars based on 228 reviews.

Italy Travel Review: Sicily, Ortigia, Taormina, Agrigento,...
"[Our travel agent] was excellent, delivering with no errors."

Reviewed By Thomas F.

Luxury Italy Vacation Review: Sicily, Palermo, Taormina,...
"[Our travel agents'] knowledge of the country as well as...

Reviewed By ANDrew C.

Italy Family Trip Review: Rome, Sorrento, Capri, Pompeii,...
"Marcella went above and beyond to answer my many questions...

Reviewed By Francesca P.

Sicily Travel Review: Luxury Couples' Trip to Italy, Palermo,...
"Our travel planner was gracious, accommodating, creative,...

Reviewed By Gerald N.

Luxury Italy Family Travel Review: Sicily, Amalfi Coast,...
"Everything about the trip was great."

Reviewed By James W.

Travel Review: Italy Family Vacation, Sicily, Siracusa,...
"Daniela was a pleasure to work with as she helped us tailor...

Reviewed By Christopher S.