The Ancient theatre of Taormina in Sicily, Italy

Ten Day Sicily Itineraries

Ratings of Zicasso's Service
<p>Find ancient surprises, mouthwatering food and wine shaped by tradition, and inspiring landscapes that sweep out to the sea with any 10-day Sicily itinerary. Our Zicasso travel specialists plan your trip with local expertise that can immerse you in hidden coastal towns or luxurious villas that overlook rolling vineyards. Our sample itineraries can inspire your next trip with ideas tailored to your preferences, whether you wish to travel to the top of Mt. Vesuvius or wander through the standing pillars of preserved Greek temples when visiting Sicily.</p>

Find ancient surprises, mouthwatering food and wine shaped by tradition, and inspiring...

Find ancient surprises, mouthwatering food and wine shaped by tradition, and inspiring landscapes that sweep out to the sea with any 10-day Sicily itinerary. Our Zicasso travel specialists plan your trip with local expertise that can immerse you in hidden coastal towns or luxurious villas that overlook rolling vineyards. Our sample itineraries can inspire your next trip with ideas tailored to your preferences, whether you wish to travel to the top of Mt. Vesuvius or wander through the standing pillars of preserved Greek temples when visiting Sicily.

How Zicasso Works In 3 Simple Steps

  1. 1

    Describe your dream tour.

  2. 2

    We match you with up to 3 top travel specialists. They compete to plan your trip.

  3. 3

    Book the trip when you are satisfied.

Ratings of Zicasso's Service
The Cathedral of Monreale is a church in the Metropolitan City of Palermo, Sicily, southern Italy.

Italy is a grand adventure that immerses its visitors in the spirit of La Dolce Vita, especially during this 10-day best of Sicily tour. Experience the highlights of history and heritage as you travel from Palermo to Taormina to witness the famous monuments and hidden charms along the way. Sample delicious wines, uncover the ancient history of Sicily, and discover its authentic wonders that sweep from the golden shores to the foothills of Mt. Etna.

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Palermo Botanic Gardens in the region of Sicily, Italy
Beautiful Landscapes and Gardens of Sicily Tour

10 Day Custom Tour

Dynamic pricing from $3,575

Discover your private secret garden in Sicily, lush with decorative vines, orange groves and olive orchards; explore the rich soil that creates the incredible fertile landscape. Chefs create unique and widely sought dishes using traditional ingredients grown in personalized private plots. Noble families decorate their estates with blossoming white trees and towering palm fronds. Vineyards comb the fertile foothills of Mount Etna. Baroque palaces frame elegant squares and verdant gardens hide behind ancient Doric ruins. Your custom tailored tour of Sicily’s landscapes and gardens has you strolling along parks and botanical gardens, history, and unforgettable scenery.

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Piazza IX Aprile-Taormina's central square in Sicily, Italy
Jewish Cultural Tour of Sicily: History & Legacy

10 Day Custom Tour

Dynamic pricing from $3,575

The finer details of Jewish tradition have left a tangible mark on Sicily, adorning ancient buildings and shaping local culture. A hidden mikveh (bath used for ritual immersion) continues to bubble with fresh spring water. Stars of David decorate municipal buildings in towns that have not had a Jewish community for centuries. Synagogue foundations and demarcations of Jewish Quarters are found throughout the region. Jewish culture and traditions are as spirited and as tenacious as the people who hold these values dear. Your Jewish cultural tour of Sicily highlights the influence of Sicily’s Jewish population in the art, architecture, and cuisine on a luxury excursion of a unique and untold history.

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Azure waters of Goza Island in Malta
Highlights of Sicily and Malta Tour

10 Day Custom Tour

Dynamic pricing from $3,575

The ancient lives, modern wonders, and cultural pleasures of Malta and Sicily surpass all expectation. Your custom-tailored tour of Sicily and Malta immerses you in unparalleled splendor, from ancient Greek temples to medieval fortresses. The protective ramparts of small towns create a fairytale ambiance for you to enjoy. Baroque palaces frame charming cobblestone piazzas. You will experience the luxuries of country estates and the comforts of lavish hotels overlooking the sparkling Mediterranean Sea. Traditions encompass millennia of settlers traveling from across the globe as the scent of fresh citrus lingers from wild orchards.

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Taormina's Greek Theatre in Italy
Highlights of Sicily Itinerary: Palermo to Catania

10 Day Custom Tour

Dynamic pricing from $3,635

Embrace picturesque Italy as it is embodied in sapphire waters, rich sunsets, ancient ruins, and mouthwatering cuisine during your custom-tailored, highlights tour of Sicily. Experience the true beauty of the Mediterranean with succulent flavors from treasured wines that have been produced on Mount Etna and the bold history that combines Norman and Arab cultures. The remarkable treasures of Greek temples continue to rise from the arid landscape while Baroque palaces decorate elegant boulevards and lead to lavish piazzas. Picture-perfect seaside villages, bustling outdoor markets, and opulent cathedrals represent the spirit of the island and will immerse you in its heritage and beauty, capturing the best of Sicily.

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Piazza Armerina in Sicily, Itlay
5 Stars Sicily Tour Package

10 Day Custom Tour

Dynamic pricing from $7,795

The beauty of Sicily is seductive on your 10-day 5 star Sicily tour package of the island, taking you from Norman cathedrals to Greek theaters. Enjoy panoramic views stretching from the seaside to the summit of Mount Etna, in complete luxury. The water shimmer azure in the Mediterranean sunlight and houses have a creamy sheen against the rugged rolling hills. Greek temples stand watch over the antique landscape protecting ancient civilizations and inspiring modern towns. Baroque palaces offer insight into elegant architectural design adorned with delicate neoclassical statues.

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Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
Top Travel Specialists
We connect you with the best boutique tour companies to plan your dream trip.
Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
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Every Time
24/7 support and local assistance for every moment of your vacation.

How Zicasso Works In 3 Simple Steps

  1. 1

    Describe your dream tour.

  2. 2

    We match you with up to 3 top travel specialists. They compete to plan your trip.

  3. 3

    Book the trip when you are satisfied.

Featured Articles

Best Time to Visit Italy
Summer Tuscany scenery with red poppy flowers and grain fields surrounding cute Vitaleta chapel and Pienza on the hill in Italy
Best Time to Visit Italy

The best time to visit Italy is in the spring and early summer months, from March through June. During this time, the weather is great for the beaches, sightseeing, wine tasting, food tours, and more. Fall, particularly September and October, are also lovely times, when Italy is quieter and the fall colors are on show.

Your ideal experiences also affect the best time of the year to visit Italy for your trip. Skiing in the Dolomites is exceptional in December, while enjoying the sun-washed beaches of Sicily is best in May. Rome is brilliant in April, while Florence is stunning in September.

From wine tasting to Roman-ruin exploration and coastal sightseeing, find the best time for your experience. As a family, couple, senior, or adventure traveler, we share ideas to help you ...

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Top 15 Things to Do in Italy
The Roman Forum in Rome, Italy
Top 15 Things to Do in Italy

From immersive tours of ancient Rome to the intricacies of artisanal crafts, Italian gastronomy to breathtaking national parks, the top 15 things to do in Italy let travelers unravel the country’s beauty and culture.

You can witness more Unesco World Heritage Sites than in any other country or sample the enticing flavors of celebrated Italian wines. Art, architecture, gastronomy, history, and heritage highlight the depth of Italy’s quintessential allure, with a range of experiences that stretch from the Dolomite Mountains in the north to the shores of Sicily’s Lido Mazzaro in the south.

Discover the top 15 things to do in Italy for a majestic and authentic experience that brings Italian culture and unique experiences to the forefront.

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7 Best Places to Visit in Italy
A farmhouse sitting in sunny fields in Tuscany.
7 Best Places to Visit in Italy

From ancient ruins in the capital city of Rome to glistening canals in Venice, you can explore the best places to visit in Italy for inspiring travel ideas.

Italy enchants with ancient cultural riches and unique style, as well as enchanting natural beauty, from the colorful seaside Amalfi Coast towns to the golden hills of Tuscany. With endless majesty stemming from the dramatic coastline, beautiful lakes, and rolling landscapes, you can immerse yourself in the storied beauty as you explore the top places to visit.

Discover essential experiences and savor the pleasures of Italian life on a trip to the best places to go in Italy.

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Reviews of Zicasso's Referral Service

4.88 stars based on 242 reviews.

Italy Luxury Travel Review: Sicily, Palermo, Syracuse, Catania,...
"The travel company provided a well-thought-out itinerary,...

Reviewed By MICHAEL M.

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 Vacation Review: Sicily, Taormina, Palermo, Syracuse,...
"We could not have done this trip without the help of our...

Reviewed By Truen P.

Luxury Italy Tour Review: Sicily, Amalfi Coast, Palermo,...
"The travel agency was amazing."

Reviewed By Jess S.

Italy Tour Review: Sicily, Ortigia, Taormina, Positano,...
"We were very happy with Zicasso and the travel company...

Reviewed By Barry N.

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

Reviewed By Amy k.