The Ancient theatre of Taormina in Sicily, Italy

Ten Day Sicily Itineraries

Ratings of Zicasso's Service

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

Tailor Made Itineraries

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

The Cathedral of Monreale is a church in the Metropolitan City of Palermo, Sicily, southern Italy.

Splendor of Sicily Tour: Ten Days of Culture, Relaxation, and Discovery

10 Day Custom Tour

From $2,745

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.

View Custom Itinerary
Palermo Botanic Gardens in the region of Sicily, Italy

Beautiful Landscapes and Gardens of Sicily Tour

10 Day Custom Tour

From $2,745

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.

View Custom Itinerary
Piazza IX Aprile-Taormina's central square in Sicily, Italy

Jewish Cultural Tour of Sicily: History & Legacy

10 Day Custom Tour

From $2,745

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.

View Custom Itinerary
Azure waters of Goza Island in Malta

Highlights of Sicily and Malta Tour

10 Day Custom Tour

From $2,745

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.

View Custom Itinerary
View of the hilltop town Taormina, Italy at dusk.

Highlights of Sicily Itinerary: Palermo to Catania

10 Day Custom Tour

From $2,745

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.

View Custom Itinerary
Piazza Armerina in Sicily, Itlay

5 Stars Sicily Tour Package

10 Day Custom Tour

From $5,995

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.

View Custom Itinerary

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.
Travel Worry-Free
Every Time
24/7 support and local assistance for every moment of your vacation.

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 when the weather is ideal for outdoor activities, and the crowds disperse. September through early November are also excellent months for a visit.

Your travel goals, preferences, who you are traveling with, and what you would like to see and do will also affect the best time for your visit. You may wish to plan a skiing vacation on the powdery slopes of the Dolomites with your family or bask on a pristine Sicilian beach with your loved one.

Travelers can immerse themselves in the culinary culture, heritage, and gorgeous scenery year-round, with wine tasting, Roman ruin exploration, and coastal sightseeing always available for your vacation.

Read More    >
Top 15 Things to Do in Italy
Forum ruins in Rome, Italy.
Top 15 Things to Do in Italy

From immersive tours of ancient Rome to the intricacies of artisan crafts, gastronomy to national parks, Italy has an endless number of things to do.

You can witness more UNESCO World Heritage sites than any other country in the world or sample the enticing flavors of celebrated 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 essential things to do in Italy for a majestic, authentic, and unique experience.

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

Italy practically overflows with must-see destinations, and deciding which to explore can be overwhelming.

The country inspires with ancient cultural riches and unique style, as well as enchanting natural beauty. With endless majesty stemming from the dramatic coastline, beautiful lakes, and rolling hills, it is no wonder we find inspiration throughout the country.

Here are the destinations you must see to discover the essential Italy and savor the simple pleasures offered by Italian life.

Read More    >

Reviews of Zicasso's Referral Service

4.87 stars based on 224 reviews.

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

Reviewed By ANDrew C.

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

Reviewed By James W.

Italy Vacation Review: Rome, Pompeii, Positano, Sorrento,...
"[Our travel agent] learned of our basic interests and took...

Reviewed By Bill T.

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.

Sicily Travel Review: Luxury Trip to Italy, History &...
"All of the guides were friendly, knowledgeable, and professional..."

Reviewed By Lisa C.