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Rome and Sicily Itineraries & Tours

Ratings of Zicasso's Service
<p>Celebrate two distinctive regions of Italy that each host an iconic culture, cuisine, and history. Rome and Sicily stand as testaments to ancient and modern marvels, and their endless enchanting qualities are waiting for your discovery. Explore the variety of Italy with your Rome and Sicily itinerary from Zicasso.</p>

Celebrate two distinctive regions of Italy that each host an iconic culture, cuisine,...

Celebrate two distinctive regions of Italy that each host an iconic culture, cuisine, and history. Rome and Sicily stand as testaments to ancient and modern marvels, and their endless enchanting qualities are waiting for your discovery. Explore the variety of Italy with your Rome and Sicily itinerary from Zicasso.

Life-Enriching Travel Designed Just for You

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    Trips curated by the world’s top destination experts

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    Concierge-level service leading up to and during your trip

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    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
Vineyards in Sicily, Italy
Sicily Itinerary for the Experienced Wine Connoisseur

8 Day Custom Tour

Dynamic pricing from $2,859

Combine traditional flavor with ancient history, and Baroque charm with rich landscapes during your custom-tailored wine tour of Sicily for seniors. The indelible marks of ancient settlers gave rise to stunning culinary delights while elegant towns capture the grandeur of former kingdoms. Your immersive tour will highlight the treasured sunsets in Noto and luxurious coastline at Marzamemi, as well as the bountiful vineyards that spread across the foothills of Mount Etna. You will capture the spirit of the local markets that reveal customary recipes and explore the isolated islands that overflow with hidden splendors to shape your perfect blend of the past and present of Sicily.

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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

Dynamic pricing from $2,501

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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Amalfi Coast, Gulf of Solerno
Wonders of Rome, Sicily & The Amalfi Coast Tour

14 Day Custom Tour

Dynamic pricing from $5,007

While in Italy, you can sink into luxury and let the ancient world spring to life around you. Mosaics from Pompeii remain vibrant with lifelike images and exciting colors as Greek ruins rise out of the mountaintops and plains of Sicily. The Mediterranean Sea brushes at the beaches and boulders that line the Amalfi Coast. Hidden waterfalls feed abandoned paper mills and a treasure trove of artwork decorates the galleries of the Vatican Museums. Your custom tailored tour combines the wonders of the landscape and the splendors of history for a special expression of Southern Italy’s unforgettable and distinguished culture.

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Young girl enjoying a gelato in Rome, Italy
Kid-Friendly Family Tour of Italy's Highlights

10 Day Custom Tour

Dynamic pricing from $3,575

Become gladiators, search for priceless paintings, and indulge in unforgettable adventures with a custom tailored family-friendly Italy itinerary. Relish a chance to blend fun and education with culture that the kids can touch. Knead handmade pasta dough under the guidance of a private chef and then wander through hidden corridors and along the labyrinthine Hypogeum in the Colosseum. Explore extinct volcanic craters and learn the art of making fresh gelato in a medieval town. Your private family Italy tour itinerary will offer flavorful delights, ancient marvels, and secret catacombs to create memories that will last a lifetime.

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The coast of Sorrento in Italy
Italian Adventure to Rome, Amalfi Coast and Sicily

12 Day Custom Tour

Dynamic pricing from $9,199

The wonders of Rome, the coastal Campania region, and Sicily come alive on this 11-day tour of Italy's southern half. From the Italian capital to the bustling port city of Palermo, enjoy a balanced itinerary that combines guided excursions, food tours, and ample free time to bask in all that is best of the regions you visit.

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Couple at a luxury resort pool surrounded by vineyards in Selinunte, Sicily
Romantic Sicily Wine Tour

9 Day Custom Tour

Dynamic pricing from $3,217

Capture the romance of Italy during your custom-tailored Sicily wine tour for couples. Revel in the perfect mixture of seductive history and enchanting flavors with private tours that offer exclusive access to boutique vineyards from Palermo to Marsala. The art and artistry of tradition bring a deep well of heritage that spans the millennia and shapes the captivating ambiance in which you will find Byzantine mosaics, ancient Greek architecture, delicate olive oil, and complex wines. Relax in the beauty of seaside towns, indulge in the splendor of golden architecture, and embrace the immersive panoramas seen during your luxurious wine tour 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

Reviews of Zicasso's Referral Service

4.83 stars based on 82 reviews.

Italy Luxury Travel Review: Sicily, Amalfi Coast, Positano,...
"Zicasso's tour partner was a true professional. She constructed...

Reviewed By Jason W.

Italy Luxury Vacation Review: Sicily, Rome, Sorrento, Amalfi...
"Our family really enjoyed this trip and we were very happy...

Reviewed By Debra S.

Italy Luxury Vacation Review: Rome, Capri, Mount Etna, Taormina,...
"Our Zicasso travel agent did a wonderful job planning and...

Reviewed By Paul G.

Italy Luxury Vacation Review: Sicily, Rome, Taormina, Siracusa,...
"Zicasso’s travel representatives took care of every detail...

Reviewed By Judy M.

Italy Travel Review: Rome, Sorrento, Amalfi Coast, Sicily,...
"Overall, we were very happy with our trip and our travel...

Reviewed By Rosemary L.

Italy Luxury Honeymoon Review: Rome, Venice, Tuscany, Sicily,...
"I cannot begin to express how grateful we are to Zicasso...

Reviewed By Yakov M.