Rome and Sicily Itineraries

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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.

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Tailor Made Itineraries

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

Cultivated land and majestic snow-capped Mount Etna, Sicily

Sicily Itinerary for the Experienced Wine Connoisseur

8 Day Custom Tour

From $2,195

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

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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Amalfi Coast, Gulf of Solerno

Wonders of Rome, Sicily & The Amalfi Coast Tour

14 Day Custom Tour

From $3,845

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

From $2,745

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

From $7,075

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

From $2,470

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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Reviews of Zicasso's Referral Service

4.83 stars based on 88 reviews.

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

Reviewed By Bill T.

Travel Review: Italy Vacation, Sicily, Rome, Amalfi Coast,...
"Communication with this company was timely and efficient"

Reviewed By Diane G.

Italy Trip Review: 9-Night Vacation to Rome, Sicily &...
"Laura was crucial in making the agenda and listening to...

Reviewed By Tim L.

Italy Vacation Review: Sicily, Amalfi Coast Path of Gods...
"Our travel agent was fun to work with..."

Reviewed By Nancy W.

Travel Review: Luxury Italy Vacation, Amalfi Coast, Sicily,...
"We had a fabulous trip to Amalfi Coast and Sicily!!!"

Reviewed By Ashley C.

Italy Travel Agent Review: Friends Vacation Tour, Rome &...
"While on our trip, the designer was in contact with me...making...

Reviewed By Brenda G.