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Rome and Sicily Itineraries & Tours

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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.

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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More About Rome and Sicily Tours

Italy Travel Guide
Florence, Italy
Italy Travel Guide

From Roman ruins to the Tuscan countryside, there is something for every traveler in Italy.

Our Italy Travel Guide provides helpful tips and inspiration from must-see destinations and top activities to the best time to visit. Discover traditional food and wine, inspirational culture, and amazing cities on a personalized vacation.

For more information on how to make your dream journey a reality, get connected with a top travel specialist by filling out a Trip Request.

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Top 9 Things to Do in Rome
Colosseum in Rome, Italy
Top 9 Things to Do in Rome

Rome is the essence of Italy and the root of the connected culture across the peninsula. As the heart of Italian heritage, the remarkable architecture and access to sensational artworks only underscore the layers of history, evolution, and prestige. The Eternal City is timeless in its allure, from the towering Colosseum to the hidden catacombs, distinctive neighborhoods to dynamic local flavors, and there are so many essential things to do.

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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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Rome Travel Guide
Church of Saint Luca and Martina, Roman Forum and Colosseum in Italy
Rome Travel Guide

Rome is the iconic Eternal City, where the might of the Colosseum meets the opulence of the Vatican, and the delectable food and wine combine with streets lined with boutique shops. Compelling and layered, the lanes and boulevards unveil time, revealing Roman foundations, medieval buildings, and contemporary life. From Baroque masterpieces displayed in open piazzas to the elegant galleries demonstrating the empire's grandeur, our Rome Travel Guide has much more information to help inspire new ideas or understand different logistics before planning your trip.

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Sicily Travel Guide
Coastal city of Cefalù in northern Sicily
Sicily Travel Guide

From the rumbling of Europe’s most active volcano to the golden shores that feed into three different seas, Sicily is a cultural marvel at the crossroads of Mediterranean heritage. Explore the delights of inviting local cuisine and embrace stunning views sweeping over Roman ruins and glowing coastline to a snowcapped volcanic peak. Whether visiting the largest Greek temples in Italy or embracing lavish Baroque architecture, Sicily is a breathtaking collection of beauty and charm. Our Sicily Travel Guide has plenty of information about what you can do during your trip, when to visit, and more.

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Reviews of Zicasso's Referral Service

4.82 stars based on 73 reviews.

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

Reviewed By Francesca P.

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.

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

Reviewed By Brenda G.