Small beach with clear blue water and rock formations at Tonnara di Scopello in Trapani, Sicily, Italy
32,000+ Verified Traveler Reviews

Our Sicily Travel Specialists

Our Sicily travel specialists, the top boutique tour operators and travel agents, have cultivated relationships with the island’s trusted local guides, drivers, chefs, and artisans to create exceptionally inspiring experiences.

When you plan with our specialists in Sicily, your personal travel advisor will tap into their insider access to craft a trip just for you. Spend days losing yourself in ancient valleys, nights sampling fine wine, and mornings swimming in crystalline coves. From touring Greek temples to private cooking classes, our Sicily specialists handle every detail.

With our Sicily travel experts indulging your curiosity, prepare to fall deeply in love with this sun-drenched crossroads of culture.

See our specialists, the top 2% of boutique tour operators and travel agents

Ben's Travel Agency

4.7

based on 50 reviews

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Destinations

country flag
Italy

Verified Review

Lisa S.
24 Jul 2026

We had an absolute dream trip to Italy with the help of Zicasso's travel specialist! Traveling as a family of five, we visited Rome, Florence, San Gimignano, Greve, Siena, Cinque Terre, and Venice, along with many beautiful towns and smaller areas throughout the country.
The wonderful vacation rental accommodations were thoughtfully chosen and every detail of our trip was carefully planned. The local tour guides were incredibly knowledgeable and gave us a truly authentic experience. Our private transfers, train transfer, and private tours were efficient, informative, and made traveling from place to place seamless and stress-free.
The communication between all tour guides and transportation providers was great, as was that of each vacation rental host, who contacted us in advance to prepare us for our arrival.
One of our favorite parts of the trip was discovering the smaller, less-touristy areas within the larger cities, places we likely never would have found on our own. We enjoyed exploring Tridente for shopping and Trastevere in Rome for a private pizza-making class (highly recommended), artisan shops, excellent restaurants, and a vibrant nightlife.
Florence was wonderful, but we had the opportunity to travel to a few other areas, such as Siena, Greve, and San Gimignano. We even had a private vineyard tour and chef's meal while in Chianti. A must-see is the walk to the Boboli Gardens across Ponte Vecchio and, on the way back to our apartment, a stop at Piazzale Michelangelo.
While staying in Cinque Terre (Monterosso al Mare), be sure to take a private boat to visit all of the other villages and maybe even snorkel. The water is so clear!
Venice had great history, but we also enjoyed our boat tour to Murano to watch the glassmaking process and Burano, filled with gorgeous multicolored homes and artisan shops.
Every experience felt personal, meaningful, and special.
This trip was truly an absolute dream and we are so grateful to him for helping make our family vacation to Italy unforgettable. We highly recommend him to anyone looking to plan an incredible, seamless, and memorable trip!

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Destinations

country flag
Italy

Verified Review

Lisa S.
24 Jul 2026

We had an absolute dream trip to Italy with the help of Zicasso's travel specialist! Traveling as a family of five, we visited Rome, Florence, San Gimignano, Greve, Siena, Cinque Terre, and Venice, along with many beautiful towns and smaller areas throughout the country.
The wonderful vacation rental accommodations were thoughtfully chosen and every detail of our trip was carefully planned. The local tour guides were incredibly knowledgeable and gave us a truly authentic experience. Our private transfers, train transfer, and private tours were efficient, informative, and made traveling from place to place seamless and stress-free.
The communication between all tour guides and transportation providers was great, as was that of each vacation rental host, who contacted us in advance to prepare us for our arrival.
One of our favorite parts of the trip was discovering the smaller, less-touristy areas within the larger cities, places we likely never would have found on our own. We enjoyed exploring Tridente for shopping and Trastevere in Rome for a private pizza-making class (highly recommended), artisan shops, excellent restaurants, and a vibrant nightlife.
Florence was wonderful, but we had the opportunity to travel to a few other areas, such as Siena, Greve, and San Gimignano. We even had a private vineyard tour and chef's meal while in Chianti. A must-see is the walk to the Boboli Gardens across Ponte Vecchio and, on the way back to our apartment, a stop at Piazzale Michelangelo.
While staying in Cinque Terre (Monterosso al Mare), be sure to take a private boat to visit all of the other villages and maybe even snorkel. The water is so clear!
Venice had great history, but we also enjoyed our boat tour to Murano to watch the glassmaking process and Burano, filled with gorgeous multicolored homes and artisan shops.
Every experience felt personal, meaningful, and special.
This trip was truly an absolute dream and we are so grateful to him for helping make our family vacation to Italy unforgettable. We highly recommend him to anyone looking to plan an incredible, seamless, and memorable trip!

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Ana's Travel Agency

5.0

based on 155 reviews

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See Ana's profile

Destinations

country flag
Italy

Verified Review

Marisa G.
3 Aug 2026

We had the most beautiful 11-day honeymoon planned for us in Italy. The trip that was planned for us was extremely thoughtful and enabled us to experience an abundance of places. The hotels, private transportation, and recommendations were all spectacular. The team was responsive throughout our trip if we had any questions and they went above and beyond to ensure our vacation was memorable!

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Destinations

country flag
Italy

Verified Review

Marisa G.
3 Aug 2026

We had the most beautiful 11-day honeymoon planned for us in Italy. The trip that was planned for us was extremely thoughtful and enabled us to experience an abundance of places. The hotels, private transportation, and recommendations were all spectacular. The team was responsive throughout our trip if we had any questions and they went above and beyond to ensure our vacation was memorable!

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Angelina's Travel Agency

5.0

based on 22 reviews

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See Angelina's profile

Destinations

country flag
Italy

Verified Review

Craig C.
18 Jul 2026

Our family of six just returned from the trip of a lifetime and we owe it all to our incredible Zicasso travel specialist. Every detail was thoughtfully planned, allowing us to simply relax, explore, and make unforgettable memories together.
Our journey began in Rome, where we stayed in beautiful hotels and were greeted by professional, reliable drivers who made every transfer seamless. From there, we traveled south by train to experience Mount Vesuvius, a truly breathtaking day that combined history, adventure, and spectacular views. Next came the Amalfi Coast, where we stayed in a stunning waterfront hotel. Waking up to the beauty of the Mediterranean each morning felt like something out of a dream. Every recommendation was perfect, from the accommodations to the transportation and, of course, the local restaurants.
One of the most meaningful parts of our journey was traveling to Moliterno, the hometown of my wife's family. Visiting the place where her family story began was an emotional and unforgettable experience. Our private driver made the journey comfortable and enjoyable, allowing us to fully appreciate the beautiful Italian countryside. From there, we continued to the ancient city of Matera, where we spent several incredible days exploring one of the most fascinating and beautiful places we've ever visited. Finally, we departed through Bari, enjoying one last glimpse of Italy's stunning Adriatic coast before heading home.
Throughout the entire trip, every hotel was exceptional, every driver was punctual and courteous, and every transition was effortless. The itinerary struck the perfect balance between iconic destinations, hidden gems, relaxation, and meaningful family experiences.
This wasn't just a vacation. It was a journey our family will treasure for the rest of our lives. We cannot thank our travel specialist enough for creating such a seamless, personalized, and unforgettable experience. If you're looking for someone who truly listens, plans with care, and delivers beyond expectations, look no further. We give our highest recommendation and are already dreaming about our next adventure together.

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Destinations

country flag
Italy

Verified Review

Craig C.
18 Jul 2026

Our family of six just returned from the trip of a lifetime and we owe it all to our incredible Zicasso travel specialist. Every detail was thoughtfully planned, allowing us to simply relax, explore, and make unforgettable memories together.
Our journey began in Rome, where we stayed in beautiful hotels and were greeted by professional, reliable drivers who made every transfer seamless. From there, we traveled south by train to experience Mount Vesuvius, a truly breathtaking day that combined history, adventure, and spectacular views. Next came the Amalfi Coast, where we stayed in a stunning waterfront hotel. Waking up to the beauty of the Mediterranean each morning felt like something out of a dream. Every recommendation was perfect, from the accommodations to the transportation and, of course, the local restaurants.
One of the most meaningful parts of our journey was traveling to Moliterno, the hometown of my wife's family. Visiting the place where her family story began was an emotional and unforgettable experience. Our private driver made the journey comfortable and enjoyable, allowing us to fully appreciate the beautiful Italian countryside. From there, we continued to the ancient city of Matera, where we spent several incredible days exploring one of the most fascinating and beautiful places we've ever visited. Finally, we departed through Bari, enjoying one last glimpse of Italy's stunning Adriatic coast before heading home.
Throughout the entire trip, every hotel was exceptional, every driver was punctual and courteous, and every transition was effortless. The itinerary struck the perfect balance between iconic destinations, hidden gems, relaxation, and meaningful family experiences.
This wasn't just a vacation. It was a journey our family will treasure for the rest of our lives. We cannot thank our travel specialist enough for creating such a seamless, personalized, and unforgettable experience. If you're looking for someone who truly listens, plans with care, and delivers beyond expectations, look no further. We give our highest recommendation and are already dreaming about our next adventure together.

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Madeleine's Travel Agency

5.0

based on 35 reviews

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See Madeleine's profile

Destinations

country flag
Greece
country flag
Italy

Verified Review

David S.
29 Jun 2026

It couldn’t have gone smoother and couldn’t have been planned better. And the responsiveness of our personal Zicasso agent was very rapid, even well after dinner time, if we had a question, comment, or concern.

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Destinations

country flag
Greece
country flag
Italy

Verified Review

David S.
29 Jun 2026

It couldn’t have gone smoother and couldn’t have been planned better. And the responsiveness of our personal Zicasso agent was very rapid, even well after dinner time, if we had a question, comment, or concern.

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Alexandra's Travel Agency

5.0

based on 180 reviews

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See Alexandra's profile

Destinations

country flag
Italy

Verified Review

Daniel M.
27 Jun 2026

Everything went as planned. All the details were handled well. The hotel choices were excellent. All the guides were very good. All the drivers were on time. Overall, a great experience.

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Destinations

country flag
Italy

Verified Review

Daniel M.
27 Jun 2026

Everything went as planned. All the details were handled well. The hotel choices were excellent. All the guides were very good. All the drivers were on time. Overall, a great experience.

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Amy's Travel Agency

4.9

based on 15 reviews

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See Amy's profile

Destinations

country flag
Italy

Verified Review

Erinn C.
22 Jun 2026

We had the absolute best vacation and loved working with Zicasso’s travel specialist. The trip exceeded our expectations and everything was so easy on our end. Our drivers were fantastic and always on time.
Our guides for private tours of Pompeii and the Vatican Museums (including the Sistine Chapel and St. Peter's Basilica) were knowledgeable, friendly, spoke excellent English, and we never had to wait in extended queues.
The hotels selected worked perfectly for our family, with wonderful locations in Sorrento and Rome.
Our travel specialist was always quick to reply to our questions and truly planned a vacation we will never forget. We will use this her again when we return!

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Destinations

country flag
Italy

Verified Review

Erinn C.
22 Jun 2026

We had the absolute best vacation and loved working with Zicasso’s travel specialist. The trip exceeded our expectations and everything was so easy on our end. Our drivers were fantastic and always on time.
Our guides for private tours of Pompeii and the Vatican Museums (including the Sistine Chapel and St. Peter's Basilica) were knowledgeable, friendly, spoke excellent English, and we never had to wait in extended queues.
The hotels selected worked perfectly for our family, with wonderful locations in Sorrento and Rome.
Our travel specialist was always quick to reply to our questions and truly planned a vacation we will never forget. We will use this her again when we return!

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Stefania's Travel Agency

4.9

based on 70 reviews

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See Stefania's profile

Destinations

country flag
Italy

Verified Review

Mary j.
4 Aug 2026

The trip Zicasso's travel specialist planned for my family was perfect. She scheduled everything I asked for and her recommendations were excellent.

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Destinations

country flag
Italy

Verified Review

Mary j.
4 Aug 2026

The trip Zicasso's travel specialist planned for my family was perfect. She scheduled everything I asked for and her recommendations were excellent.

Show More