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

Eleonora's Travel Agency

4.9

based on 333 reviews

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See Eleonora's profile

Destinations

country flag
Italy

Verified Review

Lisa G.
24 Jul 2026

The logistics of getting us around southwest Italy to Capri, Positano, and Sorrento went so smoothly, thanks to the services provided by Zicasso's travel specialist and another travel specialist of Zicasso's travel company. We began and ended our trip by flying in and out of Naples.
The guides, drivers, and staff of the hotels they arranged for us could not have been more friendly and accommodating. We were particularly impressed by the warm reception and overall service we received at our hotel in Capri. We were treated like family. We plan to return to Capri in 2028 and stay at that same hotel.
In addition to the quality of the service we received overall, we found the scenery in each area to be beautiful, lush, and green. They arranged several moderate-level guided hikes for us, one in the vicinity of each city we visited, and the countryside in each place was gorgeous. Each of our guides was very friendly, enthusiastic, and knowledgeable about the area we were hiking in.
Of course, the food everywhere we went was fantastic!
One unexpected bonus: At our hotel in Positano, completely serendipitously, I got to meet and chat with one of my favorite actors and his wife.
If I were to take the trip again, the one thing I would do differently would be to stay at a hotel other than our hotel in Naples the night prior to our departure flight back to the US. The room and services of the hotel staff were fine, but the hotel premises were in a hard-to-get-to location, on the second or third floor of an old building that did not have a reliable elevator. We had to drag our luggage up some long flights of stairs to get to the hotel lobby and rooms. There was also some false advertising by the hotel itself, in that the photo of the hotel we saw prior to our trip, which was represented as being the front of the hotel, was actually one side of the building that housed the hotel. The actual entrance of the building, which had to be used to get upstairs to the floor housing the hotel, was pretty sketchy-looking: dirty, dingy, and with that rickety-looking elevator we were afraid to use.

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Destinations

country flag
Italy

Verified Review

Lisa G.
24 Jul 2026

The logistics of getting us around southwest Italy to Capri, Positano, and Sorrento went so smoothly, thanks to the services provided by Zicasso's travel specialist and another travel specialist of Zicasso's travel company. We began and ended our trip by flying in and out of Naples.
The guides, drivers, and staff of the hotels they arranged for us could not have been more friendly and accommodating. We were particularly impressed by the warm reception and overall service we received at our hotel in Capri. We were treated like family. We plan to return to Capri in 2028 and stay at that same hotel.
In addition to the quality of the service we received overall, we found the scenery in each area to be beautiful, lush, and green. They arranged several moderate-level guided hikes for us, one in the vicinity of each city we visited, and the countryside in each place was gorgeous. Each of our guides was very friendly, enthusiastic, and knowledgeable about the area we were hiking in.
Of course, the food everywhere we went was fantastic!
One unexpected bonus: At our hotel in Positano, completely serendipitously, I got to meet and chat with one of my favorite actors and his wife.
If I were to take the trip again, the one thing I would do differently would be to stay at a hotel other than our hotel in Naples the night prior to our departure flight back to the US. The room and services of the hotel staff were fine, but the hotel premises were in a hard-to-get-to location, on the second or third floor of an old building that did not have a reliable elevator. We had to drag our luggage up some long flights of stairs to get to the hotel lobby and rooms. There was also some false advertising by the hotel itself, in that the photo of the hotel we saw prior to our trip, which was represented as being the front of the hotel, was actually one side of the building that housed the hotel. The actual entrance of the building, which had to be used to get upstairs to the floor housing the hotel, was pretty sketchy-looking: dirty, dingy, and with that rickety-looking elevator we were afraid to use.

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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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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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Ben's Travel Agency

4.7

based on 50 reviews

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See Ben's profile

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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Cameron's Travel Agency

5.0

based on 263 reviews

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See Cameron's profile

Destinations

country flag
Italy

Verified Review

Justine G.
14 Jul 2026

We had a great time. The first hotel was amazing. The second hotel was good, but it was hard to live up to the first. The two boat tours were fantastic and definitely a better option than driving tours. There were no glitches with the drivers or transfers. We received lots of information about the areas before our trip from Zicasso's travel specialist.

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Destinations

country flag
Italy

Verified Review

Justine G.
14 Jul 2026

We had a great time. The first hotel was amazing. The second hotel was good, but it was hard to live up to the first. The two boat tours were fantastic and definitely a better option than driving tours. There were no glitches with the drivers or transfers. We received lots of information about the areas before our trip from Zicasso's travel specialist.

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Elena's Travel Agency

5.0

based on 20 reviews

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See Elena's profile

Destinations

country flag
Italy

Verified Review

Sylvia A.
1 May 2026

I am writing to thank Zicasso’s travel specialist and the travel company for organizing such an amazing trip to Italy. This was the "bucket-list" trip my sister and I have talked about since we were teenagers and, 40 years later, she made it happen exactly as we had dreamed.
What we appreciated most was how well the travel specialist listened to our ideas and transformed them into a travel plan that truly worked for us. While it is easy to have ideas about traveling to Italy, it takes an experienced professional to balance the logistics of time, sightseeing, and budget. She made our trip feel so personal that we felt like we were the only ones touring this beautiful country.
Thank you for making our dreams a reality.

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Destinations

country flag
Italy

Verified Review

Sylvia A.
1 May 2026

I am writing to thank Zicasso’s travel specialist and the travel company for organizing such an amazing trip to Italy. This was the "bucket-list" trip my sister and I have talked about since we were teenagers and, 40 years later, she made it happen exactly as we had dreamed.
What we appreciated most was how well the travel specialist listened to our ideas and transformed them into a travel plan that truly worked for us. While it is easy to have ideas about traveling to Italy, it takes an experienced professional to balance the logistics of time, sightseeing, and budget. She made our trip feel so personal that we felt like we were the only ones touring this beautiful country.
Thank you for making our dreams a reality.

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Stefania's Travel Agency

4.9

based on 69 reviews

See all 69 reviewsSee all reviews
See Stefania's profile

Destinations

country flag
Italy

Verified Review

Dalia C.
8 Jul 2026

Zicasso's travel specialist was wonderful to work with! She was very responsive to my requests and was flexible as we went back and forth to tailor something that was just right for my family. She was also available over text once we arrived in Italy to help us with any snags or questions that came up. The trip itself was lovely. All the tours and accommodations were perfect for what we wanted.

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Destinations

country flag
Italy

Verified Review

Dalia C.
8 Jul 2026

Zicasso's travel specialist was wonderful to work with! She was very responsive to my requests and was flexible as we went back and forth to tailor something that was just right for my family. She was also available over text once we arrived in Italy to help us with any snags or questions that came up. The trip itself was lovely. All the tours and accommodations were perfect for what we wanted.

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