Sicily Holidays and Tours 2024/2025

The largest island in the Mediterranean, Sicily has a wealth of amazing coastal paths, incredible beaches, awe-inspiring archeological sites and fantastic cuisine. A trip to Sicily also offers travelers a glimpse into a diverse culture that dates back to ancient times.  Visit majestic cathedrals, ancient Greek ruins, small painted churches, stunning vineyards and more to ...

Page 2 of 20 Trips in Sicily with 52 Reviews

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Self-Guided Cycling through Baroque Sicily

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  • No booking fees
9 day bicycle trip through Sicily, Modica, Marina Di Modica and 3 other destinations in Italy. Read More
  • Tour Type Private Tour
  • Activities Bicycle tours
  • Accommodation Hotel, Villa & Resort
  • Transport Boat
  • Age Range 13-95 yrs
  • Operated in English
days09 From US$ 3,200 View Tour
Next Departures
  • May 11 Only 8 seats left
  • May 18 Only 8 seats left
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Sicilian Dream by Train

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8 day explorer trip through Sicily, Mount Etna, Island Of Ortigia and 5 other destinations in Italy. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Bus, Coach, Train & Jeep
  • Age Range 8-99 yrs
  • Operated in English
days08 From US$ 2,692 View Tour
Next Departures
  • May 19 10+ seats left
  • May 26 10+ seats left
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A Sicilian Snapshot

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5 day explorer trip in Italy, visiting Sicily, Taormina and Island Of Ortigia. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Minibus & Train
  • Age Range 7-99 yrs
  • Operated in English
days05 From US$ 1,316 View Tour
Next Departures
  • May 11 10+ seats left
  • May 15 10+ seats left
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Charming Sicily - 2024

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8 day explorer trip through Sicily, Island Of Ortigia, Taormina and 3 other destinations in Italy. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Minibus
  • Age Range 7-99 yrs
  • Operated in English
days08 From US$ 2,604 View Tour
Next Departures
  • May 12 10+ seats left
  • May 17 10+ seats left
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Coastal Walks of Western Sicily

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8 day trekking and hiking trip visiting Sicily in Italy. Read More
  • Tour Type Small Group Tour
  • Activities Trekking and Hiking & Beach
  • Accommodation Hotel
  • Transport 4WD Jeep, Boat, Private Vehicle & Bus
  • Age Range 16-95 yrs
  • Operated in English
days08 From US$ 3,148 US$ 2,835
SavingUS$ 313
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  • Brochure Price:US$ 3,148
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  • Total Price from:US$ 2,835
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Next Departures
  • May 11 Only 7 seats left
  • Jun 01 Only 8 seats left
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Sicilian Serenade

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9 day explorer tour through Sicily, Taormina, Mount Etna and 3 other destinations in Italy. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Minibus & Train
  • Age Range 7-99 yrs
  • Operated in English
days09 From US$ 2,831 View Tour
Next Departures
  • May 10 10+ seats left
  • May 12 10+ seats left
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Sicily Tour Reviews

5 - Excellent
Based on 52 customer reviews
Pleasant experience with a chill guide. So interesting!
5 - Excellent
  • Samanta Fox
“Sicily was an absolutely unknown place for me so I wanted to explore so much. I do not think that I could have found a better tour. Lots of interesting people, places, food, wine and so on and so on. I will always remember day 3 when we visited Etna. It was like observing the real power of nature. Love it! Our hotels were pretty well. They had four or three stars. But I had everything I needed. Our traveling car was also really nice, so I felt safe while moving from one location to another. Highly recommended for all who love to explore this world with comfortable and interesting company.”
Best time ever!!
5 - Excellent
  • Alexandra
“We had a wonderful day together with Alfredo. Alfredo was the best guide ever!! He was excellent and was so fluent in english, he told us many interesting stories. He is an expert in Sicilian history and culture. he was both singing and dancing for us-we enjoyed it a lot. But most of all, he was such a service minded and understanding person. For example we were come minutes late in the morning and then we enjoyed the tour at the winery so much that we caused a delay in Alfredo's schedule but he was so humble and understanding. We highly recommend it to everyone travelling to Sicily.”
Exodus - Treasures of Sicily Tour
5 - Excellent
  • Nerida Woodcock
“The trip was great - got to see many areas of Sicily that are not necessarily on everyone's list of places to go. Our tour guide Martina was excellent and very passionate and knowledgeable about Sicily and it's history. She also made sure we had a great time and things ran to schedule.”

Sicily — Highlights and Travel Tips

The largest island in the Mediterranean, Sicily has a wealth of amazing coastal paths, incredible beaches, awe-inspiring archeological sites and fantastic cuisine. A trip to Sicily also offers travelers a glimpse into a diverse culture that dates back to ancient times.  Visit majestic cathedrals, ancient Greek ruins, small painted churches, stunning vineyards and more to get inspired on your Sicilian vacation. With lots of fabulous beaches in Sicily, visitors are spoilt for choice when it comes to beaches.

Tour Highlights

  • Explore the bustling capital of Palermo. See the amazing ancient architecture, medieval streets and lively market where vendors sing to lure you to their stalls.
  • Visit a group of small, creatively painted churches in Palermo and end your day at the majestic 11th-century cathedral of Monreale, one of the greatest existing examples of Norman architecture.
  • Don’t miss the nearby archaeological museum in Agrigento. It is home to one of Sicily's leading vacation attraction, the Greek ruins at the Valley of the Temples.
  • Venture out to the Aeolian islands for mud baths, snorkeling off black-sand lava beaches and hiking to the two active volcanoes.  
  • Your Sicily holiday is not complete without a trip to Mount Etna, the most active volcano in Europe and Sicily’s top tourist site. Hike the lunar landscape and go to one of the wineries on the north slope for a tasting.
  • Check out Siracusa where you will find an ancient Greek settlement, a Roman amphitheater and the ruins of the temple of Athena.  
  • Visit Segesta to see its Doric-style temple where Greek classics are performed in the theater during the summer.
  • Take a trip to Catania, which sits at the foot of Mount Etna and offers an awesome baroque-style city center, a hidden Roman theater, and a weekday fish market where lively vendors hawk their seafood.

Travel Tips

  • Sicily’s summer lasts much longer than in other parts of Italy, so good thing that it is the best time to visit! In the summer, you will have plenty of sunny days and warm water for swimming and snorkeling.
  • Sicily’s cuisine is unlike the rest of Italy. The street food at the markets in Palermo and Catania is plentiful and cheap. Sample a variety of food by joining a street food tour.
  • Make the port town of Trapani your home base for day trips to the west coast of the island.  
  • Sicilians may not seem as laid back as people in other parts of Italy. They are known to be very stoic and family-oriented, however, they will warm up to you if you give them a chance.
  • Get a SIM card to aid in navigation and translation apps. You can get a Vodafone SIM card in most cities for about 45 USD.
  • Try to get by with just carry-on luggage. Sicily is notorious for losing luggage after it arrives at the airport.
  • Plan accordingly, because the mid-afternoon siesta means that cafes, restaurants and gelaterias often close between 1pm ‒ 4:30pm.
  • Renting a car is the best way to see Sicily because public transportation will limit what you can visit. A small car with automatic transmission works best on the small and hilly streets.
  • The climate might seem more like that of an African country as compared to Europe, so prepare for hot and sunny with little shade, especially if you are planning to hike. Don’t forget a hat, sturdy shoes and plenty of sunscreen for your Sicily vacation.
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