Sicily Tours & Trips

111 Sicily trips. Tours from 54 tour companies. 530 reviews. 4.6/5 avg rating.

111 Trips match your criteria (21 - 40 shown)

Culinary Delights of Italy: Rome to Florence
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By TripRover
AI Enhanced
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Private wine tasting sessions in Rome's historic vineyards
  • Hands-on cooking classes with master Italian chefs
  • Exclusive meals at Michelin-starred restaurants in Florence
  • Guided tours of local markets and specialty food shops
  • Luxurious accommodations with gourmet dining experiences

Themes

Cultural, Luxury, Gastronomy

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

Trip dates & details
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Family Sicily Multi-Activity Adventure
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Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Moderate

Visits

Mount Etna, Sicily, Taormina

Highlights

  • Weeklong multi-activity family holiday in Sicily
  • Tree tent stay, zip lines, climbing and archery at Madonie Adventure Park
  • Cook pasta and master gnocchi making in Sicily's capital, Palermo

Themes

Cultural, Hiking & Walking

What travelers are saying

"Fantastic holiday, group and leader (T)"

Trip dates & details
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Secrets of Sicily Walk
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Self-Guided / Independent Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Sicily

Highlights

  • Turquoise seas, coral-lined grottoes and unspoilt sandy beaches
  • Exotic Mediterranean flora; orange groves, dwarf palms and olive trees
  • Medieval churches, ancient villages and pre-historic caves
  • Stay in a traditional Sicilian farmhouse and cosy bed and breakfast
  • Fantastic bird spotting opportunities

Themes

Hiking & Walking

What travelers are saying

"Excellent service"

Trip dates & details
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Health Safety +

Generous cancellation

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A Taste of Sicily - Palermo to Syracusa
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Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Strenuous

Visits

Agrigento, Catania, Sicily, Syracuse

Highlights

  • Weeklong gastronomic journey across Sicily from Palermo to Syracusa
  • Visit a traditional Sicilian farmhouse to enjoy fresh produce and delicious flavours
  • Visit Sicily's most famous Classical remains in the Valley of the Temples

Themes

Cultural, Hiking & Walking

What travelers are saying

"Fantastic holiday, group and leader (T)"

Trip dates & details
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Walking In Sicily
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Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star

Visits

Catania, Mount Etna, Sicily, Taormina

Highlights

  • Varied hikes among eastern Sicily's diverse landscapes based close to historic Taormina
  • Walk on the lava strewn slopes of Mount Etna and visit the Aeolian island of Lipari
  • Explore quaint inland towns and the quiet trails of the Pantalica Gorge

What travelers are saying

"Fantastic holiday, group and leader (T)"

Trip dates & details
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Sicily Grand Tour
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Small Group Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Mount Etna, Palermo, Sicily, Syracuse, Taormina

Highlights

  • Explore baroque towns and ancient Greek temples
  • See the impressive Piazza Armerina mosaics
  • Take special tours led by local guides
  • Discover the best sights and towns in Sicily

Themes

Cultural

What travelers are saying

"Excellent service"

Trip dates & details
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Health Safety +

Generous cancellation

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Custom Designed Trip
Lodging level
lodgingLevelName
Physical level
N/A

Highlights

  • Fully customized trip based on preferences
  • Matched with a local specialist
  • From $200 per person per day
Self-Guided / Independent Tour
Ancient Sicily
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Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Moderate

Visits

Acropolis, Agrigento, Athens, Bar, Catania, Cefalu, Crete, Mount Etna, Sicily, Syracuse, Taormina

Highlights

  • A leisurely two-week trip to explore Sicily in depth
  • Sicily's history is brought to life by a specialist lecturer Antonio Marretta
  • Visit Sicily's most famous Classical remains in the Valley of the Temples

Themes

Cultural, Hiking & Walking

What travelers are saying

"Fantastic holiday, group and leader (T)"

Trip dates & details
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Highlights of Calabria & Sicily
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Small Group Tour
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Easy

Visits

Bar, Catania, Sicily, Syracuse

Highlights

  • Get up close and personal with the active volcanoes scattered across the Aeolian Islands and perhaps take a dip in one of the sulphur springs
  • Surrounded by dramatic valleys and craters set in a lunar-like landscape, towering Mt. Etna is one of the greatest natural beauties of the Mediterranean, and Europe’s largest active volcano
  • Search crumbling Greek and Roman ruins in the charming seaside town of Taormina
  • Encounter the crumbling facades of Syracuse and unearth hundreds of years of Greco-Roman history

Themes

High Adventure

What travelers are saying

"I went on the Intrepid 15 day "Best of Morocco" tour in 2025 and had such an amazing time that I wasn't ready to leave by the time the trip finished! It exceeded my expectations in so many ways: value for money, itinerary, a lot of included activities balanced with lots of rest stops on longer travel days, very caring & attentive local guides, and lots of optional activities. As a company, Intrepid was very easy to communicate with before the trip started (I had sent a few questions about optional activities). The website is also easy to navigate and simple for updating travel & health information. If you are considering doing a tour with Intrepid - make sure you read the Essential Trip Information they have on each tour page. It describes everything in detail so you'll know what to expect. While I LOVED my tour, I can see some people signing up for this without reading the description and then being surprised at some of the 2 star hotels (in this case it was the "Original" tour style). Overall, I am impressed at how this tour managed to simultaneously get us closer to Moroccan culture AND feel like an adventure AND feel like a vacation from day-to-day life back home. I would travel with Intrepid again."

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Sicily Reviews & Ratings

4.6/5  Excellent
530  Reviews
See all Sicily tour reviews
Excellent
96
Great
44
Average
6
Disappointing
0
Terrible
1
D

David

Apr 2025

Written on

Malta and Gozo Discovery

The Explore trip we had to Malta and Gozo was fantastic! The trip was very well run by our superb leader Chantelle Shaw. She excelled in every way. We were looked af...

T

Trusted Customer

Apr 2025

Written on

Malta and Gozo Discovery

This is a thorough and comprehensive trip. It was a lovely group and March is a good time to travel, at the start of the season. Chantal is an excellent and well org...

M

Monica

Apr 2025

Written on

Malta and Gozo Discovery

The itinerary was varied and interesting, the leader was brilliant, friendly, knowledgeable and endlessly helpful, and the members of our small group were all good c...

K

Kathryn

Apr 2025

Written on

Malta and Gozo Discovery

This is a really great trip if you love history. Malta is a fascinating place and the Explore tour covers most of it! Be prepared for sitting in Malta’s traffic for ...

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Sicily Tour Selection Trips

  • Sicily has a number of uneven pavements to walk on, steep stairways to climb and rough bouncy roads to drive over. This may not be the best trip if you have trouble walking or suffer from a bad back or neck.
  • Sicilian meals are bountiful and then some. Know from the start that you will be served large amounts and several courses, so pace yourself.
  • Sicilian cuisine is varied and outstanding. Consider enhancing your gastronomic experience by at least sampling some foods you might not eat at home.
  • While Sicily's weather is normally sunny and mild, it can get a bit chilly at higher altitudes, so taking layers of clothing is recommended.  
  • When you have free time in a city or town, get away from the main streets and more touristy areas. The back streets and hidden neighborhoods are much less crowded, charming and quite safe.

Additional details

Sicily is where some of the greatest cultures of the Mediterranean Sea converged. The island was once the center of the ancient world that saw traders and influences from the Ottoman Empire, Africa, and Greece.

This cultural melting pot and the distinct way of life of Sicily makes this island one of Italy’s most culturally and diverse regions.

Where is Sicily

Sicily is an island located right off the tip of the boot of Southern Italy and is one of the self-governing regions of Italy. Sicily is separated from the mainland by the Strait of Messina that connects the Tyrrhenian and Ionian Seas.

Travelers to Sicily can reach the island by either ferry or plane. The two main airports for the island are in Palermo and Catania. If you are coming from the Italian mainland, you can take a ferry from the region of Calabria at the tip of the Italian boot or take a longer ferry ride from Naples or Genoa.

Top Things to See in Sicily

Sicily has a history stretching back thousands of years with influences from all over the world. All of these important cultural impacts have created some of the most interesting cities and sites in Italy. Also, Sicily has a very unique landscape that has made it a top destination for visitors to Italy for years.

1. PalermoOne of the starting points for tours of Sicily, Palermo is a true representation of the historical roadmap of Sicily. Sicily is home to stunning Arabic architecture, Byzantine churches, and traditional Sicilian food such as arancini and caponata.  

2. Mount EtnaOne of Sicily’s main attractions, Mount Etna is an active stratovolcano just north of Catania. Visitors can hike the trails of the surrounding park or visit the active craters scattered across the volcano.

3. Valley of TemplesThe Valley of the Temples is a history lover’s dream and a top destination included in Sicily guided tours. The Valley of the Temples is an archaeological park in the city of Agrigento where 3,000 years of human occupation can be seen in the Greek temples, buildings, and theatres of the site.

4. OrtigiaOrtigia may be small, but it is mighty. Ortigia is the old town of Syracuse on the southern end of Sicily. Travelers will enjoy the tiny cobblestone streets, independent shops, and plazas that transport you to Sicily’s medieval and Greek past.

5. VineyardsSicily is one of Italy’s most famous wine regions. Covering over 300,000 acres of the island, these vineyards provide some of the best dessert wine in the world. Visitors to the island can take guided wine tours of the many vineyards around Palermo, Catania, and Mount Etna.

Common Sicily Tour Routes

Most guided tours of Sicily start and end in Catania or Palermo. These two main cities sit on opposite sides of the island and are both culturally important to understanding the Sicilian way of life. Both of these cities are also the best base points for day trips around the island. 

Sicily tours typically last between 8-15 days. Most tour itineraries include the major destinations of Mount Etna, Taormina, Syracuse, and the Valley of the Temples. The tour routes typically follow a semi-circle or full circle route of the island, visiting cities and regions along the coast. 

Sicily is occasionally included in broader Italy tours in Southern Italy. Many of these tour itineraries include stops on the Amalfi Coast, Sorrento, Naples, and Capri.

Who Will Enjoy Touring Sicily

Sicily is a prime destination for those wishing to learn about a storied culture while touring spectacular landscapes. History lovers will enjoy the multicultural cities of Palermo and Syracuse and the influential Valley of the Temples.

Additionally, outdoor enthusiasts will love the distinct terrain of Sicily. With towering mountains and long, stretching beaches, Sicily is one of the best places for travelers to experience Sicilian history through nature.

If you are looking for a food and wine experience, you will not be disappointed in Sicily. With such a strong food identity and wine culture, foodies will enjoy the food and wine tours that are offered in most Sicilian tour itineraries.

Sicily is also a destination for those looking to see another side of Italy. Since Sicily didn’t become part of the Italian kingdom until the 1860s, Sicily has retained a very distinct identity compared to other parts of Italy.

Always Find the Best

On Travelstride you can find 111 trips to Sicily and more than 20,000 trips worldwide ranging from budget to luxury and private guided to group tours and everything in between. Only on Stride can you find and compare expert-planned trips from 1,000+ tour operators, cruise lines and local experts. Read traveler and professional reviews so you can confidently find your perfect trip.

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