Sicily Small Group Tours & Trip Packages

Sicily Small Group Tours & Trips

106 Sicily trips. Tours from 54 tour companies. 383 reviews. 4.6/5 avg rating.

41 trips exactly matchall of the the filters you selected.
My selections:
Small Group Tour
Cycling in Sicily
Save this trip to your favorites or other list
4.6/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Sicily, Syracuse

Highlights

  • Ride through six Unesco baroque towns in the Val di Noto, Marzamemi and Syracuse
  • Take rewarding scenic climbs and coastal rides alongside crystal-clear seas
  • Ride through picturesque countryside and quaint villages
  • Sample superb regional cuisine and wine
  • Cool off with swimming pool dips on five days and sea swims on four days

Themes

Cultural, Cycling & Biking

What travelers are saying

"Discover Costa Rica is a great itinerary, covering varied habitats around the country and staying 2 nights each at 6 centres. Their birdwatching specials are led by local experts who really know their stuff."

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

Generous cancellation

More
Malta and Gozo Discovery
Save this trip to your favorites or other list
4.7/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They explore a place beyond the typical tourist traps and offer exciting activities that bring the “wow factor” intrepid travelers want.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Visits

Gozo, Grand Harbour, Mdina, Mosta, Sicily, Sliema, Valletta

Highlights

  • Highlights tour of Malta and Gozo exploring these Mediterranean islands
  • Explore Malta's capital of Valetta and its fortifications, churches, Grand Harbour
  • Discover the oldest freestanding structures in the world including the temple of Ggantija

Themes

Cultural, Hiking & Walking

What travelers are saying

"Great trip, great tour leader, thoroughly enjoyable packed a lot into a short time"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

More
Treasures of Sicily
Save this trip to your favorites or other list
4.5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Agrigento, Mount Etna, Palermo, Sicily, Taormina

Highlights

  • Explore baroque heritage in Noto and Ragusa Ibla
  • Visit archeological sites in Siracusa, Agrigento and Selinunte
  • Cover the island's highlights and best heritage sites in nine days

Themes

Cultural

What travelers are saying

"Discover Costa Rica is a great itinerary, covering varied habitats around the country and staying 2 nights each at 6 centres. Their birdwatching specials are led by local experts who really know their stuff."

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

Generous cancellation

More
Sicily Food Adventure
Save this trip to your favorites or other list
4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Catania, Palermo, Sicily

Highlights

  • Wander through colourful markets and try the unique street food of Palermo
  • Enjoy a hands-on cookery class with a local chef in Erice
  • Sample a variety of local specialities during produce and wine tastings
  • Visit unique heritage sites and baroque cities, including Agrigento and Noto

Themes

Culinary & Wine, Cultural

What travelers are saying

"Discover Costa Rica is a great itinerary, covering varied habitats around the country and staying 2 nights each at 6 centres. Their birdwatching specials are led by local experts who really know their stuff."

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

Generous cancellation

More
Classical Sicily
Save this trip to your favorites or other list
4.6/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They explore a place beyond the typical tourist traps and offer exciting activities that bring the “wow factor” intrepid travelers want.
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule

Visits

Agrigento, Bar, Catania, Cefalu, Mount Etna, Sicily, Taormina

Highlights

  • Visit the best preserved Greco-Roman sites in the Mediterranean
  • Discover spectacular scenery, from its picturesque coastline to Mount Etna
  • Absorb Sicily's distinct culture and sample delicious food and wine

Themes

Cultural, Hiking & Walking

What travelers are saying

"Great trip, great tour leader, thoroughly enjoyable packed a lot into a short time"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

More
Northern Sicily: Islands & Volcanoes
Save this trip to your favorites or other list
4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’ve partnered with well-known names like National Geographic and the Jane Goodall Institute to offer unique experiences unavailable elsewhere.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Full schedule

Visits

Catania, Sicily

Highlights

  • Soak up sicilian culture in cefalù
  • Cruise the aeolian islands
  • Watch the stromboli volcano erupt aboard a sunset boat tour

Themes

Cultural

What travelers are saying

"We spent two wonderful weeks touring several of the best destinations in Portugal & Spain with a group of 16 people. Our guide (Fredy) was from Spain and intimately familiar with the region, including its rich history, attractions, and food/beverages. The tour was well-paced using a combinations of private vehicles (small buses and cabs), trains, and an airplane ride as well as a fair amount of walking to get around these two beautiful countries. We extended our stay in Lisbon to see more attractions and took a side trip to Fatima, Obidos, and Nazare that was also excellent. Would have liked to have a bit more time in a couple of the cities, but we'll just have to plan another trip!"

Trip dates & details
Save this trip to your favorites or other list
More

Unlock Community Benefits

Travel better together

  • Save favorite trips and itineraries
  • Get insider insights
  • Receive personalized recommendations
  • ... and much more
Join community
Rome to Sicily
Save this trip to your favorites or other list
4.5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Amalfi Coast, Bar, Catania, Forum, Mount Etna, Naples, Palermo, Pompeii, Positano, Rome, Sicily, Sorrento, Syracuse, Vatican City

Highlights

  • Wander around Rome's famous landmarks including the Colosseum, Vatican City, Sistine Chapel, St Peter's Basilica and much more. This is a city that bucket lists were made for
  • Feel La Dolce Vita while sipping espresso alongside sharp-dressed locals on the glamorous Sorrentine Peninsula
  • Explore the vast, frozen in time ruins of ancient Pompeii, which emerged from the ashes after thousands of years, and take a peak inside the steaming crater of Mt Vesuvius, the volcano that destroyed it
  • Hike among the olive groves on the Path of the Gods along the spectacular Amalfi Coast
  • 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
Show more

Themes

Cultural, High Adventure

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

More
Walking In Sicily
Save this trip to your favorites or other list
4/5 Great
100+ reviews
Small Group Tour
Why we love them
They explore a place beyond the typical tourist traps and offer exciting activities that bring the “wow factor” intrepid 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

"Great trip, great tour leader, thoroughly enjoyable packed a lot into a short time"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

More
Travelstride Gift Card
One card, thousands of extraordinary trips
Gifts Card

Want a tailor-made trip instead?

Your trip, your way, planned by an expert:

  • You choose budget, destinations, activities, transport & lodging type
  • Expert designs the itinerary for you, and once approved, takes care of logistics
Design custom trip
41 trips exactly matchall of the the filters you selected.
My selections:
Small Group Tour
...

1

2

3

...

Sicily Reviews & Ratings

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

Anonymous

Oct 2018

Provided byExodus Travels

Cycling in Sicily

A great ride through the outskirts of the region. Accomodation was very good and the farmhouse stay and food exclent. Loved the pasta cooking lesson. Pasta cooking...

A

Anonymous

Oct 2018

Provided byExodus Travels

Beautiful Sicily

We enjoyed a wonderful cycling holiday in Sicily. We now have such an appreciation of Sicily's rich cultural past, the delicious Sicilian cuisine and the beautif...

A

Anonymous

Oct 2018

Provided byExodus Travels

A wonderful ride in Sicily

Everything about this ride was great. The scenery, the towns we visited, the food, the accommodation, our fellow cyclists and most certainly our guide Iris and her...

A

Anonymous

Oct 2018

Provided byExodus Travels

Sicily enjoyed

This trip opened my eyes; I had thought of Sicily as a hard, arid kind of place, but six days of enjoying the lovely people, wonderful food and interesting sights ...

A

Anonymous

Oct 2018

Provided byExodus Travels

Beautiful country

We enjoyed a lovely week’s cycling in Montalbano country along quiet roads surrounded by red and yellow flowers and smelling oleander and citrus blossom. Iris was ...

Write a Review

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 106 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.

Top Tour Companies on Travelstride:
All 1,600+ companies >
Sign in to reveal savings up to $700 per person!