Sicily Small Ship Cruise Tours & Trip Packages

Sicily Small Ship Cruise Tours & Trips

106 Sicily trips. Tours from 54 tour companies. 376 reviews. 4.6/5 avg rating.

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Cycling in Sicily
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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."

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VIP - The best of Italy from South to North
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By Top Travel Italy
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
18 reviews
Private Guided
Why we love them
Their flexible and customizable approach, along with their expert local guides, sets them apart from other tour operators and travel agencies in Italy
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Agrigento, Alberobello , Cefalu, Lake Como, Lecce, Milan, Mount Etna, Ostuni, Palermo, Sicily, Taormina, Valley of Temples in Agrigento

Highlights

  • Agrigento and the Greek Temples Valley
  • Treasures and food in Palermo tour
  • Taormina private walking tour
  • Mount Etna with wine tasting
  • Lecce highlights with food and wine tasting
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Themes

Culinary & Wine, Cultural, Hiking & Walking, Trekking & Expeditions, Photography

What travelers are saying

"It was a leap of faith for us to use Zicasso, a service that connected us to Top Travel Italy, and to book a trip with a travel agent because we've always planned our own vacations in the past. It turned out great! Their model works. Zicasso recommended two agencies in Italy, our destination country, and we chose Top Travel Italy based on their responsiveness. What fun to create a customized itinerary based on their recommendations -- we told them how many days we could travel, what our budget was, and roughly what we wanted to do. They came back with a first draft and we tweaked it from there. Everything worked smoothly while we were in Italy -- we had good hotels and great tour guides, but I think the highlight for me was the private drivers! Driving in Cinque Terre, Rome, and the Amalfi Coast would have been stressful and it was wonderful to leave that to the professionals. And always, Top Travel was a phone call or an email away if we needed them."

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Private Guided Tours Of Sicily
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By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
14 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Visits

Catania, Mount Etna, Palermo, Sicily, Syracuse, Taormina

Highlights

  • Noto Explore this chic baroque jewel in the south east corner of Sicily
  • Ortigia Island A truely unique town of Venetian heritage built on an island surrounded by the sparkling Mediterranean connected only by a short bridge to the rest of Sicily
  • Mount Etna Explore this active volcano if you are brave enough
  • Favignana Island advenutre to this hidden treasure and local Italian vacation hotspot which lies off the west coast of Sicily.
  • Palermo Discover the sizziling cultural hotpot that is the capital of Sicily

Themes

Cultural, Nature & Wildlife

What travelers are saying

"My first trip to Italy was beyond my expectations. Alessio (Alma Italia Travel) is knowledgeable, accommodating, and his love for his country is apparent in how he guides guests through each exquisite destination. Alessio thoughtfully coordinates and plans out each day and is respectful of the guests requests for adjustments to the agenda or rest time to truly take in the beauty of Italy. There isn't a day that goes by where I don't long to return to Italy and breathe in that Tuscan air, sip on the rich olive oils and bright wines, and watch the sun rise and fall through the hills. I highly recommend booking your trip of a lifetime with Alma Italia. You'll be gifted a true authentic experience!"

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Malta and Gozo Discovery
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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

"This tour was virtually perfect, due largely to the curating skill, personality, regional knowledge & appreciation, dining choices, guiding & FUN capability of our marvelous guide Rocio! And of course, the eye-popping scenery of the western Algarve, Portugal!"

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Italy: Sicily, the Noto Valley & Syracuse
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4.9/5 Excellent
100+ reviews
Group Tour
Why we love them
Their unique emphasis on immersive cultural experiences combined with active exploration with personalized cycling experiences.
Lodging level
Premium - 4 star
Physical level
Extreme
Trip pace
Full schedule

Visits

Sicily, Syracuse, Taormina

Highlights

  • Explore baroque Scicli with a local guide, and venture outside the city to the lovely Noto Valley.
  • Tour an organic winery and olive maker in the canyons of the Iblean upland.
  • Join your hotel chef for a hands-on demonstration of Sicilian cooking.
  • Discover the fishing village of Marzamemi, recently restored to its 17th-century glory.
  • Complement your cycling with basking in the sun or swimming at the beach.

Themes

Culinary & Wine, Cycling & Biking, Nature & Wildlife

What travelers are saying

"This tour was one of our favorites. The tour leaders (Claudio and Tiziana) were great. The Dolomites and Italian Alps were breathtaking and the bike paths and towns were well chosen to give us a great appreciation of this Alpine countryside. Once out of Venice you really feel like you are in the country with beautiful mountains, alpine chalets and in some areas mostly German speaking residents. The biking was mostly flat with some crazy fun downhill rides. Almost all of the cycling was on bike paths, so very safe and quiet riding. As expected, VBT delivered a great tour with very good accommodations, good food and a really great group of travellers."

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Treasures of Sicily
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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

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Sicily East Coast 2023
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By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
14 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Visits

Sicily, Syracuse

Highlights

  • Enjoy the best wineries of Noto area for a wine and food tasting
  • Enjoy a private boat tour to the surrounding of Syracuse
  • Enjoy a private tour of the archaeological park of Syracuse
  • Explore the seaside town of Giardini Naxos on foot

Themes

Culinary & Wine, Nature & Wildlife

What travelers are saying

"My first trip to Italy was beyond my expectations. Alessio (Alma Italia Travel) is knowledgeable, accommodating, and his love for his country is apparent in how he guides guests through each exquisite destination. Alessio thoughtfully coordinates and plans out each day and is respectful of the guests requests for adjustments to the agenda or rest time to truly take in the beauty of Italy. There isn't a day that goes by where I don't long to return to Italy and breathe in that Tuscan air, sip on the rich olive oils and bright wines, and watch the sun rise and fall through the hills. I highly recommend booking your trip of a lifetime with Alma Italia. You'll be gifted a true authentic experience!"

Trip dates & details
Save this trip to your favorites or other list
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Sicily Food Adventure
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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
0 trips exactly matchall of the the filters you selected. We are displaying some similar trips.
My selections:
Small Ship Cruise

Sicily Reviews & Ratings

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

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 ...

A

Anonymous

Oct 2018

Provided byExodus Travels

The best of everything

This trip was so good for the soul: amazing guide (Iris), superman (Giuseppe), towns, laughs, food, beer, wine, sun, storms, swims and group - all in equal measure...

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...

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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 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.

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