All Sicily Tours in October 2026
13 Trips in Sicily during October 2026 with 150 Reviews
Most Popular
Classical Sicily - October 2026
4.4
Excellent tour made very special by the local knowledge of our guide. Saw enough of Sicily to know I should like to go back and see the rest.
Cultural, religious and historic sites
Ancient Sicily - October 2026
4.7
Antonio, our guide, was extremely knowledgeable about Sicily. He also gave special talks on various topics which were very informative. He was very organized, helpful and patient.
Cultural, religious and historic sites
Private Tour of Sicily from Palermo - October 2026
4.8
This is our first private tour and I must say it met all our expectations. Our driver/guide Carlo took very good care of us, told us informative and amusing stories along the way and took us to wonderful restaurants. He made sure all our needs our taken cared of. In Sicily especially I think the private tour is a big advantage as there are many places where only small vehicles can go through. We made the right decision in choosing this tour.
City sightseeing
Super Sales
Walking the Highlights of Western Sicily Walk - October 2026
5
This was a wonderful break. You stay at a number of very beautiful places: Scapello, Marettimo and San Vito La Capo. The walking is enjoyable but not too challenging. There are many opportunities to enjoy the food and culture of this part of Sicily; for example the town of Erice and the ancient site of Segasta. We also had a chance to spend an evening in Trapani and i would really recommend this too. I hadnt done self-guided walking before but really enjoyed it.
We went in April and the weather was super. Not too hot so perfect for walking and little rain.
Trekking and Hiking
Sicily - Magna Via Francigena - October 2026
4.6
Walking the Magna Via Francigena was challenging - many steep hills, mud and rain. They organised everything else so that all we had to do was walk, making the walk much easier. The scenery was stunning.
Walking tours
15% OFF TODAY
Super Sales
Colours of Sicily - October 2026
4.8
Your tour involves an intimate weaving of the Sicilian people and their lives and customs. We saw church celebrations ate special foods, saw volcanic activity, toured organic farms and gardens and much more!
MountainsLocal culture
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Malta and Gozo Discovery + Classical Sicily - October 2026
5
Chantelle was an amazing tour leader on the gozo-Malta leg of the tour. We saw some most amazing places. Chantelle was very knowledgeable on the history of this region. Would highly recommend this tour.
Active and outdoorFood tours
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Old World Sicily & Malta - October 2026
Explore Sicily and Malta – two island paradises nestled amongst the deep blue waves of the Mediterranean. Engage with Malta’s dynamic past on a leisurely 4-night stay. Explore the charms of Ragusa with a guide. Spend three nights in Taormina, perched above the Ionian Sea. See Mount Etna from a different perspective on an off-road excursion. Discover how ancient traditions blend into modern society as you travel along timeless Italian and Maltese towns.
Walking tours
6% OFF TODAY
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Southern Italy & Sicily featuring Taormina, Matera and the Amalfi Coast - October 2026
Journey through a crossroads of civilizations in Sicily and on to the spectacular coastlines of Southern Italy. Uncover Sicily’s capital Palermo and its Moorish and Norman influences. Explore Agrigento’s ancient Valley of the Temples and the Ancient Roman mosaics of Piazza Armerina. Travel to the historic hilltop town of Taormina. Visit a local winery for a wine tasting and agriturismo dinner. Venture to the ancient cave dwellings of Sassi di Matera. Explore Sorrento and stunning Positano, the pearl of the Amalfi Coast. Walk in the footsteps of ancient Romans in the excavated Pompeii. Allow the unique culture to capture your heart and get a glimpse into an age-old heritage composed of ancient monuments and cultivated lands.
City sightseeing
6% OFF TODAY
Flavours of Sicily - October 2026
Head on the ultimate trip to discover one of the most beautiful regions in Italy with this 10-day self-drive tour of Tuscany! Your journey will begin in Catania, from where you will grab your car and set off to explore the Etna Area. Taste some local wines in a beautiful vineyard before you drive to Mount Etna, the highest active volcano in Europe. From there you will explore Taormina, a gorgeous city known for its natural landscapes of the sea, city, and rocks. Your next stop will be in Syracuse, the largest and most powerful Greek colony in Sicily. Discover the ancient Greek ruins dating 2,700 years back in time, such as the Teatro Greco and the Temple of Apollo, as you bask in the beauty of the deep blue Ionian Sea. Travel to Noto, known for its beautiful churches, extravagant palaces, and iron-wrought balconies. Unwind on the beautiful beaches of Marzamemi, a mesmerizing Italian village known for its bright blue waters. Visit Ragusa, famous for its late-baroque Sicilian style architecture, and explore Agrigento, one of the oldest cities in Sicily home to the Valley of the Temples, an area that preserves 11 Doric temples from the 5th century BC. From there you will drive to Alcamo, an area where many fine Italian wines are produced.Travel down the Western Coast through Marsala, a famous destination known for its stunning beaches and wide range of wines, before you explore Palermo, the capital of Sicily and a city that magnificently blends Norman-Arab, baroque medieval, and gothic architectural styles. See the Arab-Norman Cathedral among many other famous monuments and get a taste of the local cuisine with an astronomic walk-through Palermo before your tour of Sicily comes to an end! This journey captures the essence of Exclusive Italy tours, where culture, cuisine, and history are seamlessly woven into a luxurious travel experience.
Food tours
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Self-Guided Cycling through Baroque Sicily - October 2026
Your journey takes you along a mix of inland and coastal routes, starting amidst the Baroque splendour of Ragusa and Modica and ending in stunning Siracusa on the east coast. You'll cycle through lush valleys filled with olive trees, almond groves, vineyards and citrus orchards and patchwork puzzles of dry-stone-wall farms, as you cycle between UNESCO World Heritage Sites rebuilt in the typical late Baroque style after the famous 1693 earthquake.
You'll take in plenty of Inspector Montalbano country - a treat for fans of the fictional detective series - including Scicli with its atmospheric streets and hilltop mausoleum as well as the charming fishing villages of Punta Secca and Sampieri. Following the scenic Mediterranean Route cycleway you'll head towards the sea, taking in sublime coastline, punctuated by golden sandy beaches and picturesque fishing villages such as Portopalo di Capo Passero and pretty Marzamemi with its Arab history. After passing through Nero D'Avola wine country your holiday finishes in beautiful Siracusa, an ancient Greek city whose 'historical heart' is the island of Ortigia, accessed by a bridge from the mainland. Ortigia's grand squares, narrow medieval streets and romantic palaces and castles are a delight to behold.
Bicycle tours
Best of Sicily - October 2026
5
Sicily was absolutely stunning! The food, the history, and the warm hospitality made this one of our favorite trips ever. Taormina and Palermo were just magical!
Cultural, religious and historic sites
Scenic Sicily Self Drive - October 2026
Embark on an extraordinary self-drive tour and immerse yourself in the captivating wonders of Sicily. Your journey begins in Catania, where the fiery majesty of Mount Etna beckons. Witness the awe-inspiring spectacle of Europe's most active volcano, a true marvel of nature. Move on to Taormina, where ancient ruins meet breathtaking views of the Azure Ionian Sea. Delight in the charm of the ancient Greco-Roman Theater, a testament to Sicily's grand past. Syracuse awaits, a living museum boasting well-preserved Greek ruins and the quaint allure of Ortigia Island. The Baroque towns of Ragusa, Modica, and Noto will enchant you with their architectural splendor and tantalizing culinary delights. Journey to Agrigento and stand in awe before the legendary Valley of the Temples, a UNESCO World Heritage Site. Then, Palermo unfolds, revealing its architectural marvels and the breathtaking mosaics of Monreale Cathedral. Venture further to uncover the ancient secrets of Segesta's Greek temple and surrender to the serenity of San Vito Lo Capo's sun-kissed beaches and Scopello's coastal charm. Among many popular tours of Italy, Sicily is one of the highlights because its rich history, picturesque landscapes, and warm hospitality create an unparalleled experience, leaving your heart forever entwined with this magical island.
Self-drive or vehicle rental