All Sicily Tours in October 2026
Page 2 of 23 Trips in Sicily during October 2026 with 382 Reviews
Most Popular
Sensational Sicily - October 2026
Allow your senses to be enraptured by the breathtaking sceneries that unfold before you. From the rugged coastline to the serene countryside, Sicily's beauty knows no bounds. Indulge your palate with an array of traditional delicacies, each bite a tribute to Sicily's distinctive culinary heritage. From mouthwatering street food to sumptuous feasts, every meal will be a culinary adventure in itself. Traverse picturesque hill towns and UNESCO-listed cities, each one a living testament to the diverse ancient works of art and archaeological wonders that have shaped this island's history
City sightseeing
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Southern Italy & Sicily featuring Taormina, Matera and the Amalfi Coast - October 2026
4.7
This was an amazing tour. Marne, our tour manager couldn't have been more delightful. She was extremely knowledgeable, funny and perfect at what she does. Our driver, Guissepe, was skilled, courteous and had a great personality. It's almost impossible to pick a favorite moment. Every day was an exciting new adventure. So many beautiful sights. I would highly recommend this tour.
City sightseeing
11% OFF TODAY
Sicilian Fantasy: Small Group Tour - October 2026
Journey across the Mediterranean's largest island to sample local olive oils and citrus fruits from ancient royal towns, stand among the ruins of proud empires, and venture across Mount Etna’s otherworldly lava fields. Experience a land where medieval villages cling to mountainsides and twisting lanes invite you to stroll down unexpected paths. There’s nothing like your first taste of Sicily—just pair a local dessert wine with a fresh coastal breeze, and you’ll understand how life is truly meant to be savoured
Cultural, religious and historic sites
Best of Sicily (Small Group Tour) - October 2026
5
Everything we expected and more. Everything was perfecto.
Food toursCity sightseeing
Best of Italy - October 2026
5
Christina organized a fantastic first class itinerary for a 28 day tour of Italy by my wife and me. She was very personable and generous with her time and very knowledgeable of the areas we visited. The trip included incredible private tours with top notch guides and smooth transfers all the way. Any minor glitches were handled promptly and professionally. It was a wonderful experience and we look forward to working with her again in the future.
Culture shows and excursions
Sicily & Malta Signature - October 2026
Set out on an unforgettable 11-day journey through the captivating landscapes and rich histories of Sicily and Malta. Beginning in Catania, Sicily's lively gateway, you'll delve into the city's vibrant markets and Baroque architecture. A highlight awaits at Mount Etna, where you'll explore the volcanic marvels and savor local wines. Palermo beckons with its cultural tapestry, from the Palermo Cathedral to the Palatine Chapel. Transitioning to Malta, the tour culminates in Valletta, where architectural wonders like St. John's Cathedral and the Grand Master's Palace narrate centuries of history
Cultural, religious and historic sites
Southern Splendours: Campania & Sicily Discovery - October 2026
Immerse yourself in the vibrant atmosphere of Naples, the gateway to Campania, where ancient history meets modern life. Visit the iconic Pompeii, frozen in time by the eruption of Mount Vesuvius. As you journey south to Sicily, witness the diverse beauty of the island. Marvel at the ancient Greek ruins in Agrigento's Valley of the Temples. Explore the charming streets of Taormina and take in the breathtaking views of Mount Etna, Europe's highest and most active volcano. This tour promises an enchanting blend of history, culture, and natural beauty, offering an unforgettable journey through two of Italy's most captivating regions
Cultural, religious and historic sites
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
Treasures of Sicily - October 2026
Begin your journey in Catania, exploring ancient temples and baroque architecture. Traverse the island to Monreale and Palermo, discovering cathedral treasures and indulging in Sicilian delights. Wander through the picturesque streets of Erice, Siracusa, and Noto. Immerse yourself in the rich history of Agrigento's Valley of the Temples and the Roman Villa in Piazza Armerina. Ascend the iconic Mount Etna, and explore the timeless beauty of Taormina. This curated itinerary blends cultural immersion, gastronomic delights, and natural wonders, ensuring an unforgettable Sicilian adventure
Explorer
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