Page 3 of 31 Trips in Sicily during September 2026 with 346 Reviews
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Splendours of Sicily - September 2026
Step into the heart of the Mediterranean with the 'Splendours of Sicily' tour, an 8-day city sightseeing trip beginning and ending in Catania. This thoughtfully guided journey welcomes families, young adults, and seniors alike to experience Sicily's legendary baroque architecture, UNESCO-listed treasures, and captivating local culture. Wander through the storied streets of Catania, marvel at the ancient wonders of Agrigento, and soak in the charm of Campania. With comfortable accommodations, seamless transport, and delicious meals included, travelers of all ages can relax and savor Sicily’s world-renowned cuisine, vibrant traditions, and picturesque landscapes. The unique selling point of this tour is its immersive introduction to Sicily’s layered history and gastronomic delights, all delivered in a leisurely, easy-paced itinerary perfect for families and multi-generational groups. Discover why Sicily is celebrated for its profound beauty, warmth, and cultural richness on this unforgettable tour package.
City sightseeing
Southern Splendours: Campania & Sicily Discovery - September 2026
Imagine tracing the cultural crossroads of Italy from Naples to Sicily—'Southern Splendours: Campania & Sicily Discovery' makes it possible in just eight days. This easy-paced tour is designed for families, young adults, and mature travelers who appreciate a harmonious mix of history, scenery, and local flavor.
Begin amid the vibrant ambiance of Naples before stepping back in time at Pompeii. Then, cross to Sicily, where the ancient ruins of Agrigento’s Valley of the Temples and the captivating streets of Taormina await. Gaze at the formidable silhouette of Mount Etna and soak in the region’s Mediterranean charm.
What distinguishes this trip is its blend of historical depth and natural beauty, providing a comprehensive introduction to two of Italy’s most captivating regions. With expert guides, comfortable transport, and authentic experiences, you’ll return home with unforgettable memories and a true sense of discovery.
Cultural, religious and historic sites
Sicily & Aeolian Islands Discovery - September 2026
Let Sicily and the Aeolian Islands cast their spell on you with the "Sicily & Aeolian Islands Discovery" tour. This nine-day chill out trip sails from Palermo to Taormina, unveiling a medley of sun-drenched beaches, archaeological treasures, and Mediterranean flavor.
Set off from Milazzo to explore the enchanting islands of Lipari, Panarea, and Stromboli, each boasting its own blend of natural beauty and rich history. From the bustling streets of Palermo and Catania to the laid-back pace of island life, every day presents new vistas and culinary delights.
This group tour is ideal for young adults, families, and seniors looking for an easy-paced escape that combines exploration with relaxation. Its unique selling point? The seamless transition from Sicily’s vibrant mainland to the enchanting Aeolian archipelago—offering a journey where every stop is a sensory celebration.
Chill out
Sicily & Malta Signature - September 2026
Embark on a seamless blend of history, culture, and island charm with the "Sicily & Malta Signature" tour. Over 11 days, this guided journey leads you from Catania’s vibrant markets and Baroque facades through the volcanic landscapes of Mount Etna and the cultural riches of Palermo, before crossing to the storied shores of Malta.
In Malta, the adventure continues in Valletta, where St. John’s Cathedral and the Grand Master’s Palace stand testament to centuries of heritage. With transport, accommodation, and meals included, this group tour is tailored for families, seniors, and young adults eager to experience the Mediterranean’s layered history in comfort.
The unique selling point? An expertly curated route that connects Sicily’s and Malta’s greatest sights, delivering a rich tapestry of architectural wonders, volcanic marvels, and unforgettable local flavors.
Cultural, religious and historic sites
Sensational Sicily - September 2026
Let Sicily’s timeless beauty take center stage on the "Sensational Sicily" tour, a ten-day city sightseeing journey from the island’s heart to its sun-kissed coasts. With easy pacing and a welcoming atmosphere, this group trip is ideal for families, young adults, and seniors seeking to immerse their senses in the island’s vibrant heritage.
Marvel at the rugged coastline, tranquil countryside, and rolling hills dotted with ancient towns and UNESCO-listed cities. Every meal is an adventure—sample street food and traditional feasts that celebrate Sicily’s culinary diversity. Along the way, delve into the island’s rich tapestry of art, archaeology, and local traditions.
The tour’s unique feature? A harmonious blend of scenic exploration and gastronomic delights, offering a comprehensive introduction to Sicily’s many treasures in one unforgettable package.
City sightseeing
Sicilian Secrets - September 2026
Unlock the mysteries of Sicily on the 'Sicilian Secrets' tour, a 6-day guided art and architecture trip that lets you travel from Sicily’s bustling cities to its quietest corners, concluding in Palermo. Designed with both young adults and seniors in mind, and welcoming for families, this easy-paced tour offers a blend of archaeological exploration and culinary indulgence. Meander through Agrigento, Campania, Catania, and more, as you sample Sicily’s famous cuisine and delve into the traditions woven into its labyrinthine streets. Connect with locals and experience the authentic rhythms of daily life, where history meets modernity in towns brimming with charm. The USP of this tour is its perfect balance: you’ll discover both celebrated landmarks and hidden gems, ensuring a richly detailed immersion in Sicilian culture that lingers long after your return.
Art and architecture
A Taste of Sicily - September 2026
Tempt your palate and your wanderlust on "A Taste of Sicily," a five-day culinary adventure from Palermo to Catania. This guided group food tour is perfect for families, seniors, and young explorers eager to experience Sicily’s legendary flavors and coastal scenery.
Sample local delicacies, explore seaside villages crowned by medieval castles, and let ancient Greek ruins whisper their stories as you journey through the region. Witness sunsets painting picturesque towns in golden hues, and gaze upon the commanding silhouettes of volcanoes rising from the landscape.
The unique selling point of this trip? A delicious fusion of food, history, and hidden gems—offering a deeply immersive slice of Sicilian culture that will leave you craving more.
Food tours
Sicily & Amalfi Coast Escape - September 2026
From Rome’s grandeur to the sun-drenched shores of Taormina, the 'Sicily & Amalfi Coast Escape' is an 11-day guided trip designed to showcase Italy’s most stunning coastlines and historic gems. Explore the ruins of Pompeii, the vibrant Sorrentine Coast, and Capri’s legendary beauty before discovering Sicily’s captivating villages, unique architecture, and traditional cuisine. Ideal for families, seniors, and young adults, this easy-paced tour blends scenic walks, cultural immersion, and leisurely sightseeing. The USP: a seamless combination of Italy’s most celebrated coastal destinations and ancient marvels, ensuring a journey rich in history, culture, and Mediterranean charm.
Cultural, religious and historic sites
Treasures of Sicily - September 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
Sicilian Fantasy: Small Group Tour - September 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