10 Best Sicily Multiday Tours in October 2026

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Highlights of Sicily - October 2026

4.6

(78 reviews )

No booking fees

Best price guaranteed

This was a fabulous trip, with a well thought-out itinerary enhanced by a wonderful guide, a great group of people, delicious Italian food and beautiful weather.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Catania, Taormina, Sicily, Viagr

Catania, Taormina, Sicily, Viagrande, Noto, Agrigento, Trapani, Palermo

13% OFF TODAY

Duration9 days

From

USD 2,998

USD 2,619

Saving

USD 379

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Classical Sicily - October 2026

4.4

(33 reviews )

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Hotel, Villa, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Syracuse, Sicily, Syracusa, Trap

Syracuse, Sicily, Syracusa, Trapani, Palermo, Giardini Naxos, Taormina

Duration8 days

From

USD 2,830

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Ancient Sicily - October 2026

4.7

(18 reviews )

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Hotel, Villa, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Syracuse, Sicily, Syracusa, Pale

Syracuse, Sicily, Syracusa, Palermo, Giardini Naxos, Mount Etna, Taormina, Piazza Amerina, Villa Romana Del Casale, Agrigento, Marsala, Mozia Island

Duration15 days

From

USD 4,780

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Sicily Food & Wine - October 2026

4.7

(40 reviews )

No booking fees

Best price guaranteed

Sicily is a fascinating treasure trove of history and beauty. This trip allows you to experience the Sicilian way of life using food as a lure to explore its villages, towns and landscape as you move from one side of the island to the other.

Food tours

Tour Type

Small Group Tour

Accommodation

Lodge, Villa, Bungalow, Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Palermo, Taormina, Marsala, Agri

Palermo, Taormina, Marsala, Agrigento, Sicily, Syracuse, Catania

Duration8 days

From

USD 2,970

USD 2,881

Saving

USD 89

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Private Tour of Sicily from Palermo - October 2026

4.8

(4 reviews )

Trip customizable

Best price guaranteed

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

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

20-99 yrs

Operated in

english

Destinations

Palermo, Catania, Taormina, Sici

Palermo, Catania, Taormina, Sicily, Agrigento, Marsala, Monreale

Duration8 days

From

USD 3,160

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Sicily & Aeolian Islands Discovery - October 2026

Trip customizable

Best price guaranteed

Embark on a journey that takes you from the mainland of Sicily to the enchanting Aeolian Islands. Set sail from Milazzo and let the beauty of this Mediterranean paradise unfold before your eyes. Immerse yourself in the rich history and breathtaking landscapes as you explore the captivating beaches and archaeological treasures from Palermo to Catania including the enchanting islands of Lipari, Panarea, and Stromboli. Indulge your senses with Sicily's culinary delights, and create memories that will last a lifetime in this remarkable corner of the world

Chill out

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

13-99 yrs

Operated in

english

Destinations

Campania, Sicily, Lazio, Palermo

Campania, Sicily, Lazio, Palermo, Catania, Lipari, Taormina

Duration9 days

From

USD 2,463

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Sicily Grand Tour - October 2026

4.4

(12 reviews )

No booking fees

Best price guaranteed

The 15 day tour of Sicily was absolutely fantastic. The best tour guide ever, her name is Milena. A wonderful driver Alessandro. I felt that it was a pretty comprehensive tour of Sicily seeing all the highlights plus more. Fabulous food in restaurants where we ere taken by Milena. Verdict EXCELLENT.

Local culture

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Catania, Taormina, Palermo, Cefa

Catania, Taormina, Palermo, Cefalu, Mount Etna, Syracuse, Sicily, Modica, Piazza Armerina, Trapani

Duration15 days

From

USD 4,800

USD 4,656

Saving

USD 144

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Sicily & Amalfi Coast Escape - October 2026

Trip customizable

Best price guaranteed

A trip from Sorrento to Sicily promises a journey filled with scenic beauty, rich history, and vibrant culture. Explore the wonders of the Amalfi Coast, and Sicily on an Italian adventure from Rome! Walk the ruins of Pompeii, soak up the atmosphere along the Sorrentine Coast, and sun-bleached Capri. Discover the Mediterranean island of Sicily through its unique architecture, charming villages, and traditional cuisine. Stroll through endless stretches of stunning beaches and explore the majestic ancient ruins of past empires!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Sorrent

Amalfi Coast & Campania, Sorrento, Palermo, Rome, Taormina, Agrigento, Sicily

Duration11 days

From

USD 3,101

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Malta and Gozo Discovery + Classical Sicily - October 2026

(3 reviews )

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Valletta, Sicily, Giardini Naxos

Valletta, Sicily, Giardini Naxos, Syracusa, Palermo, Taormina, Xaghra, Xwejni Bay Beach, Mdina

Duration15 days

From

USD 5,950

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Old World Sicily & Malta - October 2026

No booking fees

Best price guaranteed

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

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Sliema, Taormina, Sicily, Ragusa

6% OFF TODAY

Duration12 days

From

USD 3,949

USD 3,699

Saving

USD 250

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Sicilian Fantasy: Small Group Tour - October 2026

Trip customizable

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Palermo, Taormina, Agrigento, Sicily

Duration7 days

From

USD 1,660

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Best of Sicily (Small Group Tour) - October 2026

(1 review )

Trip customizable

Best price guaranteed

Everything we expected and more. Everything was perfecto.

Food toursCity sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Palermo, Catania, Taormina, Syra

Palermo, Catania, Taormina, Syracuse, Sicily, Mt Etna, Noto, Island Of Ortigia, Agrigento

Duration8 days

From

USD 4,690

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Sicily & Malta Signature - October 2026

Trip customizable

Best price guaranteed

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

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

13-99 yrs

Operated in

english

Destinations

Palermo, Catania, Campania, Vall

Palermo, Catania, Campania, Valletta, Mdina, Sicily, Agrigento

Duration11 days

From

USD 2,587

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Scenic Sicily Self Drive - October 2026

Trip customizable

Best price guaranteed

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

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Palermo, Catania, Taormina, Syra

Palermo, Catania, Taormina, Syracuse, Noto, Agrigento, Monreale, Sicily

Duration8 days

From

USD 1,207

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All Sicily Tours in October 2026

15 Trips in Sicily during October 2026 with 190 Reviews

15 Trips in Sicily during October 2026 with 190 Reviews

Highlights of Sicily - October 2026

Classical Sicily - October 2026

Ancient Sicily - October 2026

Sicily Food & Wine - October 2026

Private Tour of Sicily from Palermo - October 2026

Sicily & Aeolian Islands Discovery - October 2026

Sicily Grand Tour - October 2026

Sicily & Amalfi Coast Escape - October 2026

Malta and Gozo Discovery + Classical Sicily - October 2026

Old World Sicily & Malta - October 2026

Sicilian Fantasy: Small Group Tour - October 2026

Best of Sicily (Small Group Tour) - October 2026

Sicily & Malta Signature - October 2026

Scenic Sicily Self Drive - October 2026

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Sicily Tours in October 2026

15 Trips in Sicily during October 2026 with 190 Reviews

15 Trips in Sicily during October 2026 with 190 Reviews