10 Best Sicily Multiday Tours in October 2025

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Highlights of Sicily - October 2025

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 2025

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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Small Group Tour of Sicily: Highlights - October 2025

4.8

(6 reviews )

Trip customizable

Best price guaranteed

We had a wonderful day together with Alfredo. Alfredo was the best guide ever!! He was excellent and was so fluent in english, he told us many interesting stories. He is an expert in Sicilian history and culture. he was both singing and dancing for us-we enjoyed it a lot. But most of all, he was such a service minded and understanding person. For example we were come minutes late in the morning and then we enjoyed the tour at the winery so much that we caused a delay in Alfredo's schedule but he was so humble and understanding. We highly recommend it to everyone travelling to Sicily.

Food toursWine tasting tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Palermo, Catania, Sicily, Taormi

Palermo, Catania, Sicily, Taormina, Syracuse

Duration8 days

From

USD 2,936

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Ancient Sicily - October 2025

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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Small Group Food & Wine Tour of Sicily - October 2025

4.9

(26 reviews )

Trip customizable

Best price guaranteed

Loved this small group tour. It was a perfect balance of organized activities and free time. All the hotels were beautiful and were in great locations for walking to all the busy areas. Our guides were knowledgeable and easy going. Would highly recommend to anyone.

Food toursWine tasting tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

1-89 yrs

Operated in

english

Destinations

Palermo, Catania, Sicily, Taormi

Palermo, Catania, Sicily, Taormina, Syracuse

Duration8 days

From

USD 2,936

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Private Tour of Sicily from Palermo - October 2025

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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Walking the Highlights of Western Sicily Walk - October 2025

(1 review )

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Best price guaranteed

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

Tour Type

Private Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Sicily, Marettimo, Punta Libeccio

Duration8 days

From

USD 1,895

USD 1,838

Saving

USD 57

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Sicily - Magna Via Francigena - October 2025

4.6

(18 reviews )

No booking fees

Best price guaranteed

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

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Palermo, Sicily, Corleone, Prizz

Palermo, Sicily, Corleone, Prizzi, Cammarata, Sutera, Racalmuto, Agrigento

Duration8 days

From

USD 1,250

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Splendor of Sicily 8 Days Tour - from Catania - October 2025

(1 review )

Trip customizable

Best price guaranteed

Discover the beauties of Sicily in this eight days and seven nights tour from Catania, through several Unesco Heritage Sites, ancient Greek and Roman heritages. Soak in the picturesque baroque towns, panoramic views and art masterpieces as our expert guide will take you through the tour of the largest Mediterranean island. The tour starts in Catania and continues with a visit to eastern Sicily, the baroque cities of Noto and Ragusa, the splendid Taormina and the Etna Volcano, before moving west, where we will visit Palermo, Monreale, Marsala and Selinunte. The last stops before returning to Catania will be two Unesco World Heritage Sites such as the Valley of the Temples in Agrigento and Piazza Armerina. This tour will be enriched by different culinary experiences, wine and local products tastings. The group size is variable while all departures are guaranteed without a minimum number of participants.

City sightseeingBus tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english, italian, spanish

Destinations

Palermo, Catania, Taormina, Sici

Palermo, Catania, Taormina, Sicily, Noto, Piazza Armerina

Duration8 days

From

USD 1,636

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Sicily Grand Tour - October 2025

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 2025

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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Colours of Sicily - October 2025

4.8

(73 reviews )

No booking fees

Best price guaranteed

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

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Palermo, Catania, Marsala, Sicil

Palermo, Catania, Marsala, Sicily, Ragusa, Syracuse, Taormina

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Duration9 days

From

USD 2,275

USD 1,925

Saving

USD 350

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Malta and Gozo Discovery + Classical Sicily - October 2025

(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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Southern Italy & Sicily featuring Taormina, Matera and the Amalfi Coast - October 2025

No booking fees

Best price guaranteed

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

Tour Type

Group Tour

Accommodation

Villa, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Sorrento, Palermo, Sicily

Rome, Sorrento, Palermo, Sicily, Agrigento, Giardini Naxos, Matera

6% OFF TODAY

Duration13 days

From

USD 3,949

USD 3,699

Saving

USD 250

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All Sicily Tours in October 2025

23 Trips in Sicily during October 2025 with 274 Reviews

23 Trips in Sicily during October 2025 with 274 Reviews

Highlights of Sicily - October 2025

Classical Sicily - October 2025

Small Group Tour of Sicily: Highlights - October 2025

Ancient Sicily - October 2025

Small Group Food & Wine Tour of Sicily - October 2025

Private Tour of Sicily from Palermo - October 2025

Walking the Highlights of Western Sicily Walk - October 2025

Sicily - Magna Via Francigena - October 2025

Splendor of Sicily 8 Days Tour - from Catania - October 2025

Sicily Grand Tour - October 2025

Sicily & Amalfi Coast Escape - October 2025

Colours of Sicily - October 2025

Malta and Gozo Discovery + Classical Sicily - October 2025

Southern Italy & Sicily featuring Taormina, Matera and the Amalfi Coast - October 2025

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 2025

23 Trips in Sicily during October 2025 with 274 Reviews

23 Trips in Sicily during October 2025 with 274 Reviews