Sicily October 2026 Tours and Trip packages

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14 Trips in Sicily during October 2026 with 205 Reviews

Showing 1 - 10 of 14 results

Southern Italy & Sicily featuring Taormina, Matera and the Amalfi Coast - October 2026

4.8

(103 reviews )

No booking fees

Best price guaranteed

I cant say enough about the actual sites,the tour guide and the driver!!! We were also a very large group and all were so fun and memorable! We always asked about the food and it was not so much part of the memory. The atmosphere of dining in the hotels and food was a 5 at the most. That would be my only disappointment.

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

Duration13 days

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Colours of Sicily - October 2026

3.4

(11 reviews )

No booking fees

Best price guaranteed

Bought a Black Friday Special suggested by my travel agent. Excellent value.

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

Duration9 days

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Classical Sicily - October 2026

4.7

(21 reviews )

No booking fees

Best price guaranteed

Excellent itinerary, competent and resourceful leader, good guides, comfortable transport.

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, Giardini Naxos

Duration8 days

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14 Trips in Sicily during October 2026 with 205 Reviews

Walking the Highlights of Western Sicily Walk - October 2026

(1 review )

No booking fees

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

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Sicily - Magna Via Francigena - October 2026

4.6

(14 reviews )

No booking fees

Best price guaranteed

A great way to see Sicily away from the main tourist areas. There was some mud, some territorial dogs to get past and some stiff climbs often at the end of the day to hill towns. But our hosts and other people we met were very welcoming, the food was great and the scenery made the exertion worthwhile. We recommend this walk.

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

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Ancient Sicily - October 2026

4.7

(17 reviews )

No booking fees

Best price guaranteed

You really do need two weeks to cicumnavigate Sicily and see things properly. Any shorter and you'll get just a couple highlights or get very rushed from place to place. This tour had good pace, gave sufficient time in major sites (Syracuse, Agrigento, Palermo, Villa del Casale) and included gems like Morgantina, Mozia Island, and Enna. Antonio is an exceptional wealth of information, its obvious he has a professional background in Sicilian history. The level of historical, cultural and architectural background information was tremendous, helped greatly to put things in context and understand the flow and changes absorbed by this island that resulted in what we were seeing.

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, Palermo, Giard

Syracuse, Sicily, Palermo, Giardini Naxos, Catania, Taormina, Piazza Amerina, Piazza Armerina, Agrigento, Marsala, Mozia Island

Duration15 days

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Old World Sicily & Malta - October 2026

4.7

(28 reviews )

No booking fees

Best price guaranteed

I cannot think of one thing the whole trip was fantastic or tour guide Michela , was so fantastic. You truly felt that you were family. She explained everything told us what we expect ahead of time took care of everyone’s needs and still made it so much fun a bunch of us were in our 70s and upper 70s and did not feel that we couldn’t keep up with the tour because it was done so well I think one of the best vacations that we ever took

Walking tours

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Sliema, Taormina, Sicily, Ragusa

Duration12 days

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Malta and Gozo Discovery + Classical Sicily - October 2026

4.8

(5 reviews )

No booking fees

Best price guaranteed

Althea was an exceptionally good tour leader in Malta. Placido in Sicily was fine. A thoroughly good introduction to both countries.

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

Duration16 days

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Best of Sicily - October 2026

(1 review )

Trip customizable

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Catania, Sicily

Duration8 days

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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

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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

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Tours and Trip Packages to Sicily in October 2026

Get a customized trip to Sicily in October 2026

14 Trips in Sicily during October 2026 with 205 Reviews

14 Trips in Sicily during October 2026 with 205 Reviews