10 Best Taormina 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

Duration9 days

From

USD 3,300

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Classical Sicily - October 2026

4.6

(17 reviews )

No booking fees

Best price guaranteed

We were lucky with the weather and countryside. Apparently the green will go very shortly so this was an excellent time to choose. The route up Etna proved easier than expected. Our guide was very knowledgeable and put much time and effort into giving us information about the island.Well organised !

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

(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, 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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Super Sales

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 3,525

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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 3,093

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Southern Italy and Sicily - October 2026

4.4

(108 reviews )

No booking fees

Best price guaranteed

All the options were excellent. The local guides walked at a slow pace giving us time to take pictures. Our guide Alfonso and our driver Tito were great. We would take a tour with them anytime

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Pompeii, Rome, Sorrento, Palermo

Pompeii, Rome, Sorrento, Palermo, Capri, Taormina, Agrigento

12% OFF TODAY

Duration10 days

From

USD 3,575

USD 3,146

Saving

USD 430

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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 2,418

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Super Sales

Sicily Grand Tour - October 2026

4.5

(13 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 6,150

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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 3,528

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20% OFF TODAY

Italy Explorer - October 2026

4.5

(27 reviews )

No booking fees

Best price guaranteed

Amazing tour. Full credit to Roma on sharing her recommendations and experience with us. An awesome woman who goes out of her way to ensure an enjoyable tour is had by all. So many places to see & new foods to try. Memories for a lifetime

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Hut, Villa

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Cinque Terre and Liguria

Rome, Cinque Terre and Liguria, Palermo, Alberobello, Taormina, Agrigento, Venice, Tuscany, Amalfi Coast

20% OFF TODAY

Duration16 days

From

USD 3,370

USD 2,704

Saving

USD 666

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Walking In Sicily - October 2026

4.9

(22 reviews )

No booking fees

Best price guaranteed

Walking in Sicily was an excellent week with a varied itinerary concentrating on attractions on the east coast . Hilights included a boat trip to the Aeolian Islands, walking on the slopes of Mt Etna, exploring remote hilltowns and ancient burial sites and visiting the attractive tourist town of Taormina, plus the ancient sites of Syracuse. Our guide, Lara, was wonderful - her knowledge of the history and geography of the area was incredible and she was very competent in dealing with the different levels of fitness amongst the group. My only disappointment was the usual second grade room which I find is allocated to solo female travellers. The hotel was well located, the breakfast buffet was generous and the staff were friendly, but when you spend 8 days in the same hotel there is an expectation of a nice view or some other redeeming factor for a small plain room. I was the first of the group to arrive at the hotel ; the last person to arrive more than a day later was a man who was allocated a suite with a sea view.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Catania, Giardini Naxos, Mount E

Catania, Giardini Naxos, Mount Etna, Lipari, Taormina, Syracusa

Duration8 days

From

USD 2,350

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23% OFF TODAY

Highlights of Southern Italy & Sicily - October 2026

4.5

(29 reviews )

No booking fees

Best price guaranteed

Helpful Tour Guide and Bus Driver made the Tour a pleasure

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Hut

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Naples, Sorrento, Alberobe

Rome, Naples, Sorrento, Alberobello, Taormina, Agrigento, Palermo

23% OFF TODAY

Duration10 days

From

USD 2,070

USD 1,588

Saving

USD 482

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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

From

USD 4,980

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Old World Sicily & Malta - October 2026

4.6

(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

From

USD 3,949

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Recommended by

All Taormina Tours in October 2026

33 Trips in Taormina during October 2026 with 484 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

Southern Italy and Sicily - October 2026

Sicily & Aeolian Islands Discovery - October 2026

Sicily Grand Tour - October 2026

Sicily & Amalfi Coast Escape - October 2026

Italy Explorer - October 2026

Walking In Sicily - October 2026

Highlights of Southern Italy & Sicily - October 2026

Malta and Gozo Discovery + Classical Sicily - October 2026

Old World Sicily & Malta - October 2026

33 Trips in Taormina during October 2026 with 484 Reviews

Get a customized trip to Taormina in 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 Taormina Tours in October 2026

33 Trips in Taormina during October 2026 with 484 Reviews

33 Trips in Taormina during October 2026 with 484 Reviews

Get a customized trip to Taormina in October 2026