10 Best Taormina Multiday Tours in October 2026

Get a customized trip to Taormina in October 2026

Plan a multi-country or regional adventure across Taormina in October 2026, with help from a local expert.

Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
Enrico Maria MalacarneTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
Simon H.Travel Expert in Belgium, France, Italy & Switzerland

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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 1,772

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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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18% OFF TODAY

Best of Italy and Sicily - October 2026

4.7

(55 reviews )

No booking fees

Best price guaranteed

The Hotel were ok but did not cater to the tourist. The rooms did not have the use of the fans and found the air stagnant. A little air moving would helped. The Hotel in Sicily in Jiardini Naxos, Caeser palace, found the hotel desk determinitly unhelpful.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Palermo, Assisi, L

Rome, Venice, Palermo, Assisi, La Spezia, Florence, Monreale, Agrigento, Taormina, Sorrento, Capri, Vatican City

18% OFF TODAY

Duration15 days

From

USD 5,225

USD 4,305

Saving

USD 920

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Southern Italy - October 2026

4.8

(40 reviews )

No booking fees

Best price guaranteed

This trip is for you if you're searching for delicious food, helpful guidance, and entertaining company! Excellent use of ten days! As a solo traveler, I really appreciated having my own room because at some other companies, you have to share a room with a stranger. Alessandro was an excellent guide who added much enjoyment to the trip.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish, portuguese

Destinations

Rome, Taormina, Sorrento, Palerm

Rome, Taormina, Sorrento, Palermo, Agrigento, Ragusa

Duration11 days

From

USD 4,450

USD 4,317

Saving

USD 134

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Super Sales

Tutta Italia To Sicily by Plane And Aeolian Islands - October 2026

No booking fees

Best price guaranteed

Travel from Rome to Palermo on the Tutta Italia To Sicily by Plane And Aeolian Islands trip, an 18-day sightseeing adventure tailored for seniors. This easy-paced group tour explores Taormina, Verona, and several other Italian treasures, blending city strolls, cultural sites, and scenic landscapes. With all logistics—including comfortable accommodations, transfers, and meals—handled for you, the journey prioritizes relaxation and discovery. The tour’s standout feature is its inclusion of the enchanting Aeolian Islands, offering a tranquil Mediterranean escape alongside Italy’s classic cities.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Milazzo

Rome, Palermo, Venice, Milazzo, Taormina, Agrigento, Siena, Florence, Genoa, Milan, Verona

Duration18 days

From

USD 3,612

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Super Sales

Tutta Italia With Beautiful Campania and Sicily - October 2026

No booking fees

Best price guaranteed

Experience an enchanting blend of Italy’s celebrated cities and southern gems on the Tutta Italia With Beautiful Campania and Sicily tour. Over 17 leisurely days, seniors will traverse from Rome to Palermo, visiting Venice, Siena, and Palermo plus nine other scenic stops. This easy-paced city sightseeing tour includes all the essentials—accommodation, transport, and meals—so you can focus on enjoying Italy’s art, cuisine, and culture. The unique selling point is its inclusion of both Campania’s coastal beauty and Sicily’s distinct heritage, creating a truly well-rounded Italian adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Perugia

Rome, Palermo, Venice, Perugia, Naples, Salerno, Taormina, Siena, Florence, Genoa, Milan, Verona

Duration17 days

From

USD 3,232

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Super Sales

Beautiful Campania and Sicily - October 2026

No booking fees

Best price guaranteed

Dive into the heart of southern Italy with the Beautiful Campania and Sicily tour, a 5-day easy-paced city sightseeing adventure perfect for seniors. Begin in Rome and journey through Salerno, Taormina, and Palermo, all while enjoying group camaraderie and guided exploration. With accommodations, transport, and meals provided, you’ll have more time to appreciate the history, cuisine, and warm hospitality of each stop. The highlight of this tour is its efficient yet comprehensive route, ensuring you witness the best of Campania and Sicily without feeling rushed.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Salerno, Taormina

Duration5 days

From

USD 859

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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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Southern Splendours: Campania & Sicily Discovery - October 2026

Trip customizable

Best price guaranteed

Immerse yourself in the vibrant atmosphere of Naples, the gateway to Campania, where ancient history meets modern life. Visit the iconic Pompeii, frozen in time by the eruption of Mount Vesuvius. As you journey south to Sicily, witness the diverse beauty of the island. Marvel at the ancient Greek ruins in Agrigento's Valley of the Temples. Explore the charming streets of Taormina and take in the breathtaking views of Mount Etna, Europe's highest and most active volcano. This tour promises an enchanting blend of history, culture, and natural beauty, offering an unforgettable journey through two of Italy's most captivating regions

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

7-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Sicily

Amalfi Coast & Campania, Sicily, Naples, Palermo, Agrigento, Taormina

Duration8 days

From

USD 3,091

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Palermo and Sicilian Baroque Self Drive - October 2026

Trip customizable

Best price guaranteed

About This Trip On this unforgettable self-drive tour through the heart of Sicily witness the architectural wonders, ancient temples, charming villages, stunning beaches and create an unparalleled experience. Start in Palermo and admire its historical charm. Admire the Palermo Cathedral and immerse yourself in the vibrant street life. Then visit Monreale to marvel at the intricate mosaics adorning its cathedral. Enjoy the relaxing atmosphere of Mondello Beach. Journey to Marsala Stagnone to witness the captivating salt pans. Continue to Erice, perched atop Monte San Giuliano and admire its medieval allure. Explore the archaeological site of Segesta, where the Doric temple stands as a testament to ancient history. Continue to Agrigento to witness the grandeur of the Valley of the Temples. Discover the Baroque beauty of Ragusa, wandering through its streets adorned with churches and palaces. Continuing to Modica and Noto, each boasting unique architectural marvels. Embark on an adventure to Mount Etna, the active volcano surrounded by diverse landscapes within Etna Park. Stroll through Taormina's charming streets, admiring Palazzo Corvaja and the Greco-Roman theatre. Conclude your journey in Palermo, soaking in its energetic ambiance and Baroque splendor. Perfect for those seeking immersive Italy vacations, this day-to-day self-drive itinerary offers a rich and varied experience, showcasing the historical, cultural, and natural treasures of each destination in Sicily.

Self-drive or vehicle rental

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Palermo, Mondello, Segesta, Ragu

Palermo, Mondello, Segesta, Ragusa, Noto, Taormina

Duration8 days

From

USD 997

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Super Sales

Tutta Italia and Sicily with Aeolian Islands - October 2026

No booking fees

Best price guaranteed

Let the charm of Italy sweep you away on the 16-day Tutta Italia and Sicily with Aeolian Islands tour, crafted for those who appreciate a relaxed, insightful journey. Starting in Rome and ending in Palermo, this group tour weaves through Siena, Florence, and seven other captivating destinations. Senior travelers will appreciate the easy pace, comfortable accommodations, and seamless transport. The highlight is the opportunity to explore the picturesque Aeolian Islands—providing an idyllic contrast to Italy’s bustling cities and rich history.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Milazzo

Rome, Palermo, Venice, Milazzo, Taormina, Siena, Florence, Genoa, Milan, Verona

Duration16 days

From

USD 3,236

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Treasures of Sicily and Malta - October 2026

Trip customizable

Best price guaranteed

This tour of Sicily and Malta will take you through stunning landscapes, rich history and iconic landmarks. Begin in Taormina, where you will explore the magnificent Mt. Etna, Europe’s most active volcano, before heading to Syracuse. Here, you will discover ancient archaeological treasures, including the Roman Amphitheatre, Greek Theatre and the Cave of the Cordari. Then, journey to the Valley of the Temples in Agrigento, home to well-preserved ancient Greek structures like the Temple of Concordia. Continue your adventure with a coastal boat tour from Taormina to Giardini Naxos, where you will enjoy breathtaking Ionian Coast views and the possibility of visiting the beautiful Grotta Azzurra. Next, head to the Aeolian Islands, a UNESCO World Heritage site and explore the volcanic beauty and historical significance of Lipari and Vulcano. Following your Sicilian adventure, you will travel to Malta, starting with the historic city of Valletta. Then you will explore Valletta on a guided walking tour, uncovering landmarks like Republic Street, Castille Square, and the Upper Barrakka Gardens, while savoring traditional Maltese street food. From there, embark on a half-day exploration of Mdina, Malta’s 'Silent City,' with its charming narrow streets, panoramic views and medieval architecture. Your journey concludes with a visit to the scenic Dingli Cliffs and the beautiful San Anton Botanical Gardens. The Dingli Cliffs offer stunning views of the Mediterranean and surrounding landscapes, while the San Anton Botanical Gardens are renowned for their lush greenery, peaceful ambiance and diverse plant collection.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Catania, Valletta, Taormina, Luqa

Duration11 days

From

USD 1,784

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Treasures Of Sicily - October 2026

Trip customizable

Best price guaranteed

This tour of Sicily begins in the Taormina area, where the imposing Mt. Etna, Europe's most active volcano, awaits exploration within the vast Park of Etna. Delve into Syracuse's captivating archaeological sites, from the Roman Amphitheatre to the Greek Theatre, and wander through Ortigia's ancient nucleus with its remarkable cathedral. Sign up for a trip to The Temples' Valley in Agrigento to see iconic ancient structures like the Temple of Concorde, the Temple of Hercules, among others. Next up is a coastal boat tour offering breathtaking views of Taormina and opportunities for optional snorkeling at renowned spots like the "Grotta Azzurra." Opt for a captivating excursion to the UNESCO-listed Aeolian Islands of Lipari and Vulcano, soaking in their historical and natural splendor. Dive into the cinematic legacy of The Godfather with visits to Forza D'Agrò and Savoca, revealing iconic filming locations.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Catania, Taormina

Duration8 days

From

USD 1,102

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Super Sales

Beautiful of Puglia, Campania and Sicily - October 2026

No booking fees

Best price guaranteed

From Rome to Palermo, the Beautiful of Puglia, Campania and Sicily tour offers seniors an 8-day journey through southern Italy’s most captivating regions. This group sightseeing trip covers Palermo, Salerno, and four additional locales, balancing cultural discovery with comfort and ease. Accommodations, meals, and transport are all included, letting you sit back and savor each destination’s unique flavor. The USP is the thoughtfully curated route, which showcases both Puglia’s rustic charm and Sicily’s storied landscapes in one convenient tour package.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Bari, Brindisi, N

Rome, Palermo, Bari, Brindisi, Naples, Salerno, Taormina

Duration8 days

From

USD 1,464

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All Taormina Tours in October 2026

Page 2 of 33 Trips in Taormina during October 2026 with 484 Reviews

Get a customized trip to Taormina in October 2026

Page 2 of 33 Trips in Taormina during October 2026 with 484 Reviews

Sicilian Fantasy: Small Group Tour - October 2026

Best of Sicily (Small Group Tour) - October 2026

Best of Italy and Sicily - October 2026

Southern Italy - October 2026

Tutta Italia To Sicily by Plane And Aeolian Islands - October 2026

Tutta Italia With Beautiful Campania and Sicily - October 2026

Beautiful Campania and Sicily - October 2026

Scenic Sicily Self Drive - October 2026

Southern Splendours: Campania & Sicily Discovery - October 2026

Palermo and Sicilian Baroque Self Drive - October 2026

Tutta Italia and Sicily with Aeolian Islands - October 2026

Treasures of Sicily and Malta - October 2026

Treasures Of Sicily - October 2026

Beautiful of Puglia, Campania and Sicily - 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

Page 2 of 33 Trips in Taormina during October 2026 with 484 Reviews

Get a customized trip to Taormina in October 2026

Page 2 of 33 Trips in Taormina during October 2026 with 484 Reviews