10 Best Taormina Multiday Tours in October 2026

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Palermo, North Sicily & Aeolian Islands - 9 days - October 2026

No booking fees

Best price guaranteed

Embark on a captivating journey through Sicily on this 9-day tour, beginning in vibrant Palermo, where you'll discover highlights like the Cathedral and Martorana Church. Experience the breathtaking beauty of Mount Etna, Europe’s highest volcano, before wandering the medieval streets of Taormina, home to a stunning Greek theatre with panoramic views. The tour continues with a private extension to the Aeolian Islands, with visits to Lipari, Salina, Panarea, and Stromboli, offering incredible swimming spots, awe-inspiring volcanic landscapes, and picturesque villages. Your tour ends back in Sicily, in Taormina.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Palermo, Taormina, Catania, Lipari

15% OFF TODAY

Duration9 days

From

USD 2,845

USD 2,418

Saving

USD 427

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Highlights of Sicily From Catania - 10 days - October 2026

No booking fees

Best price guaranteed

Take in the best of Sicily from Catania on this 10-day group tour, beginning in the ancient city of Syracuse, exploring its archaeological wonders and enchanting island of Ortigia, followed by the Baroque highlights of Noto and Ragusa. Take in the rich cultural heritage of Palermo and Monreale, and indulge in the flavours of renowned chocolate in Modica and Marsala wine cellars. Conclude your tour with the breathtaking views from Mount Etna, the charming atmosphere of Taormina, and visits to the picturesque villages like Savoca, famed for its "Godfather" film connections.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Catania, Taormina, Ragusa, Agrig

Catania, Taormina, Ragusa, Agrigento, Palermo

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Duration10 days

From

USD 3,215

USD 2,733

Saving

USD 482

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Sicily: Vino & Volcanoes - October 2026

No booking fees

Best price guaranteed

As one of our Independent Tours, Sicily's Vino & Volcanoes encompasses the must-see sights and tastes of this spectacular Italian island. Explore at your own pace, taking time to savour the local delicacies and pausing to create those moments that last a lifetime. As the name suggests, this exclusive tour includes a tasting of local wine, a boat tour from Ortigia island, and a guided group walk on the flanks of mighty Mount Etna, the most active stratovolcano in the world. Your island journey begins in the UNESCO World Heritage Site of Ragusa Ibla, an important city of the arts in Italy. The historic centre is brimming with architectural treasures dating back to the 17th century, with stunning churches and baroque style mansions perched on their own hilltop. Your next stop is Noto, another baroque beauty that's listed as a UNESCO World Heritage Site. Here, you'll enjoy wine tasting at a local enoteca and have two nights to discover Noto's famous buildings, some of the finest examples of Sicilian baroque style, not to mention the city's famous frozen granita - perfectly refreshing on a summer's day! Continue onwards to Syracuse, an exquisite coastal city where you'll stay for two nights on its small island of Ortigia. Wander the labyrinth of charming medieval streets, packed with history and an incredible local market bursting with colour, scents, and authentic Sicilian flavours; the ideal opportunity to sample homegrown produce. Your Italian adventure concludes on the northern tip of Eastern Sicily in the unmissable hilltop town of Taormina. Overlooking the beautiful bay below with Mount Etna commanding attention in the distance, Taormina is home to a remarkably well-preserved Greek Theatre from the 3rd century which we highly recommend visiting. Don't miss the small village of Castelmola, famous for its medieval castle, local almond wine, and panoramic views across Etna. From the coast, you can enjoy hidden coves and sandy beaches, rent kayaks, snorkels, or embark on a boat tour across the glistening Mediterranean. No trip to Sicily would be complete without visiting Mount Etna; we have included a guided group tour to this iconic volcano (includes return transfers) where you'll benefit from insider knowledge as you explore Etna's craters and lava flows - the highlight of your Sicilian Tour.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Catania, Noto, Island Of Ortigia

Catania, Noto, Island Of Ortigia, Taormina, Mount Etna

Duration8 days

From

USD 2,375

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Athens, Peninsula and Sicily End Palermo - October 2026

No booking fees

Best price guaranteed

Begin in Athens and conclude in Palermo on this 10-day adventure through Greece and Italy, crafted for senior travelers. The itinerary takes you through Salerno, Naples, Taormina, and other top destinations, with an easy activity rating and all essentials—accommodation, transport, and meals—handled for you. The trip’s special highlight is its dual focus on Greek and Italian culture, allowing for enriching discoveries at a gentle pace.

AdventureWalking tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Athens, Patras, Brindis

Palermo, Athens, Patras, Brindisi, Naples, Salerno, Taormina

Duration10 days

From

USD 2,107

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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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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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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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Treasures of Sicily - October 2026

Trip customizable

Best price guaranteed

Begin your journey in Catania, exploring ancient temples and baroque architecture. Traverse the island to Monreale and Palermo, discovering cathedral treasures and indulging in Sicilian delights. Wander through the picturesque streets of Erice, Siracusa, and Noto. Immerse yourself in the rich history of Agrigento's Valley of the Temples and the Roman Villa in Piazza Armerina. Ascend the iconic Mount Etna, and explore the timeless beauty of Taormina. This curated itinerary blends cultural immersion, gastronomic delights, and natural wonders, ensuring an unforgettable Sicilian adventure

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

7-99 yrs

Operated in

english

Destinations

Catania, Noto, Taormina, Palermo

Catania, Noto, Taormina, Palermo, Agrigento, Sicily, Mount Etna

Duration8 days

From

USD 2,460

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Complete Greece, Puglia, Campania and Sicily - October 2026

No booking fees

Best price guaranteed

Delve into history on this 13-day cultural, religious, and historic tour from Athens to Palermo. Perfectly tailored for seniors, the easy pace ensures you can fully enjoy destinations like Salerno, Palermo, and Brindisi without rush. With all the essentials—accommodation, meals, and transport—included, the trip offers a worry-free exploration of Italy and Greece’s most important sites. The unique selling point is its focus on the cultural crossroads of the Mediterranean, making it a must for history enthusiasts.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Athens, Taormina, Kalab

Palermo, Athens, Taormina, Kalabaka, Nafplion, Patras, Brindisi, Naples, Salerno

Duration13 days

From

USD 2,800

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Italian Roundabout Complete End Venice - October 2026

No booking fees

Best price guaranteed

For seniors seeking a comfortable yet immersive Italian experience, the 18-day Italian Roundabout Complete End Venice tour is an excellent choice. Starting in Rome and concluding in the romantic city of Venice, this easy-paced sightseeing trip covers Genoa, Siena, Taormina, and ten other must-see locations. With all accommodations, transport, and meals expertly organized, you can relax as you soak up Italy’s art, history, and cuisine. The USP of this tour is its thoughtfully balanced itinerary, allowing guests to savor the country’s highlights at a gentle, enjoyable rhythm.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Siena, Florence, G

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

Duration19 days

From

USD 3,708

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Sicily and Eolic Islands - October 2026

No booking fees

Best price guaranteed

Sicily and Eolic Islands invites mature travelers to discover the wonders of Palermo, Agrigento, Taormina, and Milazzo over 8 relaxed days. This guided city sightseeing tour provides all the comforts—accommodation, transport, and meals—so you can focus on sampling local delicacies and admiring ancient sites. For those seeking a serene Mediterranean getaway, the tour’s unique appeal lies in its combination of Sicily’s history with the tranquil beauty of the Eolic Islands.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Milazzo, Taormina, Agrigento

Duration8 days

From

USD 1,356

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Super Sales

Sicilian Paradise - October 2026

No booking fees

Best price guaranteed

Savor four days of Italian splendor with the Sicilian Paradise tour, starting and ending in Palermo. Tailored for seniors, this guided group trip introduces you to Palermo, Milazzo, and Taormina through gentle sightseeing, authentic meals, and comfortable travel arrangements. The tour’s hallmark is its manageable pace, allowing ample time to enjoy Sicily’s rich culture and landscapes—a perfect escape for those who value both discovery and relaxation.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Milazzo, Taormina

Duration4 days

From

USD 742

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Best of Sicily - 8 days - October 2026

No booking fees

Best price guaranteed

Take in the best of Sicily on this 8-day group tour, which starts and ends in Catania. From the dramatic heights of Mount Etna to the sun-drenched shores of Taormina, taking in ancient ruins, charming coastal towns, and stunning Baroque cities. Marvel at the Valley of the Temples in the hilltop city of Agrigento and the striking seafront castle in Castellammare del Golfo. Admire Palermo’s eclectic architecture, soak up the beauty of coastal Cefalu and see incredible white cliffs of Scala dei Turchi. Enjoy a guided tour of historic Syracusa, explore medieval villages steeped in legend, and indulge in Sicily’s rich culinary delights. Along the way, discover the island’s diverse heritage, from Greek and Roman influences to Norman and Byzantine architecture.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Catania, Taormina, Palermo, Agri

Catania, Taormina, Palermo, Agrigento, Syracuse

15% OFF TODAY

Duration8 days

From

USD 4,115

USD 3,498

Saving

USD 617

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All Taormina Tours in October 2026

Page 3 of 42 Trips in Taormina during October 2026 with 601 Reviews

Get a customized trip to Taormina in October 2026

Page 3 of 42 Trips in Taormina during October 2026 with 601 Reviews

Palermo, North Sicily & Aeolian Islands - 9 days - October 2026

Highlights of Sicily From Catania - 10 days - October 2026

Sicily: Vino & Volcanoes - October 2026

Athens, Peninsula and Sicily End Palermo - October 2026

Treasures of Sicily and Malta - October 2026

Treasures Of Sicily - October 2026

Tutta Italia and Sicily with Aeolian Islands - October 2026

Beautiful of Puglia, Campania and Sicily - October 2026

Treasures of Sicily - October 2026

Complete Greece, Puglia, Campania and Sicily - October 2026

Italian Roundabout Complete End Venice - October 2026

Sicily and Eolic Islands - October 2026

Sicilian Paradise - October 2026

Best of Sicily - 8 days - October 2026

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All Taormina Tours in October 2026

Page 3 of 42 Trips in Taormina during October 2026 with 601 Reviews

Get a customized trip to Taormina in October 2026

Page 3 of 42 Trips in Taormina during October 2026 with 601 Reviews