Taormina September 2026 Tours and Trip packages

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Accommodations

Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Page 2 of 21 Trips in Taormina during September 2026 with 412 Reviews

Showing 1 - 10 of 21 results

Colours of Sicily - September 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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Best of Sicily (Small Group Tour) - September 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

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Sicily Art, Food & Wine Tour - September 2026

Trip customizable

Best price guaranteed

Delight in Sicily’s artistic and culinary heritage on the "Sicily Art, Food & Wine Tour," an eight-day easy-paced journey crafted for seniors seeking authentic experiences. Begin in Catania, then explore Tindari, Cefalu, Palermo, and Erice—where a traditional winery visit lets you savor Sicily’s finest vintages. Marvel at Selinunte’s archaeological wonders before wandering through Agrigento’s Valley of the Temples, the baroque streets of Noto, and the historic gems of Siracusa and Ortigia. A tasting session in Taormina caps off your adventure. This tour’s unique feature is its harmonious fusion of art, history, and gourmet delights, offering a rich, leisurely immersion into Sicily’s vibrant soul.

Art and architectureFood tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Catania, Palermo, Agrigento, Cal

Catania, Palermo, Agrigento, Caltagirone, Taormina

Duration8 days

Italian Escape and Sicily - September 2026

No booking fees

Best price guaranteed

Experience the best of Italy’s mainland and Sicily on this 13-day adventure crafted for young adults. Starting in Rome, you’ll journey to Naples—birthplace of pizza and gateway to Pompeii—then glide along the Amalfi Coast to the sun-drenched islands of Capri and Positano. The second half of the trip unveils Sicily’s legendary beaches, ancient ruins, and vibrant food scene, with Palermo providing a grand finale. With all accommodations, meals, and transport arranged, you can fully immerse in Italian culture and landscapes. The USP: a tour package that fuses Italy’s iconic cities, coastlines, and island treasures into a single, seamless journey.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Sicily, Cefalu, Palermo, N

Rome, Sicily, Cefalu, Palermo, Naples, Amalfi Coast, Catania, Taormina, Syracuse

Duration13 days

Discovering Taormina - September 2026

Trip customizable

Best price guaranteed

Taormina beckons with its sun-soaked shores and ancient stories—perfect for seniors seeking a gently active escape. ‘Discovering Taormina’ is a four-day, small-group art and architecture tour that offers a seamless blend of culture and natural beauty. Wander through the city’s evocative streets, gaze out over the Ionian Sea, and experience the dramatic ascent of Mt. Etna. A coastal cruise and easy walking explorations ensure this trip remains accessible and rewarding. The highlight: the opportunity to combine the allure of Sicily’s history with the thrill of standing atop Europe’s most famous volcano—all at a comfortable, easy pace.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, italian

Destinations

Taormina

Duration4 days

Sicily Explorer: 11 Days From Palermo To Palermo, Self-drive - September 2026

Trip customizable

Best price guaranteed

Discover the beauties of Sicily during this eleven days self-drive tour. Immerse yourself in rich Greek and Roman history, culture and architecture. Drive through several UNESCO Heritage Sites and unique towns, and admire splendid views and art masterpieces. Climb the magnificent Mt Etna volcano and enjoy lunch with the stunning views.

Self-drive or vehicle rental

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english

Destinations

Palermo, Taormina, Syracuse, Not

Palermo, Taormina, Syracuse, Noto, Agrigento

Duration11 days

Highlights of Sicily From Catania - 10 days - September 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

Duration10 days

Sizzling Sicily - 7 days - September 2026

No booking fees

Best price guaranteed

COACH TOUR: Spend seven days soaking up the history, flavours and scenery of Sicily on this round-trip tour from Palermo. Explore the UNESCO-listed cathedral of Monreale and wander the ancient streets of Palermo’s Old Town. Discover medieval Erice, taste wines in Marsala, and marvel at the Valley of the Temples in Agrigento. You’ll visit Baroque hill towns like Ragusa and Noto, stroll through historic Syracuse, and take in coastal charm in Taormina. A visit to Mount Etna adds a dramatic finish to this journey through Sicily’s cultural and natural treasures.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Palermo, Taormina, Agrigento, Ra

Palermo, Taormina, Agrigento, Ragusa, Syracuse

Duration7 days

Rome, Naples & Sicily Highlights - 11 days - September 2026

No booking fees

Best price guaranteed

COACH TOUR: Enjoy a hop-on hop-off bus tour in Rome, take in sweeping views of Naples and relax in Sorrento on this 11-day coach tour. Discover the ruins of Pompeii, enjoy a day trip to the island of Capri and take an overnight ferry to the Mediterranean island of Sicily. Here, highlights include sightseeing in the capital of Palermo, wine tasting in Marsala, and a visit to Mount Etna, one of the most active volcanoes in Europe.

Walking tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Taormina, Naples, Capri, S

Rome, Taormina, Naples, Capri, Sorrento, Palermo, Agrigento, Ragusa

Duration11 days

Palermo, North Sicily & Aeolian Islands - 9 days - September 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

Duration9 days