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Taormina (Sicily) Vacation Packages


Taormina dates back to the 4th century BC, when it was a Greek colony. It was deemed the most beautiful town in Sicily for its location on the edge of a cliff overlooking the Ionian Sea with Mount Etna in the background. Taormina achieved international fame in the early 20th century when it became a huge magnet for expatriate writers and intellectuals. Countless stores and cafes, along with numerous piazzas and palazzi dating as far back as the 15th century will give you plenty to enjoy while visiting.

Best Taormina (Sicily) Vacation Packages:

Experience Sicily: Chauffeured Collection (Palermo - Agrigento - Syracuse - Taormina)

9 nights from $2,476*

Dive into Sicily’s ancient ruins and scenic shores in Italy. Uncover history, culture, architecture, and outdoor street markets with a passionate local guide in Palermo. Continue this trip in Agrigento (home to the Valley of the Temples with the best preserved Greek ruins outside Greece), up next is Syracuse (a former stronghold of the Greek empire; full of medieval and Baroque buildings). Enjoy door-to-door service with UNESCO stops at the Norman Castello di Caccamo, the world-famous mosaics of Piazza Armerina, and the ancient Necropolis of Pantalica before reaching Taormina (overlooking the Ionian Sea, with countless stores, cafes, piazzas, and breathtaking vistas), where you will take a day trip to mighty Mount Etna (renowned for its exceptional level of volcanic activity).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Customize and Book!


Other Taormina (Sicily) Vacation Packages:

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Taormina (Sicily)

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SUGGESTED Taormina (Sicily) VACATION PACKAGES:

  • Naples and Taormina by Train
    6 nights from $2,039*
  • Experience the famous `Dolce Vita` by combining mainland Italy with enchanting Sicily. Begin in Naples (sitting near Vesuvius, the city enjoys a certain edge; its vibrancy is a result of the cacophony of sounds and images distinct to the Italian south). Next, travel by train to beautiful Taormina (perched on the edge of a cliff overlooking the Ionian Sea with countless stores, cafes, piazzas, and breathtaking vistas).

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into and out of Naples
    • Hotel for 2 nights in Naples
    • Train Naples-Taormina
    • Hotel for 3 nights in Taormina
    • Train Taormina-Naples
    • Hotel for 1 night in Naples


  • Palermo and Taormina by Train
    7 nights from $1,049*
  • Italy!! La Dolce Vita awaits you; discover art, music, literature, cuisine, and architecture on a Sicilian holiday! Begin in beautiful Palermo (notorious for its mafia glamour, but also for the treasures heald in its museums, its wine and packed outdoor markets) and then take the train to stunning Taormina (a draw for writers and intellectuals for decades; once you glimpse the vistas from this Cliffside town you will understand why). Travel between these impressive cities by train, admiring the beautiful countryside as you go.

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into and out of Palermo
    • Hotel for 3 nights in Palermo
    • Train Palermo-Taormina
    • Hotel for 3 nights in Taormina
    • Train Taormina-Palermo
    • Hotel for 1 night in Palermo


  • Palermo - Agrigento - Syracuse - Taormina (Self Drive)
    9 nights from $1,405*
  • An enchanting vacation package, visiting some destinations in Italy! Experience Sicily, the old-world, idyllic island with a rich and unique culture. Sicily has plenty to see and do and this flexible vacation package highlights Palermo (notorious for its mafia glamour, but that aside, uncover forgotten treasures in its museums and wander through its packed outdoor markets), Agrigento (home to Valley of the Temples with the best preserved Greek ruins outside Greece itself), Siracusa (a former stronghold of the Greek empire; full of medieval and Baroque buildings) and Taormina (perched on the edge of a cliff overlooking the Ionian Sea; a draw for writers and intellectuals for decades).

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into and out of Palermo
    • Rental Car for 10 days
    • Hotel for 2 nights in Palermo
    • Hotel for 2 nights in Agrigento
    • Hotel for 2 nights in Siracusa
    • Hotel for 2 nights in Taormina
    • Hotel for 1 night in Palermo


  • Catania and Taormina (Self Drive)
    6 nights from $1,511*
  • If you`re aching to find out what makes Sicily such a draw for people, look no further than this flexible vacation package! With a rental car you enjoy the most in self discovery as you visit Catania (a youthful, energetic city; its piazzas are buzzing, the food is divine, and the gritty nightlife mesmerizes) and beautiful Taormina (perched on the edge of a cliff overlooking the Ionian Sea with countless stores, cafes, piazzas, and breathtaking vistas).

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into and out of Catania
    • Hotel for 3 nights in Catania
    • Rental Car for 4 days
    • Hotel for 3 nights in Taormina


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