7 nights from £1,890 per person
Based on two people sharing, with seven nights in carefully selected accommodation and private transfers arranged for the main holiday route.
Final pricing depends on your travel dates, room choice and availability.
Begin with three nights in Taormina before continuing south for four nights in Siracusa. The route combines two contrasting Sicilian bases without overcomplicating the journey, with private transfers taking care of the principal travel arrangements.
Based on two people sharing, with seven nights in carefully selected accommodation and private transfers arranged for the main holiday route.
Final pricing depends on your travel dates, room choice and availability.
The route combines scenery, culture and coastal atmosphere without asking you to change hotels too often or manage unfamiliar roads.
A good fit for travellers who value history, sea views, characterful hotels and independent time, but prefer the main logistics to be arranged for them.
Three nights give Taormina a focused scenic opening, while four nights in Siracusa allow more time for Ortigia, ancient sites and the wider south-east.
Private transfers remove the pressure of parking, hill-town traffic and airport driving, while each destination remains easy to enjoy on foot and through planned excursions.
Taormina brings gardens, terraces and theatrical coastal scenery. Siracusa follows with Greek heritage, Ortigia and a more lived-in seafront atmosphere.
Villa Carlotta gives the holiday a polished and scenic opening in Taormina. Giuggiulena then changes the rhythm, bringing a more personal seafront setting and a relaxed base for exploring Siracusa and the Baroque south-east.
Villa Carlotta provides a refined first stay, close enough for Taormina’s centre but removed from its busiest streets. Its views, terraces and attentive service establish the scenic, grown-up character of the journey from the outset.
Giuggiulena brings a more intimate and distinctly local character to the second half of the holiday. Its position above the Ionian Sea creates a peaceful contrast to Taormina, while keeping Ortigia, Noto and the wider south-east within reach.
These practical guides provide useful background for the two main destinations, alongside ideas for Mount Etna and specialist private touring.
Discover Taormina’s Greek theatre, panoramic terraces, historic centre and coastal setting, with practical ideas for making the most of a three-night stay.
Discover guide → SiracusaExplore Siracusa’s ancient sites, Ortigia’s layered history, sea-facing streets and the places that reward a slower few days in the city.
Discover guide → Mount EtnaA practical introduction to visiting Mount Etna, including its contrasting landscapes and the different ways an excursion can be arranged from Taormina.
Discover guide → Private touringSee how private touring can add context to the journey through geology, landscape, food and local culture, with the experience shaped around your interests.
Discover guide →This seven-night journey keeps eastern Sicily deliberately simple. These longer self-drive itineraries offer more independence, additional stays and a broader view of the island.
A more extensive island journey for travellers who want to connect the landscapes around Taormina and Siracusa with wine country, archaeological sites and Palermo.
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A slower exploration of the east for travellers who want more time around Mount Etna, Noto, Siracusa and the coast, with a car providing greater freedom between the main bases.
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A western route with a different character: Palermo’s cultural energy, the vineyards and open landscapes around Menfi, followed by a relaxed coastal finish in San Vito Lo Capo.
View this holiday →The journey follows a simple route through eastern Sicily, beginning amid Taormina’s hillside scenery before continuing south to Siracusa and the historic island of Ortigia.
Private transfers are arranged for the principal journey, so there is no need to collect a hire car or manage parking in either destination.
This seven-night route is a starting point rather than a fixed package. ExpertoItaly can adjust the dates, accommodation, room choices, transfers and private experiences to suit how you prefer to travel.
Tell us what you have in mindExtend either destination, choose a different hotel or add time near Mount Etna, Noto or another part of Sicily. The route will be adjusted so that the logistics and pacing still work properly.
Tell us your preferred travel dates, likely budget, room requirements and the balance you want between culture, food, scenery, private touring and independent time.
Antonio will review the practical details, discuss the options with you and prepare a tailored proposal with suitable stays, transport arrangements and a clear price.
Share as much or as little as you know at this stage. The important details can be refined together once we understand the kind of journey you are considering.