Journey Through Southern Italy: Sicily, the Aeolian Islands, Calabria & Puglia

Sicily: Taormina, Aeolian Islands | Italy: Reggio Calabria, Cosenza, Alberobello, Trani

Group size

No more than 16 travelers

Reviews

Activity level

1
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5
Single Supplement: FREE

From $7,295 per person

18 Days | $406 per day

Includes airfare

View dates and prices

Arrive Early

Expand your discoveries by spending one, two, three—or more—days abroad before your adventure. By arriving early, you’re able to rest after your long flight and acclimate to your new destination and time zone—or you can begin to explore on your own. It’s also a practical way to make the most of the international airfare that’s included with your main itinerary. Your price also includes:

  • Accommodations
  • Daily breakfast
  • Private airport transfers

Arrive early in Valletta before your Malta pre-trip extension

Travel from $220 per room per night

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See more of Valletta, Malta's seaside capital and a beacon of Renaissance elegance. A stroll through its compact streets reveals one treasure after another, like the celebrated St. John’s Co-Cathedral. Or explore the Upper Barrakka Gardens. Originally created as a recreation spot exclusively for members of the Order of St. John, the park is now open to the public, and offers panoramic views of lower Valletta, its Grand Harbor, and the Three Cities across the sea.

Arrive early in Taormina before your main adventure

Travel from $300 per room per night

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Spend more time in Taormina, the fashionable destination on Sicily’s eastern coast has been attracting travelers for well over a century. Perched on the side of a mountain and overlooking the Ionian Sea, Taormina was once described by Ernest Hemingway as “so pretty it hurts to look.” You might choose to take in a show at the Greek theater, which was built in the third century BC and offers breathtaking views of Mount Etna. Go for a swim near Isola Bella, or simply stroll the cotton-candy colored streets of the Old Town, gelato in hand. 

Please note: Airport transfers are only included for travelers who purchase airfare through O.A.T. Travelers planning their own airfare can purchase airport transfers through O.A.T. if needed.