The Layover - November 2026

Italy, Best Enjoyed Around the Table

 

Founders Gerardo Di lorio and Joanne Heggie

Two small-group journeys through southern Italy, hosted by the people who know it personally.

Some of the best introductions to Italy happen around a table: a grower opening a bottle, a family sharing a favourite dish, a host who knows the people as well as the place.

That is the appeal of our new partnership with DiVino founders Gerardo Di Iorio and Joanne Heggie. Their hosted journeys grew out of a simple idea: sharing the Italy they already spend so much of their time enjoying, with fellow food and wine lovers.

Hosts with a personal connection

Gerardo brings longstanding relationships with growers, familiar kitchens and local towns to the experience. Joanne takes care of the planning, from accommodation and meals to the way each day fits together. Both accompany every trip for all eight days, welcoming just 14 guests.

Before you book, they offer a relaxed, approximately 15-minute conversation to talk through the experience and answer your questions. It is a chance to get to know the people you will be travelling with and decide whether the trip feels right for you.

In 2027, there are two southern Italian journeys to choose from.

Sicily & the Aeolian Islands

19-26 June 2027 | Seven nights

This journey brings together the Baroque towns of south-eastern Sicily, the vineyards of Mount Etna and the Aeolian Islands.

In Modica, discover the town's distinctive chocolate before continuing to Syracuse for a performance in its ancient Greek Theatre. On Etna, winery visits and lunches offer time to explore the wines of the volcanic slopes, while a Sicilian cooking experience puts local ingredients into your own hands. An evening in Taormina adds another flavour to the week.

The journey then moves offshore to the Aeolian Islands, with a private boat excursion culminating in views of Stromboli after dark. For travellers drawn to food, wine and dramatic landscapes, it's a compelling combination.

The Amalfi Coast & Ischia

3-10 July 2027 | Seven nights

Coastal scenery sets the scene for a week that also ventures into Campania's wine country and the island Gerardo grew up on.

There's a private boat day along the Amalfi Coast, a vineyard lunch above the sea and a sunset concert in Ravello. Inland, visits to Mastroberardino and Feudi di San Gregorio introduce the region's wines, followed by a hands-on pasta-making experience before the crossing to Ischia.

Here, the trip becomes especially personal. Alongside thermal gardens, island wines and a farewell cruise, guests join Gerardo's family and friends for a pizza evening. It's an opportunity to share something of his life on the island, as well as its food.

Make a week of it - and a holiday around it

Each tour includes seven nights' accommodation, all breakfasts, lunches and dinners, drinks at scheduled winery visits and meals, and the group transport and experiences specified in the itinerary. Flights and travel insurance are additional.

Travel Your Style can help you choose the journey that suits you, arrange flights and plan your travels before or afterwards. Whether you want a few extra days in Italy or a longer European holiday, we'll build the surrounding arrangements around your interests and pace.

Contact the Travel Your Style team at info@travelyourstyle.com.au to request the full itinerary and discuss your 2027 Italy plans.

 

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