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Real Sicily | Classic | 2025

Sicily - where have you been all our lives? We're taking you across this idyllic island, from the ancient streets of Catania to the mountainside charms of Taormina, where we'll enjoy some cooking classes and take a ride down Mt Etna. What's next? How about some more UNESCO heritage sites, some spectacular... Read More

Starting at: $2,402

(Not Including Airfare)*

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Real Sicily | Classic | 2026

Sicily - where have you been all our lives? We're taking you across this idyllic island, from the ancient streets of Catania to the mountainside charms of Taormina, where we'll enjoy some cooking classes and take a ride down Mt Etna. What's next? How about some more UNESCO heritage sites, some spectacular... Read More

Starting at: $2,143

(Not Including Airfare)*

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Tuscan Escape | | 2026

Starting in Rome, we’ll live la dolce vita for seven unforgettable days on this adventure up through sun-soaked Tuscany for a truly authentic taste of this iconic region. Whether you get your kicks from food, history, culture or Chianti, this is the one you’ve been waiting for - with mouthwatering... Read More

Starting at: $1,671

(Not Including Airfare)*

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Italian Espresso | Age 27-35 | 2026

10 days of la dolce vita, pronto. This one is pure Italian travel, covering all the big bucket-list destinations of Venice, Florence & Rome, plus the smaller charms of Pisa, Verona, and Siena. We'll ooh and aah over antipasto & chianti, dine on regional specialties in local trattorias, boat through the... Read More

Starting at: $2,423

(Not Including Airfare)*

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Italian Escape & Sicily | Classic | 2025

This one swings you from Rome to Naples, the home of pizza and gateway to Pompeii, before gliding along the dreamy Amalfi Coast. After falling for Capri and postcard pretty Positano, it's time to head to Sicily for a week of dreamy beaches, incredible food and endless ancient history. This Italian adventure... Read More

Starting at: $3,743

(Not Including Airfare)*

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Simply Italy | | 2025

Welcome to 15 days of pure Italian travel immersion. Covering Rome, Florence, Milan, Venice and beyond, this one brings you the blissful best of this soul-stirring country. Explore Rome's historical highlights, travel through the streets of Michelangelo's Florence, indulge in some authentic pasta on... Read More

Starting at: $3,600

(Not Including Airfare)*

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Italian Escape | | 2025

This all-Italian adventure swings you from this historic beauty of Rome through the home of pizza, Naples (where you can stop off in the perfectly preserved Roman town of Pompeii). Then, it's all about living the good life on the Amalfi coast, sipping limoncello, and stopping off at picture perfect Positano... Read More

Starting at: $1,670

(Not Including Airfare)*

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Tuscan Escape | | 2025

Starting in Rome, we’ll live la dolce vita for seven unforgettable days on this adventure up through sun-soaked Tuscany for a truly authentic taste of this iconic region. Whether you get your kicks from food, history, culture or Chianti, this is the one you’ve been waiting for - with mouthwatering... Read More

Starting at: $1,519

(Not Including Airfare)*

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Simply Italy Reunion 35 to 45

Welcome to 15 days of pure Italian travel immersion with your squad of awesome 35-45 year old travellers. Covering Rome, Florence, Milan, Venice and beyond, this one brings you the blissful best of this soul-stirring country. Explore Rome's historical highlights, travel through the streets of Michelangelo's... Read More

Starting at: $3,359

(Not Including Airfare)*

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Italian Espresso | | 2025

10 days of la dolce vita, pronto. This one is pure Italian travel, covering all the big bucket-list destinations of Venice, Florence & Rome, plus the smaller charms of Pisa, Verona, and Siena. We'll ooh and aah over antipasto & chianti, dine on regional specialties in local trattorias, boat through the... Read More

Starting at: $2,503

(Not Including Airfare)*

Dates & Details
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