Hey!
I’m Chloe

Women only, small group tours & retreats in Sicily. Led by me.

I'm Chloe, a solo backpacker turned travel entrepreneur. For seventeen years, travel has been the heartbeat of my life. What began with a group trip to China became years of living, working and travelling overseas. 7 wonderful years in Sicily led me to Chloe Keeps Travelling and creating tours and retreats for solo female travellers.

Today, I design women-only tours and retreats to Sicily and Asia, places I know and love. Deeply rooted in supporting local, creating new friendships and experiencing the best of these beautiful destinations. I also craft bespoke travel experiences for those who want something truly personal, turning your ideas into unforgettable journeys.

Always small female groups, to places I know and love.

Welcome – I’m so glad you’re here.

Three Ways to Travel With Me

Three ways to bring more adventure and connection into your life

Tours

Let me take you on a small-group, female only journey, designed for women who want authentic experiences, full days and relaxed evenings, and the confidence of travelling with someone who truly knows the destination.

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Chloe Keeps Travelling Clients enjoying the boat tour in Ortigia Sicily

Retreats

Designed for the woman who does it all for everyone else and rarely makes space for herself. The perfect mix of wellness and girls trip. My retreats are equal measure wellness and fun, with plenty of rest, reset and laughter. Because healing comes in many different forms.

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Chloe Keeps Travelling Sicilian Summer reset 2026 under the moonlight

Bespoke Travel Planning

Custom itineraries designed around your interests, travel style, and pace. Skip the overwhelm and travel with confidence using recommendations and tips gained from sixteen years of exploring the world.

PLAN YOUR TRIP →

historic street at dusk with outdoor diners in the baroque town of Noto, located in the province of Syracuse in Sicily, Italy

UPCOMING TOUR

Elements of Sicily in Bloom

8th May — 16th May 2027

Timed to coincide with the world-famous Infiorata di Noto. More than a holiday, an invitation to experience Sicily at its most colourful and vibrant. A thoughtfully curated 9-day journey through authentic Sicilian life.