Women's Small Group Trip

Elements of Sicily

A thoughtfully hosted journey through eastern Sicily, designed for women who want beautiful days, memorable experiences, and the ease of travelling with a small like-minded group.

📅 October 5-13, 2026
Reserve Your Spot →
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This Is Your Sign to Book

If you have been considering joining us for Elements of Sicily, this is your sign to book your place.

This is not a rushed coach tour or a wellness retreat full of forced activities. It is a thoughtfully hosted journey through eastern Sicily. It is designed for women who want beautiful days, memorable experiences and the ease of travelling with a small like-minded group.

Come solo or bring a friend — either way, you will leave with a new circle of women who love to explore, eat well, and savour the moment.

Trip Highlights

Nine days of curated experiences across Sicily’s most captivating eastern destinations.

Ortigia

Ortigia & Syracuse

My home for 7 years and a place I know intimately. Think boat trips to hidden sea caves, long Italian lunches, evening aperitivos as the sun melts into the sea, fresh food markets, winding alleyways, cobbled streets, boutiques, baroque cathedrals and slow evenings by the water.

Mount Etna

Mount Etna

Experience Europe’s highest active volcano up close. We will explore the lunar-like landscapes, walk ancient lava flows, and enjoy a lunch on the volcano’s slopes with local wines and Sicilian flavours.

Taormina

Taormina

The pearl of the Mediterranean. Stroll the elegant Corso Umberto, visit the ancient Greek Theatre with its breathtaking views of Etna and the sea, and soak up the glamorous atmosphere of this hilltop town.

Noto

Noto & the Baroque

Wander through the golden stone streets of Noto, one of Sicily’s most beautiful baroque towns. Admire the ornate facades, enjoy a gelato in the piazza, and experience the warm, welcoming energy of the Val di Noto.

The Journey

Three elemental chapters across eastern Sicily.

Element: Fire

Fire — Mount Etna & Taormina (3 nights)

We begin beneath Europe’s most active volcano, one of Sicily’s defining forces. Our first stop is Taormina, a place many will recognise from the TV show White Lotus. We’ll have time to explore its elegant streets, ancient theatre and sweeping coastal views.

A guided hike on Mount Etna brings you face to face with Sicily’s raw power: Europe’s most active volcano, a unique landscape, lava tunnels, volcanic soil and lunch in the forest. Evenings are unhurried — long dinners, good wine, and that first deep exhale of being somewhere new.

Mount Etna & Taormina

Element: Sea & Sun

Sea & Sun — Ortigia & Siracusa (3 nights)

A UNESCO World Heritage Site and a place close to my heart, Ortigia was my home for seven years. What still fascinates me is how it exists in the shadow of its own history, surrounded by the sea, welcoming travellers while local life carries on largely unchanged.

  • A tuk-tuk tour
  • Neapolis Archaeological Park, Greek Theatre, Roman Amphitheatre, Ear of Dionysius
  • Catacombs of San Giovanni
  • Boat trip around the island and out to the sea caves
  • Sunset aperitivo overlooking the sea
  • Time to explore markets, cathedrals, piazzas and the marina
Ortigia

Element: Earth

Earth — Noto countryside & olives (2 nights)

The final days take us inland, to the quieter south-eastern countryside. Travelling in October allows us to experience the olive harvest, a short, once-a-year period that is an integral part of the calendar.

  • Time among olive groves near Noto
  • A guided olive oil tasting — learn what makes Sicilian oil distinctive
  • Long lunches built around local ingredients and seasonal cooking
  • Time to slow the pace before departure
Noto countryside

Everything you need for a genuine
Sicilian tour

Nothing you don’t.

Group on Elements of Sicily tour
📍

8 nights in boutique hotels

Comfortable private accommodation throughout

☕

Daily breakfast

Start every morning fuelled and ready

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1 aperitivo

Sunset drinks and connection

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Traditional lunch after Etna hike

Hearty Sicilian meal after the volcano

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Guided olive oil tasting

Taste local liquid gold with an expert

🏛

Archaeological Park of Neapolis

Explore ancient Syracuse treasures

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Visit Noto

Discover the Baroque gem of the south

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Experienced local driver

Relax while we handle the roads

👩‍👩‍👧

Small group — max 12 women

Intimate, supportive atmosphere

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Private room — no single supplement

Your own space, no extra charge

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Welcome & farewell dinners

Celebrate the start and end together

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Guided Mount Etna hike

Walk Europe’s most active volcano

🚤

Private boat trip from Ortigia

Crystal waters and coastal views

🎭

Greek theatre entrances

Step into ancient history

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Visit Ortigia Island

Charming historic heart of Syracuse

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Private transport throughout

Seamless transfers and day trips

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Hosted throughout by Chloe

Guidance, care and local insight

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Pre-departure info pack

Everything you need before you arrive

Is This Trip For You?

An honest look at who this journey is designed for.

Perfect Match

  • You like seeing and doing things, not just skimming highlights
  • You appreciate good organisation and thoughtful pacing
  • You enjoy learning about a place through its landscape, history, food and daily life
  • You want the confidence of travelling with someone who knows Sicily from the inside out

Not the Best Fit

  • You’re looking for a slow, wellness-focused retreat
  • You prefer lots of unstructured free time
  • You’re travelling mainly for luxury or downtime

Elements of Sicily is designed for women who are curious, capable, have a sense of adventure and enjoy experiencing a place fully.

Pricing & Booking

Transparent pricing with flexible payment options.

£3,100
per person
A £700 deposit secures your place

Payment plans available • Get in touch for full details
Alternatively, pay in full at booking for a small reduction.

Inquire About This Trip

Meet Chloe

Chloe

Chloe

Hi, I am Chloe, the founder of Chloe Keeps Travelling and your host for this journey. Sicily has been my home for the past 7 years, and I have fallen deeply in love with this island’s beauty, culture, and people.

I created Elements of Sicily because I believe travel is about more than ticking off sights — it is about connection, curiosity, and creating space for wonder. With 16 years of experience travelling, living and working overseas, this is a trip based on lived and loved experiences.

— Chloe

Please contact me to arrange a discovery call and find out more about this adventure along Sicily’s East Coast.

BOOK A DISCOVERY CALL

What Past Travellers Say

Real words from women who have experienced Elements of Sicily.

“I loved it all. The place, the ladies and most of all the energy you brought to it all. Always smiling and nothing was too much trouble. I felt like I could breathe again.”

Julie, UK

“Chloe created such a thoughtful and grounding experience. She has a natural ability to make everyone feel comfortable and taken care of while still giving us space to explore. I left feeling reset, inspired and really grateful.”

Jane, USA

“Thank you for being such a great host. You made everything so fun and enjoyable. I am truly happy to have met you.”

Meggy, USA

Frequently Asked Questions

Everything you need to know before booking your spot.

What is the group size?

We keep our groups intentionally small — maximum 12 women. This allows us to stay in boutique accommodations, get to know each other properly, and have a more intimate, personalised experience.

Are flights included?

Flights to and from Catania (CTA) are not included. This gives you flexibility to use points, fly from your preferred airport, or extend your trip. We will provide guidance on the best flight options once you book.

What is the fitness level required?

This trip is suitable for women with a moderate fitness level. We do a fair amount of walking on cobblestones and some uneven terrain (especially on Mount Etna). Everything is at a relaxed pace with plenty of breaks. If you have any concerns, please reach out and we can chat.

What should I pack?

Once you book, we will send you a detailed packing list. In general: comfortable walking shoes, layers for October weather (warm days, cooler evenings), a swimsuit for boat trips, and something nice for our welcome and farewell dinners. Sicily in October is beautiful and mild.

Ready for Your Sicilian Adventure?

Spaces are limited to 12 women. Secure your spot today and start counting down to October.

Reserve Your Spot →

Connect With Us

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