Self-Guided Walking Holidays in Sicily

Our walking holidays in Sicily are based in the unspoilt west of the region and the Aeolian Islands, the volcanic archipelago in the Tyrrhenian Sea, just north of Sicily. Whether you prefer to explore independently or with a guide and a group of other walkers, we're sure to have a Sicily walking tour for you.

The stunning island of Sicily is a delight to discover on foot. Over 2,500 years of history have left an indelible impression on the landscape – waves of invaders including Phoenicians, Greeks, and Romans have helped to make Sicily the archaeological treasure house of Europe.

The pristine western coast is a region of tranquillity, with azure waters and picture-perfect sandy coves. Just off Trapani lies the Egadi Islands, which are a true walkers' paradise. When walking in Sicily, you'll see a fantastic mix of volcanoes and interesting towns, and taste delicious local cuisine. If you're ready to plan your next adventure, feel free to contact our friendly team of experts today.

Where can I go walking in Sicily?

We've hand-picked some of the most picturesque and scenic routes for our Sicily walking holidays - look at some of the locations below:


Our Secrets of Sicily walking trail takes you to the Zingaro Nature Reserve, where you'll wind your way through the wild fennel, pomegranate, and citrus trees. You'll find amazing viewpoints which overlook the beautiful coastline, and the reserve is home to around 40 bird species - perfect if you're an avid bird watcher, and even if you're not, who can resist watching rare Bonelli eagles and other birds of prey on the wing?


Marettimo, the most remote of the three Egadi islands, is an ideal destination for those who want to learn more about Sicilian history and culture. See where the Romans and Carthaginians fought the First Punic War in the second century BC, and visit the 12th-century Norman Castello di Punta Troia. Don't miss the stunning whitewashed houses that dot the landscape against a backdrop of shimmering, turquoise waters.

Aeolian Islands

Book our Volcanoes of Sicily walk to island hop between the Aeolian Islands. Admire the spectacular Greek theatre of Taormina and visit Mount Etna, the largest active volcano in Europe. This Sicilian slice of paradise offers clear blue waters and volcanic beaches for those who fancy a refreshing swim en route.

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Secrets of Sicily Walking
Italy: Sicily

Secrets of Sicily Walking

This triple centre holiday explores the unspoilt north western tip of Sicily and the nearby Egadi islands. It's a relatively undiscovered region where highlights include pristine sandy beaches, coral-lined grottoes, ancient hill villages and marvellously preserved nature reserves.



  • Holiday codeW07MR
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1499per person, tour only

  • 96 Reviews
  • All accommodation
  • All continental breakfasts and 2 evening meals
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Volcanoes of Sicily Walk
Italy: Sicily

Volcanoes of Sicily Walk

Undoubtedly one of the most spectacular, varied and unique walks in our portfolio, taking in the beautiful Aeolian Islands as well as the immense and impressive Mount Etna - the largest active volcano in Europe!



  • Holiday codeW07AI
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1569per person, tour only

  • 6 Reviews
  • All accommodation
  • All continental breakfasts
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)

Frequently asked questions

Can you walk around Sicily?

Of course! Sicily is an excellent location for walking enthusiasts, offering trails for beginners and experienced hikers. The beautiful region has something for everyone, which makes it a popular destination for walking holidays.

What time of year is best for walking in Sicily?

We recommend you book your Sicily walking tour for mid-to-late spring (April to May) or early autumn (September to October). The temperatures are ideal for walking, and you'll avoid the busy crowds who flock to the region in the heart of the summer months.

How many days in Sicily is enough?

Our Sicily walking holidays offer seven-night stays, allowing you to explore the region at your own pace. You can spend your days sight-seeing, admiring the landscapes, or taking part in local activities. A week-long holiday will ensure you get to fully discover this Mediterranean paradise.

What is the most scenic route in Sicily?

As the region is known for its diverse landscape, each Sicilian walking route provides picture-perfect scenery. With miles of beautiful coastline and ancient ruins to admire, you'll be spoilt for choice whichever route you take.

Our Secrets of Sicily walking route explores the unspoilt north western part of the island, as well as the nearby Egadi islands. Head down to the pristine beaches, stroll through the ancient hill villages, and marvel at the preserved nature reserves.

Perhaps you'd like to take on our Volcanoes of Sicily walk? It's one of our most marvellous and unique walks – you'll get to wander the beautiful Aeolian islands while volcano spotting along the way!

What to expect from your walking holiday in Sicily?

If you've always wanted to explore Italy on foot, our walking holidays in Sicily could be just right for you. Ideal for those who love the great outdoors and enjoy staying active, our walking tours will ensure you are up and about for most of the day.

Each of our self-guided walking tours comes with a full itinerary, allowing you to explore the region at your own pace. You'll have the opportunity to get involved with the local cuisine, history, and culture, which will make for the perfect adventure.

When you book with Headwater, you can expect an excellent level of service. We want to make your holiday as smooth as possible, with benefits including:

  • Hotel accommodation included and pre-booked by us
  • Routes, maps, and detailed notes
  • GPS route directions
  • Dedicated luggage moving, so you won't have to carry around your heavy bags
  • Optional flights and airport transfers

What should I pack for a walking holiday in Sicily?

You'll need to bring along your typical walking clothes, boots, and sunglasses, but we also recommend you pack:

  • Sun hat/cap
  • High SPF sun protection
  • Light jacket
  • Water bottles and/or hydration systems
  • Small backpack for carrying essentials
  • Basic first aid kit, including any medication you might need
  • Plenty of snacks
  • Wallet with foreign currency cash
  • Compass, notepad, and pencil

What should I wear on a walking holiday in Sicily?

Walking in Sicily will typically require you to dress for the warm and humid conditions. You must wear comfortable, weather-appropriate, and breathable clothing, as well as sturdy walking boots. Ensure you stay protected from the sun and wear a hat, sunglasses, and plenty of SPF.

Where should I stay in Sicily for a walking holiday?

You'll pass through towns on your route which are home to hotels. However, when you book a holiday with us, we'll arrange all your accommodation to guarantee hassle-free travel.

Each hand-picked hotel we choose is based on our five-step approval process to ensure you'll have an excellent place to relax after your long day of walking.

Why choose Headwater for walking holidays in Sicily?

We have nearly 40 years' experience creating expertly crafted itineraries for our holidaymakers, so rely on us to provide you with an unforgettable walking holiday. Book online with us today to prepare and plan your next adventure.

Satisfied customers - We consistently provide excellent customer service, which means we have received a rating of 4.6 on Feefo.

Exciting destinations - Our five-step approval process helps us to find the best locations for an unforgettable walking tour. We hand-pick the hotels on each route, complete with hosts to look after you during your stay.

We'll arrange your flights - We'll take care of the entire booking process, including the booking of your flights, to ensure your walking holiday is smooth and hassle-free.

Award-winning provider - Our adventure tours have been rewarded by the British Travel Awards, having received prizes for Best Travel Company to Central/Western Europe and Best Company for UK Breaks Holidays.

Sustainability at our heart - We're always working towards reducing the impact that our tours have on the environment and are striving to become Nature Net Positive. We're committed to running sustainable tours, which is part of our People, Places & Planet plan.

ABTA- and ATOL-protected - You can book your Sicily walking tour with confidence, as each of our holidays is ABTA- and ATOL-protected. Don't forget to read all about your rights when booking with us.

Helping communities - We want to make a difference in disaster relief and social and conservation causes, which is why we set up the Exodus Travels Foundation to give back to communities around the world.