Our Sicily vacations & tours
A trip to Sicily can be an exercise in pure decadence. There’s the volcano-blackened city of Catania; the smoking Aeolian Islands; capital Palermo, with its mosaic-encrusted churches; and Agrigento, with its crumbling Greek temples. Our Sicily vacations let you revel in the island’s decaying grandeurs, but they also delight in modern Sicily, and benefit its people and environment in the here and now. The riches of the land are yours: from wine tastings to farm visits. You’ll eat food grown out of volcanic soil – a glut of grapes, wine, fruits and vegetables, at local restaurants. You’ll have a local guide who will help you go deeper, so you can meet local artisans and make market purchases – grandeur, yes, but also save room for granita.
Our top Sicily vacations
Sicily food vacation in Italy
From
US $3105 to US $3720
8 days
ex flights
Be overwhelmed at how varied and diverse Sicily’s cuisine
Small group2026: 6 Sep, 20 Sep, 27 Sep, 11 Oct, 2027: 4 Apr, 2 May, 9 May, 13 Jun, 29 Aug, 5 Sep, 26 Sep, 10 Oct, 17 Oct
Sicily self guided cycling vacation in Italy
From
£1649 to £1949
9 days
ex flights
A wonderful introduction to baroque Sicily's south-east
Tailor made
Sicily luxury tailor made vacation
From
US $7669
8 days
ex flights
Slow Sicily, crafted through food, heritage and nature
Tailor made
Small group2026: 26 Sep, 10 Oct, 17 Oct, 2027: 8 May, 29 May, 25 Sep, 9 Oct, 16 Oct
Sicily tour, classical Sicily
From
US $2740 to US $3100
8 days
ex flights
Tour the main classical sights of Sicily
Small group2026: 30 Aug, 13 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 1 Nov, 2027: 7 Mar, 14 Mar, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Sicily history tour
From
US $4700 to US $5150
15 days
ex flights
Discover Sicily with a knowledgeable guest lecturer
Small group2026: 13 Sep, 4 Oct, 18 Oct, 2027: 25 Apr, 9 May, 30 May, 13 Jun, 5 Sep, 19 Sep, 10 Oct, 24 Oct
Sicily and Aeolian Islands small ship cruise
From
£1613 to £1910
8 days
ex flights
Cruise to the amazing volcanic Aeolian Islands from Sicily
Small group2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep
Malta and Gozo & Sicily vacation
From
US $5050 to US $5980
16 days
ex flights
Explore the diverse islands of Malta, Gozo and Sicily
Small group2026: 19 Sep, 24 Oct, 2027: 27 Feb, 6 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 29 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Sicily self drive vacation
From
€1760 to €2020
9 days
ex flights
Sicily by car: freedom, adventure, timeless beauty
Tailor made
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Sicily vacation highlights
Go for a hike
Outside the hottest summer months, Sicily and its dozen or so islands are a treat for walkers. Walking on Sicily ranges from easy ambles through flower filled meadows, to dramatic hikes along precipitous coastlines. The views of Etna are breathtaking, but if you want to get a close up of Western Europe’s largest active volcano, the only way is up. Sicily’s Aeolian Islands are also volcanic and best seen by pulling on a protective helmet and hiking the dusty lava trails. Peering into the crater of Stromboli as it spews lava against the darkening twilight sky (yes, it is safe!) is pretty much the definition of dramatic.
Even little ones can enjoy a walk here, hiking on Etna through woody trails, exploring a volcanic cave en route and eventually reaching the Sartorius Mounts, old craters created during a lava flow in 1865. On Stromboli, it’s an easy, hour long walk to the viewpoint over the Sciara del Fuoco, a black lava scar down the side of the volcano, to see the regular eruptions which, when violent enough, send red hot rocks tumbling down the slope into the sea.
Even little ones can enjoy a walk here, hiking on Etna through woody trails, exploring a volcanic cave en route and eventually reaching the Sartorius Mounts, old craters created during a lava flow in 1865. On Stromboli, it’s an easy, hour long walk to the viewpoint over the Sciara del Fuoco, a black lava scar down the side of the volcano, to see the regular eruptions which, when violent enough, send red hot rocks tumbling down the slope into the sea.
Step back in time
You can’t really ignore Sicily’s long history; it’s dotted across the island, in the form of ancient architecture left by Greeks and Romans, Phoenicians and Carthaginians. The amphitheatre at Syracuse, the beautifully preserved Concordia temple in Agrigento and the monumental ruins of Selinunte are three of the island’s most celebrated ancient sites, and this classical heritage is complemented by architectural gems from more recent history. In Palermo alone you can see Norman palace walls, Arab arches and Byzantine mosaics. Down in the southeast of the island, Sicilian baroque architecture dominates the UNESCO World Heritage towns of the Val di Noto in gorgeous style – think grand palaces, lavish cathedrals and sculpted balconies. Inland, meanwhile, the island is peppered with the ruins of Arab and Norman castles.
Obligingly, most of Sicily’s best historic highlights are clustered around the coast and a week or so is enough to execute a circuit of the entire island to take them all in. Guided small group vacations that emphasise Sicily’s history will also dip into its cultural treats, with wonderful food, wine tasting, hikes through nature reserves and exploration on Mount Etna.
Obligingly, most of Sicily’s best historic highlights are clustered around the coast and a week or so is enough to execute a circuit of the entire island to take them all in. Guided small group vacations that emphasise Sicily’s history will also dip into its cultural treats, with wonderful food, wine tasting, hikes through nature reserves and exploration on Mount Etna.

Sicily’s street food is delicious, cheap and, sometimes, challenging – pani ca meusa is beef spleen in a bap.

Come hungry
Every town in Sicily has a speciality to devour or local wine to quaff, and the island’s location in the heart of the Med means the food is a fusion of French, Greek and Arab influences (which explains the couscous and cassata). Tuck into arancini rice balls, chocolate from Modica made to an Aztec recipe that arrived with the Spaniards, granita and satisfyingly thick sfincione pizza.
Try two wheels
Cycling in Sicily is a joy, with good roads forming fantastic week long circuits in the southeast or northwest. Expect some long ascents and freewheeling descents, so you’ll need to be reasonably fit, but pretty much anywhere you pedal, you’ll find Greek and Roman ruins, Baroque beauty and gorgeous landscapes to stop off at. Pack swimmers in your panniers, too, so you can grab a cooling coastal dip.
Our Sicily vacations reviews
4.3
33Sicily vacations reviews
Gaby Konig-Gahnstrom04 Jan 2026
Wonderful group, excellent guide, most enjoyable hikes, nice hotel, perfect organization.read more
Steve Phillips28 May 2026
Fantastic Service. All Crew - Staff were focused on looking after us.read more
Les Kingstone22 Apr 2026
The variation of the countryside. 4 stars.read more
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