Sicily Bespoke
Sicily’s charm seduces all who visit
Italy
Boat & boutique hotels, luxury hotels & private villas
Art, culture, biking, hiking, food & wine
March – June, September – November
Sicily is Italy turned up to eleven—grittier, tastier, sunnier and somehow even more charming. Hike through ancient ruins, lunch by sparkling salt pans and toast under the stars with volcanic wine that tells a thousand-year story. With layered history, knockout landscapes and the warmest welcome in the Med, Sicily doesn’t just charm—it conquers.
Experience Designer
Trip Inspiration
Feel the breeze on your face as you descend towards the Baroque town of Noto, where sea views and wild horses fill the horizon.
Bike Through Sicily’s Scenic Routes
Pedal past shiny black volcanic beds laced with vibrant green vineyards and bursting with the local grapes along the foothills of Mount Etna. Ride through the Plemmirio Nature Reserve, then enjoy the afternoon snorkelling and swimming with the panoramic views of Siracusa Bay. Bike the beautiful countryside to Palazzolo Acreide, a fantastic UNESCO World Heritage Site, and the next day, spin downhill through the breathtaking Monti Iblei Valley to the late-Baroque town of Scicli.
5-9 days
March – June, September – November
Learn about “heroic viticulture” on the slopes of Mount Etna, one of Europe’s most fascinating volcanoes.
Walking Noto Antica, the site where ruins of the old town are like a palimpsest preserving the traces of Sicilian history.
With Mount Etna looming above, learn about all things volcanic from a local expert and observe the effect of ancient lava flows that shaped the surrounding terrain.
Explore Sicilian Landscapes on Foot
5-9 days
March – June, September – November
The historical Greek Theatre of Taormina. Explore the beauty of Etna away from the crowds with our local guide (you might even pick some mushrooms!).
Approaching Syracuse as the Ancient Greeks did, sailing in at sunset.
Be the protagonists among the templar Greek architecture in Agrigento—one of Europe’s great archaeological sites and best-preserved examples of classical construction.
Admire Sicilian Art, Culture & Cuisine
Gain deeper insights into Sicily's history, art and culture on personalized tours and visits. Sitting majestically on a plateau above the sea, the Greek Temples in Agrigento will leave you in awe with their remarkable state of preservation. The Val di Noto boasts eight UNESCO World Heritage Sites, and our knowledgeable guides will take you through some of our favourites—such as Ragusa, Modica, Noto and Siracusa—where you can marvel at stunning Baroque architecture, charming squares and mesmerizing cathedrals. Join our friend Concetto in his almond orchard, go digging for truffles with our local expert and visit regional producers to learn about internationally sought-after Sicilian ingredients like aromatic herbs, almonds and creamy ricotta.
5-14 days
March – June, September – November
Walk almond orchards with Concetto, a longtime friend of B&R, and learn about the process of almond milk extraction. Enjoy a delicious private picnic in the Kolymbetra Garden, nestled in the Valley of the Temples in Agrigento.
Learning ancient recipes of Sicilian tradition, forged over centuries diverse cultures.
Whether you opt to bike or hike to the sea in the morning, hang back for a private yoga lesson or enjoy a cooking with our private chef, your villa stay will offer unforgettable experiences.
Embrace Luxury in Your Own Private Villa
Unpack once and explore the surrounding area that is rich in must-see sites and activities. Go to the coast, explore UNESCO sites, witness the Mount Etna Volcano and the stunning village of Taormina. Traverse centuries of history and culture while enjoying the comfort of our handpicked luxury villas. With full and varied days exploring the region, enjoy a local chef’s dinner al fresco, served just as you emerge from the pool. Feel free to join in on the meal preparations, whether it’s chopping vegetables for the caponata or filling a cannoli with fresh ricotta.
7-14 days
March – June, September – November
Meet local artists in Syracuse and enjoy the sunset from the sea aboard a sailboat.
The beauty of Baroque city, Noto, and its noble palaces. Then, stop by Caffe Sicilia—made even more popular by Netflix—for a delicious cassata, cannoli or freshly made granita (almond and pistachio are our favourites when in season!).
Enjoy a dip in the sea after a hike to the crater of Vulcano, followed by a sunset cruise navigating between Sicily and Italy's toe.
Multi-Gen by Sea in Sicily
Explore Sicily by sea at a pace every generation will love. Begin with breakfast on deck before snorkelling Panarea’s clear coves or kayaking along Vulcano’s rugged shore. Grandparents savour granita in the shade while parents e-bike Lipari and kids explore sea caves with a B&R Guide. Reunite for a gentle sail to Salina, swimming in turquoise bays before an evening stroll. As Stromboli glows in the distance, share a seafood dinner under the stars—la famiglia at sea.
7-10 days
April – July, September – October
Kayak through sea caves and hike up to Vulcano’s Great Crater, with views of the Aeolian Archipelago.
Making fresh fruit granitas for the whole family, then savouring the glorious fresh summer flavours on deck.
Featured stays
Grand Hotel Timeo
Location: Taormina, Italy
The Wellesley
The Jaguar
Hotel Seven Rooms Villadorata
Location: Noto, Italy
Villa Igiea Palermo, a Rocco Forte Hotel
Location: Palermo, Italy
Hotel Villa Athena
Location: Agrigento, Italy
San Domenico Palace
Location: Taormina, Italy
Il San Corrado di Noto
Location: Noto, Italy
Thoughtfully and meticulously planned, a couple of surprises and incredible guides.
We have consistently loved our B&R trips because they have been thoughtfully and meticulously planned, have a couple of surprises and incredible, knowledgeable guides.
— Anne H; Wyoming, USProcess
Step 1
Let's connect
Have a trip in mind or just starting to dream? Share your travel preferences with us and we will reach out to kick off the planning.
Step 2
Detailed Brief
We'll set up a conversation to get to know you and your group. From there, you'll receive a journey proposal—destinations, activities and accommodation options shaped around what matters most to you. An initial Trip Development Fee is collected before moving to the next stage.
Step 3
Tailored Itinerary and Confirmation
Your Experience Designer will share a detailed trip plan, then work closely with you to refine it until every detail is right. When you're ready, a per-person deposit confirms your trip, with full payment due 95 days* before departure.
Step 4
Support, Start to Finish
Before you leave, you'll receive a full breakdown of your journey. On the road, you'll have dedicated support throughout. When you return, the same Traveller Experience team will be ready to hear how it went—and to start thinking about what comes next.
* Final payment terms may vary based on destination and type of trip.
Good to know
Pre or post trip
Sicily is a large island. If you have extra time, consider extending your trip with a visit to Palermo and the Valley of the Temples in Agrigento, before or after. We also recommend an extra night in Siracusa to properly explore this ancient Greek town.
Weather
The best months for travel in Sicily are usually March to June and September and November. July and August are great too, but peak summer can be hot.
Why choose a Bespoke trip?
An Effortless Journey
Our expert Experience Designers are perfectionists, using first-hand knowledge of routes, restaurants and hotels to create an unforgettable experience. This means you’re in the best hands to plan your dream trip.
Lifelong Memories
Our Bespoke trips are often described as lifechanging. When every detail and magical moment is planned just for you and your group – you'll get exactly what you're after, and more. The perfect addition to the memory book.
Years of Local Friendships
We’ve been at this since 1966, and our Experience Designers have been planting seeds and building friendships around the world since day one. The loyalty we share with our connections is invaluable and is what allows us to give access exclusive to B&R.
Creativity and Spontaneity
From our office to our guides on the road, every person who touches your trip pours their passion and creativity into it. When you travel Bespoke, you’ll work closely with passionate planners to create the perfect fit for you and your travelling companions.
