Welcome to Tripping Sicily!

We believe that Sicily has an inestimable patrimony to impress your imagination, from awesome natural landscapes to ancient historical sites, traditional food and amazing wines. Once you land, you really take a step back into the whole history of the Mediterranean area, by travelling this magical territory.
If you are planning to visit Sicily you won’t regret it at all, a destination that suits to any traveler: couples, honeymooners, families, friends, special occasions and celebrations.
At Tripping Sicily we believe that customized experience is something that simply makes you feel special, and unique!

We are concierge for Private boat trip on luxury motor or sailing boats, exciting Jeep tours on top of Mount Etna, the highest active volcano in Europe, delicious Wine Tasting Trips to discover the best producers and learn more about the tradition of wine making in Sicily, the real Sicilian cooking class with local mammas or private chefs, immersed in flowering gardens after a walk in our traditional street food markets rich in colors and smells. These exquisites experiences are conceived thanks to a strong on the ground expertise and a pure passion for good and stylish living.

With us you can decide to book just a single experience or we can plan together your perfect Sicilian journey. Mail us your requests using the contact form and we’ll change your words into facts thanks to our qualified staff and a reliable network of partners from Syracuse to Catania, Taormina and the magical Aeolian Islands.

We want to unveil you different corners of this destination out of the beaten track, the pure essence of Sicily right besides local people for your once in a lifetime journey.

Benvenuti a Casa!

What Clients Says


Sicily Boat Rental

Start from here to create your Luxury Private Boat Trip in Sicily. Explore our exclusive boat fleet  for Taormina, Syracuse, Aeolian Islands and Ragusa. Then select the route of your cruise in the Itinerary section, finally enquire booking availability. Welcome on board!


Sicily Tour Experience

Taste another Sicily! We’ve selected our best suppliers to deliver different experiences around the territory of Mount Etna:  Off Road Path, excellent wine producers and traditional food in charming Trattorias.
Visit this section to enrich your Sicilian journey with us!


Sicily Luxury Concierge

Your personal passport to hidden Sicily. Whether you need Private Luxury Villas, Helicopter Transfer, Private Chef Gourmet, we can satisfy all kind of requests. We aim to unveil a new concept of Luxury with attention to details and a taste of local tradition.



Tripping Sicily has a strong on-the-ground expertise for Nautical Events projects. Our activities features all needed elements to attract, entertain, couching and satisfy the highest demands of your corporate guests. We create a unique setting with professionalism and style right to the same goal enlighten your Brand.

The best of Sicily!

Give us the pleasure to show you this fantastic dimension!

More information?

Mobile: +39 347 4765326, E-Mail: info@trippingsicily.com