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Welcome to Tripping Sicily!

We believe that Sicily has an inestimable patrimony to impress your imagination. Travel to Sicily means to cross the largest island in the Mediterranean Sea.
Our mission is to unveil this fantastic territory with customized Private Cruises on luxurious Yachts, Sailing Boats and Vintage Gulet. With Tripping Sicily you can make the difference enjoying tailor made experiences as Jeep Tour 4WD on the highest volcano in Europe Mount Etna, delicious Wine Tasting and Cellar visits or Traditional food Cooking class. For those who love to be pampered we provide an exclusive Luxury Concierge Service to satisfy all your expectations from Private Villas Rental to exciting Helicopter Tours.

The pure essence of Sicily besides local people from different points of view. Benvenuti a Casa!

The whole Sicily is a fantastic dimension. Could you live in without Imagination?
Leonardo Sciascia


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

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