Welcome to Tripping Sicily a leading boat charter company specialised in customized boat cruises, luxury private tours, concierge services, corporate incentives and events.


Sicily is an extraordinary island full of surprising experiences. Our value  our value is a unique indigenous touch that will lead you to explore the territory always from different perspectives.


Planning a journey is more than choosing a place to go and visit. When you think about your vacation in Sicily, you already feel the 5 senses awakening, because you perceive that its magical atmosphere will completely surrend you. You will never forget it!

With us you can book just a single experience or we can plan together your perfect Sicilian holiday by boat with some delicious and exclusive tours around the territory.

Mail us using the contact form and we’ll change your words into reality thanks to our reliable network of professional partners from Syracuse to Catania, Taormina and the magical Aeolian Islands.

We want you to discover different corners of this destination, out of the beaten tracks, to live the pure essence of Sicily from the heart of natives Sicilian people.



Taormina, Syracuse, Aeolian Islands. Many itineraries with a top selected fleet and dedicated concierge service to assist you during the whole journey. Book now your Sicilian experience by the sea.


CONCIERGE and tours

Enrich your sicily boat cruise with this top selection of exquisite experiences. Etna excursion with Jeep Off Road , Wine tasting trips, The Sicilian private cooking classes, Guided cultural tours. 



The out of the box sea activity for your incentive, event or team building.
Fill the form for more information we can assist you in Catania, Taormina and Syracuse.



What clients says

Our trip to Taormina, Sicily was perfectly executed with the assistance of Simona and her crew at Tripping Sicily. Our 7 day adventure with our knowledgable guides toured us through Taormina where we learned of the Roman Theater, Church Santa Caterina, Piazza Belvedere and Piazza Duomo. We hiked up to the summit of Mt. Etna and learned of the volcanos history with our experienced guide Roberto. We traveled to Catania and experienced the fish markets and local flavors in the surrounding street food and finished at Acitrezza. Also toured the small town of Savoca, where they filmed the wedding and bar scene from the Godfather movie. My favorite event was the Sicilian cooking class we enjoyed at a private Villa. All of this and more was all perfectly executed through Tripping Sicily. They coordinated the transports, tour guides, and touring events perfectly. Thank you...for the great memories.

Mrs. Pam Way /

We had a fantastic day trip on Gullet Jonio. The crew couldn’t have been nicer and were amazing with our kids. It was a wonderful end to our holiday in Sicily and we couldn’t have asked for anything more from the Captain and his crew. Thank you again, we would recommend them to all.

Mr. Tom Raynham /

Simona Ferro was a spectacular guide. Very knowledgeable with a great personality and a great sense of humor. If their is a better guide that her I'd like to meet them. Simona ROCKS!

Mr. Christopher Way /

We used this company while In Taormina, Sicily for a week and worked with Simona and it was absolutely perfect start to finish! From airport transfers with the most friendly drivers to touring with incredible interesting guides to fun cooking classes, climbing spectacular Mt Etna, wine tastings, grotto boat tours, touring where they filmed “The Godfather” as well as handling first class restaurant reservations…we just cannot say enough how easy she made it for us! We absolutely loved everything she planned for us! HIGHLY RECOMMEND!!! Simona is the BEST!!

Mrs/Mr Michele and Mathews Books /

boat tour taormina

This half day itinerary will be around the northern side of the volcano between forest trails and fun off-road paths on ancient lava flows.

etna half day tour

This half day itinerary will be around the northern side of the volcano between forest trails and fun off-road paths on ancient lava flows.

sailing tour siracusa

Welcome to Syracuse the cradle of Greek Sicilian culture, with its characteristics limestone white-yellow colours. This sailing experience will lead you around the Island of Ortygia, heart of the first Greek colony founded in the 8th BC.


Tripping News

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