Group Trips

Whether it’s a milestone birthday, a long-overdue family reunion, or the wedding you’ve always dreamed of, Sicily offers a setting worthy of life’s most meaningful moments. From ancient towns perched above the sea to sun-drenched countryside estates, the island provides the perfect canvas for shared memories.

At Cognoscenti Travel, we believe time with those you love is sacred. Allow us to handle every detail—flawlessly and quietly in the background—so you can be fully present.

With Alberto’s decades of expertise in event planning and our deep local knowledge, we are specialists in curating complex group itineraries. From seamless logistics to bespoke experiences, every trip is tailored to the people you’re travelling with—and the story you want to tell.

Let us plan something unforgettable

Family Gatherings

Family is the beating heart of Italian life. Sicily, with its warm traditions and spacious private villas, is made for multi-generational gatherings. Swim together in poolside serenity, take leisurely lunches beneath olive trees, and share the kind of laughter that echoes through courtyards for years to come.

Birthdays & Anniversaries

Great celebrations demand great style. Picture long tables under lemon trees, exquisite food and wine, and the kind of private venues that only locals know about. Whether it’s 40 friends or just your closest few, we’ll bring your celebration to life with ease and elegance.

Friendship Groups

There’s something about Sicily that deepens connection. Hike volcanic trails together, take a private cooking class with a local nonna, or unwind at a hidden wellness retreat. Whether you’re here to explore or simply exhale, we’ll tailor the trip to your rhythm.

Seasonal Festivities

Easter. Christmas. The olive harvest. Each season in Sicily carries its own rituals and atmosphere. Witness candlelit processions through medieval streets, savor traditional dishes only served once a year, and stay in charming properties adorned with festive detail. Choose your season, and we’ll do the rest. 

Weddings

Your perfect day...

Make Sicily the start of your forever. With privileged access to private venues—many of them hidden from public view—we’ll help you create a wedding that feels intimate, extraordinary, and unmistakably yours. From pre-wedding dinners to honeymoon hideaways, we curate every chapter with care.

Explore more of Sicily