It’s always around this time of year that my thoughts drift to summer vacation. The days are getting longer, the temperatures are rising, the snow is finally gone.  For me, Italy has been top of mind. If you’ve been itching for an Italian adventure, this article is just for you.

Below are three different itineraries to inspire you to live “La Dolce Vita.”  If you need help with planning, my team of award-winning* travel advisors can help customize your journey including VIP perks like complimentary gourmet breakfasts, hotel credits to treat yourself, upgrades and more at each property. Soon you’ll be watching the sun set over Venetian canals, sipping wine in the rolling hills of Tuscany, or basking in the sun on the Italian Riviera. It’s time to choose your own adventure, Italian style!

* Our leisure travel team was awarded “Best of Weddings” for honeymoon planning by The Knot…again!

The Legends of Italy

Venice, Florence & Tuscany

Arrive at the Hotel Cipriani, set on a secluded island 5 minutes away from St Mark’s Square in Venice, and uncover the gems of the lagoon at your own pace. Continue to Villa San Michele, overlooking Florence, to soak up Renaissance and contemporary wonders. When the countryside calls, head deep into Tuscany to stay at Castello di Casole, where the dark skies are among the finest in Italy for stargazing

 The Heart of Italy

Florence, Tuscany & The Coast

Admire the sweeping views of Florence from Villa San Michele’s hilltop perch. Plunge into Tuscany with a stay among the rolling hills, olive groves and vineyards of Castello di Casole. Add some coastal vibes to your itinerary by continuing to the Caruso, high on a cliff overlooking the sun-drenched Amalfi Coast, or to the Splendido in Portofino for a taste of glamorous Italian Riviera life.


Italy’s Vibrant South

Naples & Sicily

Start your journey in Taormina with a relaxing stay at the beachfront Villa Sant’Andrea. From there, it’s a quick journey to Grand Hotel Timeo, in the heart of bustling Taormina with spectacular views over Mount Etna. Finish your holiday on a high at sumptuous Caruso, in Ravello.

Ready to start planning your luxury Italian vacation?  We’re ready for you!  ANDIAMO!!

For more destination inspiration and travel tips, visit or follow CIRE on Instagram @CIREtravel.


Eric Hrubant is a 20+ year travel industry veteran and owner and president of CIRE Travel, a corporate and leisure travel agency. Eric and his team of agents use their A-list connections to deliver an exceptional, concierge-like travel experience. CIRE has offices in Boston, New York City, Los Angeles, Atlanta, Washington DC, Alexandria, Virginia and Kennebunkport, Maine to serve clients around the country and throughout the world.