Small Ship Italy Cruises
Experience Italy in Private Yacht Style
Visit smaller ports off the beaten path and off the big ship radar.
Our port-rich itineraries take you to a number of diverse and interesting towns, and overnights give you time to explore and learn what makes each port special.
Our cruise tours combine highlights along the coast with a few days of exploring destinations further inland so you get the best of both ship and shore.
Mount Edna blesses Taormina with fertile soil to nourish grapes that provide the finest wine in the area. Try a glass as you peruse the irresistible beaches, medieval buildings, and ancient Greek theater.
Accessible only by path or boat is the breathtaking landscape and rocky formation of Punta Chippa.
Get Closer to Italy
Let Windstar’s Italian cruises whisk you away to charming villages, pristine beaches, and legendary cities with unique itineraries. From the picturesque pastel towns that line the Amalfi Coast to enchanting islands such as Sicily and Elba, you’ll explore breathtaking sights in charismatic small ports and beautiful hidden harbors without missing the remarkable history of larger cities such as Rome or Venice. Discover a more intimate Italy by day and unwind back onboard with the pampered, personalized touch of Windstar Cruises.
Explore the cities of Italian artists, divine legends, and multicultural relics.
Our Italy cruises take you to must-see destinations like the Vatican and to uncrowded ports you may not know, but will fall in love with. With long days in port and itineraries from 5 to 23 days, you'll have time to savor it all.
Windstar Voyages to Italy
Soak up the ancient history, cultural treasures and sweeping views that Italy has to offer.
Classic Italy & Dalmatian Coast
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour
Star Collector: Culture & Charms of Italy & Croatia
Vatican & Croatian Coastlines Cruise Tour
Star Collector: Italian Charms & Croatian Coastlines
Sicilian Splendors
Lake Como & Adriatic Romance Cruise Tour
James Beard Foundation & Wine Cruise: Classic Italy & Dalmatian Coast
Star Collector: Ancient to Avant-Garde Mediterranean
Vatican & Italian Riviera Cruise Tour
Star Collector: Winter in Europe's Rivieras & Croatia
Winter Italy and the Dalmatian Coast
Yachtsman's Harbors of the Rivieras
Star Collector: Shades of Southern Italy & Greece via the Corinth Canal
Star Collector: Songs of Sicily & Southern Italy via the Corinth Canal
Race Day & Riviera Charm: Prix du Monde of Monaco
