
Small-Ship Cruises with Personalized Planning
Discover the world in a more intimate way with Windstar Cruises. From unforgettable to exceptional service, I'll help you plan every detail of your perfect voyage.
Highlighted Cruises
Discover Italy and the Mediterranean from a different perspective aboard an intimate small ship. These featured cruises combine iconic ports with smaller destinations, immersive experiences, and the freedom to explore without constantly packing and unpacking. Browse a few of our favorite sailings below.
10 or 11 Day Sicilian Splendors
Windstar Cruises
Starting From $5,133 pp
Embarkation: Rome
Also Visiting: Sorrento, Amalfi Coast, Lipari, Catania, Trapani, Sicily & Malta
Encircle Sicily on an intimate small-ship journey through the heart of the Mediterranean. Experience the dramatic beauty of the Amalfi Coast, volcanic landscapes and historic Sicilian towns, ancient ruins, and the palaces and fortifications of Malta. With distinctive ports, regional cuisine, and plenty of Mediterranean sunshine, this voyage is an ideal way to experience the culture and coastal beauty of Southern Italy and Sicily.
8 or 9 Night Classic Italy & Dalmatian Coast
Windstar Cruises
Starting From $9,027 pp*
Embarkation: Venice or Rome
Also Visiting: Rovinj, Split, Dubrovnik, Kotor, Messina, Taormina, Sorrento
Sail between Venice and Rome on an intimate small-ship journey through Italy and the Dalmatian Coast. Discover Croatia’s historic seaside towns, Montenegro’s breathtaking Bay of Kotor, the ancient streets of Taormina, and the beauty of Sorrento and the Amalfi Coast. With iconic destinations, smaller ports, and plenty of time to explore ashore, this itinerary blends some of the Mediterranean’s most memorable places into one unforgettable voyage.
10 To 12 Day Vatican & Croatian Coastlines Cruise Tour
Windstar Cruises
Starting From $6,247 pp*
Embarkation: Rome or Venice
Also Visiting: Vatican City, Dubrovnik, Kotor, Sicily & the Adriatic Coast
Combine the best of land and sea on a journey between Rome and Venice. Begin with immersive experiences in Rome, including the Vatican, Colosseum, and local food markets, before setting sail along Italy and the spectacular Dalmatian Coast. Discover historic Dubrovnik, cruise into Montenegro’s breathtaking Bay of Kotor, experience the flavors and landscapes of Sicily, and finish among the canals and timeless beauty of Venice.
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