Classic Italy & Dalmatian Coast

October 17-25, 2027

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Exclusive Group Savings

  • Save $3,400 to $4,800+ per suite compared with Windstar’s current public fares
  • $100 per person shipboard credit ($200 per suite)
  • Private group cocktail party with hors d’oeuvres once our group reaches 18 guests
  • All-In package included: unlimited beer, wine and cocktails, unlimited wifi, and prepaid gratuities
  • Flexible booking: cancel 121 or more days before sailing for just a $50 per person fee
Suite Group Rate (per suite) You Save (per suite)
Oceanview Suite $6,028 $3,438
Infinity Suite from $6,864 $4,842
Vista Infinity Suite $7,168 $4,858
Veranda Suite $9,600 $4,346
Premier Veranda Suite from $9,828 $4,278
Triple Premier Veranda Suite $10,512 $4,394
Vista Veranda Suite $10,740 $4,406

 

Group rates are per suite, based on two guests sharing a suite, and include cruise fare, port fees and taxes. Savings compare our group rate to Windstar’s public fares for the same suite as of October 2026.

Traveling solo? Solo suites start at $4,922.

Group pricing is guaranteed through June 17, 2027, or until group space sells out.

Journey from Venice to Rome on a remarkable voyage through Italy, Montenegro and Croatia, where legendary cities, storybook coastal towns and secluded harbors reveal some of the Mediterranean’s most unforgettable scenery. This classic itinerary combines iconic landmarks with smaller ports and quiet stretches of coastline, creating a journey that feels both grand and wonderfully intimate.

In Croatia, Dubrovnik provides an unforgettable early highlight. Walk along the city’s famous medieval fortifications and explore the historic Old Town, where polished stone streets, centuries-old buildings and terracotta rooftops overlook the Adriatic. Often described as a paradise on earth, Dubrovnik has also become instantly recognizable to many travelers as a filming location for the HBO series *Game of Thrones*.

From there, the journey continues into Montenegro and the breathtaking Bay of Kotor. Sail between steep mountains and tranquil waters toward a beautifully preserved medieval town tucked deep within the bay. Ancient stone walls, hidden squares, churches and winding lanes create an atmosphere that feels wonderfully removed from the modern world.

In Sicily, discover the captivating hilltop town of Taormina. Stroll along ancient cobblestone streets, browse boutiques and cafés, and admire sweeping views of the coastline and surrounding landscape. Here, Greek and Roman history, elegant architecture and the relaxed rhythm of Sicilian life come together in one of the Mediterranean’s most memorable settings.

Along Italy’s Amalfi Coast, dramatic cliffs rise above brilliant blue water while colorful villages seem to spill down the mountainsides toward the sea. Explore picturesque towns filled with narrow lanes, inviting cafés and panoramic terraces, then take time to simply enjoy the spectacular coastal scenery that has inspired travelers, artists and writers for generations.

Your voyage ends amid the timeless treasures of Rome, where centuries of history unfold around every corner. Stand before the mighty Colosseum, wander through lively piazzas and discover the monuments, fountains and ruins that have made the Eternal City one of the world’s most celebrated destinations. Before you arrive, step back nearly two thousand years in Pompeii, an easy excursion from Sorrento, where remarkably preserved streets, homes and public spaces offer an extraordinary glimpse into everyday Roman life before the eruption of Mount Vesuvius.

Yet some of the most memorable moments may come away from the famous landmarks. A leisurely pace creates opportunities to swim in crystal-clear waters, discover hidden beaches and explore sections of untouched coastline by kayak or Zodiac. Smaller ports and secluded anchorages allow you to experience parts of the Mediterranean that larger ships simply cannot reach.

Throughout the voyage, local culture takes center stage. Savor regional wines, sample fresh Mediterranean cuisine and linger over meals that reflect the traditions of each destination. From Italian coastal villages and Sicilian flavors to the welcoming communities of Montenegro and Croatia, every stop offers another opportunity to connect with the people and places that make this region so captivating.

From the grandeur of Rome and the ruins of Pompeii to the dramatic Bay of Kotor and the medieval walls of Dubrovnik, this voyage brings together bucket-list landmarks and hidden coastal treasures in one extraordinary journey. It is a celebration of history, culture, cuisine and natural beauty across three fascinating countries and some of the most spectacular coastline in the world.

Frequently Asked Questions

Where does the cruise start and end?
It sails from Venice, Italy, on October 17, 2027, and ends in Civitavecchia (Rome) on October 25, 2027. We can help with flights and pre- or post-cruise hotels.

What ship is it?
Star Explorer, Windstar’s newest all-suite yacht, sailing its inaugural 2027 season. It carries just 224 guests, and nearly every suite has a private veranda or a floor-to-ceiling window.

Which ports will we visit?
Rovinj and Split in Croatia; Dubrovnik, with a late evening in port; Kotor, Montenegro; Taormina, Sicily; and Sorrento on the Amalfi Coast, plus one relaxing day at sea.

What’s included?
All meals, 24-hour room service, and the All-In package (unlimited beer, wine and cocktails, wifi, and prepaid gratuities). Our group also receives a $100 per person shipboard credit.

How much is the deposit, and when is final payment due?
A 15% deposit is due within 3 days of booking. Final payment is due 90 days before departure, around July 19, 2027.

What if I need to cancel?
Cancel 121 or more days before sailing and you’ll pay just a $50 per person fee. Cancellations closer to departure follow Windstar’s standard cancellation schedule.

Is travel protection recommended?
Yes, especially for a trip booked this far ahead. We’ll go over your options when you book.

READY TO BEGIN YOUR JOURNEY?

Connect with Fulfilling Dreams Travel for current pricing, availability, and personalized guidance for this curated experience.