Windstar Cruises

Classic Italy & Dalmatian Coast

Explore the shores of Italy, Croatia and Montenegro, discovering the charm of Venice, the magnificence of Rome, and the vast beauty of the Dalmatian Coast. Wander down the ancient cobblestone streets of Taormina, travel up the sparking fjord to Kotor and bask in the allure of small ship cruising as your small ship anchors in the heart of Old Town Dubrovnik while larger ships only pass by. From remarkable small ports such as Rovinj to timeless cities like Venice and Rome, discover the Mediterranean’s most charming and historic destinations in one incomparable voyage.

04/15/2025 through 10/12/2025
04/15/2025 through 10/26/2025

Day 1 Often called the Eternal City, Rome stands alone as Italy's most visited destination. The third most populated city in the European Union, Rome boasts ancient sites, yet has a modern flair — an exhilarating mix of the Old World and the new.

Rome's must-see attractions include the Colosseum, Trevi Fountain, Pantheon, and St. Peter's Basilica. Of course, within the city limits of Rome lies an independent country: Vatican City, the Roman Catholic Church headquarters and the only current example of a country inside a city.

With its Renaissance architecture, ancient ruins, and works by Michelangelo, Rome is a vibrant destination offering spectacular examples of human achievement. Visitors wandering through this glorious city have so much to discover!
Day 2

Nestled along the cliffs of the Gulf of Naples, Sorrento will charm you with its picturesque scenery and breathtaking coastal views. Three hours south of metropolitan Rome, Sorrento provides easy access to many of Italy’s most beloved destinations, including Naples, Pompeii, Amalfi, and Capri. Swim near the piers of Sorrento’s Marina Grande, stroll the delightfully Mediterranean Piazza Tasso, nibble on lemony gelato and fresh seafood, or travel north to the Parco Regionale dei Monti Lattari to hike the peninsula’s stunningly verdant mountainside. Sparkling Sorrento awaits!



Arrive Time: 8:00 AM – Depart Time: 5:00 PM
Day 3

Italy is a destination that seamlessly blends history, art, and natural beauty, making it a dream for travelers from around the globe. From the ancient ruins of Rome, where you can walk in the footsteps of emperors and gladiators at the Colosseum and Roman Forum, to the Renaissance masterpieces of Florence, Italy offers an unparalleled cultural experience. Art enthusiasts flock to see Michelangelo’s David and Botticelli’s The Birth of Venus at the Uffizi Gallery, while architecture lovers marvel at the grandeur of St. Peter's Basilica in Vatican City. Italy’s rich historical tapestry spans millennia, ensuring that every corner of the country tells a story.

Beyond its history, Italy’s vibrant modern culture and culinary scene captivate visitors. The country is renowned for its food, from the fresh pasta and seafood of the Amalfi Coast to the truffles and wines of Tuscany. A visit to the bustling markets of Palermo or a leisurely meal in a Venetian osteria is the perfect way to experience authentic Italian cuisine. Each region boasts its own specialties, with rich flavors tied to the land and local traditions. Pair your meals with a glass of Chianti or Barolo, and you’ll truly taste Italy’s terroir.

Italy’s natural landscapes are as diverse as its cities. The rolling hills of Tuscany are perfect for vineyard tours and cycling, while the Dolomites offer world-class skiing and hiking. For a more relaxed experience, head to the sun-soaked beaches of the Amalfi Coast or the islands of Sicily and Sardinia, where crystal-clear waters and picturesque villages await. Whether you're a nature enthusiast or a lover of luxurious beachside retreats, Italy has something for every kind of traveler.

Fun fact: Italy is home to 55 UNESCO World Heritage Sites, more than any other country in the world. These sites range from the ancient city of Pompeii to the Cinque Terre and the Historic Centre of Florence, showcasing Italy’s unique blend of history, culture, and natural beauty.



Arrive Time: 12:00 AM – Depart Time: 6:00 PM
Day 4 Enjoy this day at sea as you travel to your next port of call. This is an opportunity to swim, catch some sun on deck or take advantage of the many activities that are onboard your ship. Eat heartily, take a nap and get ready for the next port of call ! This is what makes cruising so great.
Day 5 This coastal town in Montenegro is part of the World Heritage Site dubbed the Natural and Culturo-Historical Region of Kotor. It holds several summer events, such as the Summer Carnival or Bokeljska Noc. One of the most notable and charming aspects of the town is the large population of cats that have become a symbol of the city.

Arrive Time: 9:00 AM – Depart Time: 10:00 PM
Day 6

Dubrovnik, often hailed as the "Pearl of the Adriatic," is a city where history and stunning natural beauty converge. Enclosed within its ancient city walls, which are a UNESCO World Heritage Site, you’ll find a captivating blend of medieval architecture and vibrant culture. The city's Old Town is a maze of cobblestone streets, lined with baroque churches, Renaissance buildings, and charming squares. A stroll along the Stradun, Dubrovnik’s main street, offers a glimpse into the city’s rich past and lively present.

A must-see for visitors is the City Walls, which stretch over 2 kilometers and provide panoramic views of the shimmering Adriatic Sea and terracotta rooftops below. Walking the walls is an unforgettable experience, allowing you to marvel at the impressive fortifications and catch glimpses of Dubrovnik’s scenic coastline source. The walls also featured prominently in the popular TV series "Game of Thrones," further boosting Dubrovnik’s allure as a filming location for fans of the show.

Dubrovnik’s natural beauty extends beyond its historic walls. The city is known for its pristine beaches and crystal-clear waters. Banje Beach, located just a short walk from the Old Town, offers stunning views of the city walls and is perfect for a refreshing swim or sunbathing. For a more secluded experience, take a boat trip to the nearby Lokrum Island, a serene retreat with botanical gardens, rocky coves, and a historic monastery.

Fun fact: Dubrovnik's Old Town was used as a stand-in for King’s Landing in "Game of Thrones," making it a popular destination for fans of the series. The city's well-preserved medieval ambiance and striking scenery have earned it accolades as one of the most photogenic locations in the world.



Arrive Time: 8:00 AM – Depart Time: 5:00 PM
Day 7

Split, Croatia, is a city where ancient history and modern vibrancy blend seamlessly, creating an alluring destination for travelers. At the heart of Split is the UNESCO World Heritage Site of Diocletian's Palace, a remarkably well-preserved Roman complex built by Emperor Diocletian in the 4th century AD. This sprawling palace complex, with its labyrinthine streets, ancient walls, and grand Peristyle courtyard, is not just a historical site but a bustling part of the city’s daily life. Explore the cellars, the Temple of Jupiter, and the cathedral of St. Domnius, which stands as one of the oldest Catholic cathedrals still in use.

Split’s allure extends beyond its Roman heritage. The city’s Riva waterfront promenade, lined with cafes and restaurants, offers a vibrant spot to relax and soak in the Mediterranean atmosphere. Stroll along the palm-lined promenade, enjoy local Dalmatian cuisine, and take in views of the harbor and the nearby Marjan Hill. This lush, forested area provides excellent hiking and panoramic views of the city and the Adriatic Sea.

Cultural enthusiasts will find much to admire in Split’s numerous museums and galleries. The Mestrovic Gallery, dedicated to the works of Croatia’s most famous sculptor, Ivan Mestrovic, showcases an impressive collection of sculptures, drawings, and architectural designs. Additionally, the Croatian Maritime Museum offers a fascinating glimpse into the region's nautical history and seafaring heritage.

Fun fact: Split's historic Diocletian’s Palace was famously used as a filming location for the popular TV series Game of Thrones. The palace’s ancient architecture served as the backdrop for many scenes set in the city of Meereen, making it a must-see for fans of the show.



Arrive Time: 8:00 AM – Depart Time: 4:00 PM
Day 8 Rovinj, a picturesque city on Croatia’s Istrian Peninsula, invites travelers to immerse themselves in its enchanting blend of history and natural beauty. The city's charming Old Town, with its narrow, cobblestone streets and colorful facades, is a delight to explore. The heart of this historic area is the Church of St. Euphemia, a Baroque masterpiece that offers panoramic views of the Adriatic Sea from its bell tower. The church's iconic presence and the surrounding labyrinth of streets provide a glimpse into Rovinj's rich cultural and architectural heritage.

Rovinj’s coastal beauty is equally captivating. The city is nestled between the azure waters of the Adriatic and lush, forested hills. A leisurely stroll along the waterfront promenade or a boat trip to the nearby Brijuni Islands—a national park with stunning landscapes and archaeological sites—offers an unforgettable experience. The crystal-clear waters are perfect for swimming, snorkeling, and exploring hidden coves.

For those who relish local flavors, Rovinj’s vibrant market, held in the heart of the Old Town, showcases the region's culinary delights. Sample fresh seafood, local olive oils, and wines from the Istrian region at charming outdoor cafes. The city’s gastronomic scene reflects its rich heritage and connection to the sea, making dining a memorable part of the Rovinj experience.

A fun fact about Rovinj: This city was once an island until it was connected to the mainland in the 18th century. Today, its unique island heritage adds to the charm of its historic streets and coastal beauty. To fully enjoy Rovinj, consider visiting in the spring or early autumn when the weather is pleasantly mild and the tourist crowds are smaller.

Arrive Time: 9:00 AM – Depart Time: 7:00 PM
Day 9 Roads? Where you're going you don't need roads... but don't rule out a romantic gondola ride or a water taxi. Welcome to Venice, with its network of canals, rich history and composition of over 100 small islands in the Adriatic Sea.

One of the most popular features of this Northern Italy capital is the Grand Canal, once a major center of the Renaissance. Be sure to see the central square Piazza San Marco, where all can marvel at Byzantine mosaics, the Campanile bell and St. Mark’s Basilica.

Fine art, stunning architecture, white limestone bridges, moving about via watercraft... Venice is a singular experience and an astonishing masterpiece of civilization. Summer is the busiest time to visit, so plan accordingly. If you're looking for an unforgettable costume party, visit during Venice Carnival from the end of February to the beginning of March.

10/18/25 - 10/26/25

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