October 17-28, 2026

Join us for an enchanting journey to Italy's Lake Como for a 3 night stay, enjoy a breathtaking train journey from Milan though alpine Switzerland on to Basel where we will board the lovely Riverside Luxury Cruise Lines, MS Debussy for a 7 night trip up the romantic Rhine river. 

Eight days, four countries, and one impressive river. This special cruise reveals the allure of the incredible Rhine as it meanders past clifftop castle ruins and enchanting vineyards. Embark in Switzerland`s Basel, the congenial meeting point of Switzerland, Germany, and France. Then, visit France’s incomparable Strasbourg and enter Germany for stops at Mannheim with one of the largest palace complexes in the world; charming Rüdesheim in the heart of the stunning Rhine Gorge; “monumental” Koblenz, where the Rhine and Moselle Rivers converge; and Cologne with its famous twin-spired cathedral. Finally, cruise into the Netherlands and disembark in delightful Amsterdam, the perfect ending to your journey.

The holiday season in Belgium is something truly special. Each city throws an enchanting winter festival, which could include anything from market stalls and elaborate light displays to Ferris wheels and ice skating rinks. Bordered by the bigger tourism magnets France, Germany, and the Netherlands, Belgium is a small country bursting with cultural impact and well worthy of being the highlight of any European trip—whether it's your first time on the continent or your tenth. Chocolates, french fries, specialty spirits, and beers are amongst the many things this stretch of the Earth is known for doing well. You'll get to experience it all during Belgium's most festive time of the year, when you can sip vin chaud and the world's most delicious cups of hot chocolate between bites of warm liege waffles and spiced gingerbread.

Who will enjoy this cruise: This trip is perfect for those who have been to the classic markets of Germany and are looking for something new, for anyone looking to explore a different side of Belgium than most tourists see, or for those excited to lean into a holiday extravaganza for their next winter season.

April 20 - May 1, 2027

May 26-June 5, 2027

Discover the soul of Sicily through its extraordinary flavors, rich history, and breathtaking landscapes on this intimate small group experience designed for travelers who appreciate authentic culture, exceptional cuisine, and unforgettable wine.

From the sun-drenched vineyards on the slopes of Mount Etna to charming coastal villages, historic baroque towns, and bustling local markets, this journey invites you to savor Sicily one unforgettable moment at a time.

Indulge in private wine tastings at boutique wineries, hands-on culinary experiences, farm-to-table dining, and guided explorations through some of Sicily’s most captivating destinations. Taste fresh seafood along the coast, sample world-renowned Sicilian wines, discover family-owned estates, and immerse yourself in centuries of culinary tradition.

This thoughtfully curated itinerary blends luxury accommodations, immersive cultural experiences, and relaxed exploration—perfect for travelers seeking more than just a vacation.

Join us for an unforgettable journey through one of Italy’s most enchanting regions.

Limited space available for this exclusive small group departure.

September 8-16, 2027

Visit sun-drenched places as you sail the Greek Isles, discovering a world abounding with seaside scenery and ancient treasures on cruises that Greece is best known for. On such legendary islands as Santorini and Mykonos, views of azure sea and white-washed villages will take your breath away. On your Greek islands cruise, you may embrace the magic and mythology of ancient temples built to honor Greek gods and goddesses. Visit UNESCO World Heritage Sites such as the amazing hilltop Acropolis in Athens, the haunts of St. John on the tiny island of Patmos, and the ancient Roman city of Ephesus. You may imagine you are Mark Antony, as you walk the same marble streets where the Roman general (and lover of Cleopatra) was once cheered by residents. Dine among the fascinating ruins as a complimentary treat, a Windstar-exclusive evening Destination Discovery Event planned for Ephesus.

October 6-17, 2027

DUBROVNIK PRE-CRUISE EXTENSION

Start your trip with a four-day adventure in Dubrovnik, a World Heritage Site recognized by UNESCO as a masterpiece of human genius. Centuries of architecture and history are on display in this truly unique landscape.

INCLUDED IN YOUR 4-DAY STAY:

• 3 nights in Dubrovnik at the President Hotel, Valamar Collection (or similar)
• Breakfast daily
• All service charges, taxes, and porterage
• Walking Tour of Dubrovnik, Korcula Island, Lokrum Island, Culinary Tour
• English-speaking expert
• Flight between Belgrade and Dubrovnik

Visit each of the Danube’s unique capital cities in style.

The great Danube River, once the lifeblood of empires, has been home to Europe’s greatest cities for eons. Join us on a journey spanning the four capital cities that sit along the banks of the Danube—glittering Vienna, charming Bratislava, eclectic Budapest, and storied Belgrade. As we go, we’ll contrast the hustle and bustle of city life with blissful countryside views and stops in a couple of our favorite towns in between.

*Sailing the Danube River, the next member of our Super ShipTM fleet will be inspired by master Viennese painter Gustav Klimt. In his honor, we’re naming the vessel after his beloved muse, Emilie Flöge. When she debuts in 2026, the S.S. Emiliewill bring elements of Klimt’s signature style to our guests, with dramatic hues, Art Nouveau elements, and stunning pops of gold. Guests who book a Grand Suite and the adjoining Deluxe French Balcony next door can see their stateroom transformed into an incredibly spacious 2-bedroom suite.