Discover Intimate Luxury at Sea: Windstar Cruises Unveils Winter 2027–2028 Season with New Boutique Itineraries for Global Travellers

Windstar Cruises is set to redefine winter travel in 2027–2028 with an expansive collection of small-ship voyages. The cruise line is offering over 230 departures and 21 new itineraries, promising travellers intimate journeys to destinations that are often inaccessible to larger vessels. Each ship hosts between 148 and 342 passengers, creating an atmosphere of personalised service and refined luxury.

The Winter 2027–2028 season appeals to both seasoned cruise enthusiasts and first-time explorers. With carefully curated routes, Windstar ensures guests experience unique cultures, remote beaches, and vibrant cities while travelling in comfort. The season is designed for those who seek adventure, cultural immersion, and relaxation on a single voyage.

South Pacific: Tropical Paradise Awaits

Windstar’s South Pacific itineraries are among the highlights of the season. Travellers can embark on extended journeys that connect islands such as Tahiti, Bora Bora, Moorea, Fiji, and the Cook Islands. These voyages offer a mix of adventure and leisure, from exploring volcanic landscapes and coral reefs to relaxing on pristine beaches.

Shorter segments of these itineraries allow flexibility for travellers who prefer a condensed experience. Guests can enjoy guided excursions, water sports, or cultural interactions in local villages. The South Pacific offerings promise an unparalleled combination of natural beauty and immersive cultural experiences, ideal for luxury-focused explorers.

Latin America and the Panama Canal: History and Scenic Wonders

The Latin American sailings provide travellers with rich cultural experiences paired with breathtaking landscapes. Key highlights include transiting the Panama Canal, offering a rare chance to witness this engineering marvel up close. Guests can also visit the lush rainforests of Costa Rica and the scenic coasts of Central and South America.

Optional overland excursions complement these journeys, allowing passengers to explore national parks, ancient ruins, and vibrant local markets. These cruises combine scenic marvels and cultural insight, providing travellers a deep understanding of Latin America beyond the ports.

Canary Islands and Morocco: European Flair Meets African Charm

A new itinerary along the Canary Islands offers travellers a fascinating fusion of European and North African culture. Departing from Málaga, the voyages include stops at Tenerife and Casablanca, allowing passengers to explore historical cities, coastal landscapes, and vibrant local traditions.

Guests will enjoy extended shore time to visit medinas, try local cuisine, and experience regional crafts. These cruises appeal to travellers who seek more than sightseeing—they are curated to deliver authentic, memorable experiences that reveal the heart of each destination.

Asia and Southeast Asia: Timeless Cities and Cultural Immersion

Windstar Cruises’ Asian voyages showcase Japan, Thailand, Vietnam, and other Southeast Asian gems. Travellers can explore bustling cities, historical temples, and scenic coastal towns. Overland excursions offer further immersion, including visits to UNESCO World Heritage sites, traditional villages, and local markets.

These journeys balance exploration with leisure. Sea days provide time to enjoy luxurious onboard amenities, while port calls deliver rich cultural experiences. Guests can witness local festivals, culinary traditions, and natural landscapes, all in comfort and style.

Caribbean: Island Hopping and Personalised Adventures

The Caribbean cruises of Winter 2027–2028 combine all-suite yachts and classic small ships to deliver personalised voyages. Guests can anchor in secluded bays, explore boutique islands, and enjoy immersive experiences in vibrant port towns.

Activities range from snorkelling and kayaking to guided cultural tours. Travellers seeking intimate, flexible itineraries will find the Caribbean offerings particularly appealing, with every port designed to provide authentic encounters with local culture and natural beauty.

Canada and New England: Autumn Colours and Northern Coastlines

Late-season sailings focus on Canada and New England, with overnight stays in Halifax and scenic routes along the Atlantic coast. These itineraries highlight the dramatic fall landscapes, rich maritime history, and charming coastal towns.

For adventurous travellers, some itineraries extend towards Greenland, offering a rare glimpse of Arctic fjords and glacial vistas. This segment combines natural wonders with cultural insight, perfect for travellers seeking distinctive winter experiences.

Early Booking Benefits and Fleet Enhancements

Windstar encourages early bookings with special perks, including onboard credits, gratuities, beverage packages, and connectivity plans. The small-ship fleet will soon welcome new additions, expanding available itineraries and enhancing the luxury experience for guests.

The Winter 2027–2028 season promises to be the most diverse yet, appealing to travellers who desire intimate voyages, cultural immersion, and unique global experiences.

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