August 2025 – Miami, FL: Windstar Cruises, renowned for its boutique yacht-style journeys, has announced an ambitious lineup for its 2026-2027 winter season, featuring 35 exclusive voyages across the Caribbean and Latin America. With 10 curated itineraries aboard four luxury ships — including the newly refurbished Star Seeker — this expanded program offers travelers an elevated blend of adventure, culture, and unparalleled service.
The season promises a fresh take on exploration, with daylight transits through the Panama Canal, immersive cultural excursions, and overland experiences that include guided tours to Machu Picchu, one of the Seven Wonders of the World. From sun-soaked beaches to rich historical treasures, these voyages are tailored to redefine luxury travel across these iconic destinations.
Intimate Journeys Beyond the Ordinary
Windstar Cruises has always been celebrated for its ability to deliver intimate, small-ship experiences that navigate waters inaccessible to larger vessels. The upcoming winter season takes that promise to new heights, offering off-the-beaten-path destinations that highlight the hidden gems of the Caribbean and Latin America.
Guests can expect stops in the pristine Grenadines, where untouched lagoons cradle thriving coral reefs, and the French-inspired ports of Guadeloupe, rich in history and vibrant culture. These unique landfalls allow travelers to go beyond sightseeing, connecting deeply with local communities and traditions.
For those seeking serenity, secluded islands with crystal-clear waters await, offering countless opportunities for kayaking, paddleboarding, snorkeling, or simply floating in tranquil bays. Windstar’s signature watersports marina ensures guests can step directly from the yacht into the heart of these aquatic playgrounds.
Enriching Shore Excursions and Overland Experiences
A highlight of the 2026-2027 season is the expansion of bespoke shore excursions and integrated land tours. Among the most anticipated offerings is a pre- and post-cruise expedition to Machu Picchu, blending the luxury of a yacht journey with the awe-inspiring beauty of Peru’s ancient citadel. These fully guided extensions also feature cultural immersions in Cusco, the historic capital of the Inca Empire, and carefully curated explorations of the surrounding Sacred Valley.
Travelers will also have the chance to wander through colorful markets, visit historic archaeological sites, and engage with local artisans and storytellers, creating authentic experiences that go beyond standard tourism. Each itinerary is designed to blend adventure with cultural depth, ensuring every voyage is as enriching as it is relaxing.
Daylight Panama Canal Crossings
One of the standout experiences in this expanded itinerary lineup is the daylight transit of the Panama Canal. Guests will witness the engineering marvel of this historic waterway in its full glory, with expert commentary highlighting its historical and economic significance. From the open decks of a boutique yacht, the canal becomes more than just a route — it transforms into an immersive journey through one of the world’s most remarkable feats of human innovation.
This feature, combined with Windstar’s personalized service and intimate ship sizes, ensures that each guest enjoys unobstructed views and a deeper appreciation of the voyage.
Sustainability at Sea
In line with global trends toward sustainable tourism, Windstar Cruises is doubling down on its commitment to eco-conscious travel. Every aspect of the upcoming season is designed with the environment in mind — from energy-efficient operations and advanced waste treatment systems to shore excursions that actively support local communities and conservation efforts.
By integrating responsible travel principles into its operations, Windstar not only enhances guest experiences but also safeguards the delicate ecosystems and cultural heritages of the regions it explores. This commitment ensures that future generations can continue to enjoy these breathtaking destinations.
The Star Seeker: A New Era of Luxury
The debut of the Star Seeker marks a milestone in Windstar’s fleet evolution. This newly refurbished vessel promises luxury at sea, featuring spacious suites with ocean-view balconies, multiple fine-dining venues, and elegant social spaces designed for relaxation and connection.
Guests will enjoy personalized service, with one of the highest crew-to-guest ratios in the industry, ensuring every detail is carefully attended to. Whether savoring world-class cuisine, relaxing in the yacht’s spa, or exploring vibrant coastal ports, the Star Seeker delivers an experience where luxury meets exploration.
Reservations and Availability
Reservations for Windstar’s 2026-2027 Caribbean and Latin America sailings will open in the coming weeks. Given the limited capacity of Windstar’s boutique vessels, travelers are encouraged to secure their preferred itineraries early to ensure access to these highly sought-after journeys.
From short three-night Caribbean getaways to week-long explorations of Latin America’s coasts, there is an itinerary for every traveler seeking to combine luxury, culture, and adventure.
Conclusion
Windstar Cruises is redefining the art of exploration with its expanded Caribbean and Latin America voyages for 2026-2027. With 35 curated itineraries, immersive shore excursions, daylight canal crossings, and a focus on sustainability and personalized luxury, the line continues to set a high standard in the cruise industry.
For travelers seeking a seamless blend of relaxation, cultural discovery, and eco-friendly travel, the 2026-2027 season promises an unforgettable journey through some of the world’s most captivating and diverse destinations.
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