Windstar Cruises Invites Sailing Enthusiasts to Explore the Caribbean and Latin America in Winter 2026/2027

New Itineraries Unveiled for 2026/2027

Windstar Cruises is set to enhance its offerings in the Caribbean and Latin America by announcing an impressive total of 35 sailings across 10 itineraries for the winter of 2026/2027. This expansion signifies a remarkable opportunity for travelers seeking unique experiences, featuring daylight passages through the Panama Canal and an array of new shore excursions.

An Array of Sailings

The upcoming itineraries will be serviced by a fleet of four yacht-style ships, including the much-awaited debut of the Star Seeker in Caribbean waters. These voyages are structured to run from November to March, allowing passengers to embark from popular locations such as San Juan and San Maarten.

Highlights of Caribbean Itineraries

The Caribbean travel routes emphasize smaller, less-visited ports like Anguilla and Jost Van Dyke, which larger vessels often bypass. Travelers will benefit from various features, such as:

• Watersports Marina: Guests can enjoy activities like kayaking and stand-up paddleboarding.
• Signature Beach Barbecue: This culinary delight awaits in picturesque locations like Virgin Gorda and Mayreau.

Excursion Activities

The flagship sailing ship, Wind Surf, will operate alternating 7-night cruises under two exciting themes: “Beach Fun & Sun: A Remote Caribbean Getaway” and “Classic Caribbean”. These itineraries feature thrilling experiences including:

• Snorkeling in beautiful spots like Prickly Pear.
• Zip-lining adventures in St. Kitts.

The Star Pride will additionally provide weekly options from San Juan, alternating between two itineraries: “San Juan & the Virgin Islands” and “Windward Islands Surf & Sunsets” from October to January.

Latin American Adventures

Travelers interested in Latin America can expect an exciting combination of cruise tours, highlighting significant landmarks like Machu Picchu. Windstar integrates guided tours along with their traditional cruising experiences on routes such as Costa Rica & the Panama Canal, providing guests with comprehensive exploration led by expert narrators.

Engaging Experiences

The Star Legend, Wind Star, and Star Pride will cover essential Latin routes, featuring highlights like:

• The gorgeous San Blas Islands.
• The vibrant city of Cartagena.
• The eco-focused “Naturally Costa Rica” voyages, showcasing Manuel Antonio National Park with exciting guided boat tours through mangroves.

Extended Journeys and Booking

Among the rich offerings, Windstar introduces 22 Star Collector voyages, combining multiple itineraries into lengthy, culturally immersive journeys. With exciting early booking offers available until October 31, travelers keen on securing their spots for these outstanding voyages should take action promptly.

Looking Ahead

Windstar Cruises also has plans for more European sailings and upgrades for its fleet, including the launch of the Star Explorer in the Mediterranean and enhanced experiences in Southeast Asia with the new Star Seeker. Such developments showcase the cruise line’s commitment to providing unparalleled travel experiences.

Final Thoughts

The world of cruise travel offers a myriad of expansive playlists filled with exotic ports and engaging excursions. The latest updates from Windstar Cruises reaffirm the brand’s dedication to offering distinctive and unforgettable journeys while ensuring travelers receive the best experiences on sea and shore. On platforms like LocalsRide, booking personalized transfers to and from ports enhances these travel experiences, allowing users to select specific vehicles and enjoy an unmatched sense of transparency in the booking process. Whether embarking on a cruise or journeying to your next adventure, innovative services like LocalsRide make it simpler than ever to travel with confidence and ease.

Ultimately, while thorough reviews and testimonials from fellow travelers provide valuable insights into trip planning, there’s nothing quite like personal experience. With LocalsRide, users can effortlessly hire a car with a licensed driver from verified providers, ensuring a comfortable, budget-friendly transport experience. Explore the wide range of vehicle choices and added options available on LocalsRide.com and enjoy your next journey! Book your ride today, and elevate your travel experience!