Luxury small ship cruise line Windstar Cruises has announced a limited-time promotion – Ways to Winter – inviting travellers to turn winter on its head and experience the season like never before.
From now through to October 7, Windstar is offering a free all-inclusive package plus up to $1,000 onboard credit per stateroom on select small ship cruises in Tahiti, the Caribbean, the Mediterranean and the Canary Islands – destinations that shine brightest in the off-season. Travellers can use the offer to save and sail on voyages departing through the end of March 2026.
“We’re experiencing incredible momentum, particularly for short-lead travel,” said Augustus Lonsdale, head of sales at Windstar Cruises. “This promotion encourages guests and travel advisors to book now by offering added amenities and incentives to try something new. It’s a jump on Wave Season, and the time to act is now.”
Why Choose Windstar for Your Winter travels?
Windstar Cruises’ small ships visit unique destinations that larger ships can’t reach and are best experienced in the cooler months. Off-season travel means more space, more value and a deeper discovery with fewer crowds and a warm welcome from locals. Guests enjoy Windstar’s signature blend of casual luxury and friendly service along with seasonal experiences such as:
- In the Mediterranean, the off-season allows travellers to explore historic cities in Spain, Italy, Croatia and France without crowds. Windstar’s yachts offer rare winter exclusives such as overnight stays in Barcelona and Livorno (Florence) and truffle-hunting excursions in Italy.
- In the Caribbean, Windstar skips the mega-ship ports for boutique yachting harbours like Jost Van Dyke, Virgin Gorda and St. Barts, delivering a sunny escape with a relaxed, exclusive feel.
What Perks are Included in the Ways to Winter Offer?
The promotion includes Windstar’s All-In Package, which covers:
- Unlimited Wi-Fi for staying connected while at sea
- Onboard gratuities, making every interaction carefree
- A wide selection of beer, wine and cocktails to toast the journey
Guests also receive up to $1,000 onboard credit to personalise their voyage with curated shore excursions, spa indulgences or other onboard amenities.
When is the Promotion Available?
The offer is available to book between now and 7th October 2025 for voyages departing through March 2026, with a focus on winter-sun destinations perfect for escaping cold weather.
Where Can a Small Ship Cruise Take You This Winter?
Travellers can swap short days and chilly nights for sun-filled yacht adventures across some of the world’s most captivating regions, many only available in the winter.
- Tahiti (September-March): Enjoy the quiet season in the islands. Guests can immerse themselves in island culture and swim directly from the yacht’s marina into turquoise lagoons, swim with reef sharks and manta rays, drift over coral gardens or find a black pearl.
- Mediterranean (October-March): Iconic ports and local traditions shine during the quieter, more intimate winter season with cruises exploring Spain, Italy, France and Croatia. Enjoy festive Christmas markets, easy access to historical sights and overnights to spend more time exploring ashore.
- Caribbean (October – March): A winter only escape: Cosy harbours with colourful beach towns and vibrant local rhythms come to life aboard an all-suite or classic sailing yacht. Snorkel and dine at the epic beach BBQ, unwind at famous beach bars and try local specialties such as conch fritters.
- Canary Islands (November-February): Explore volcanic landscapes and Moorish influences with ease aboard a sailing yacht, a winter-only, sunny escape. Ride a wicker toboggan or sip wine in volcanic vineyards.
- Costa Rica & Panama Canal (November-March): Traverse the legendary canal and enjoy the lush rainforest and beaches in comfort and style. Spot monkeys, toucans and sloths and enjoy an eye-level daylight transit of the Panama Canal. Only available in winter.
Other included regions included in this limited-time promotion including Greece, Northern Europe, South America and classic ocean crossings, all selected for their distinctive seasonal allure and immersive cultural experiences.
Booking window: 25th September to 7th October 7, 2025
- Eligible voyages: Departures through March 2026
- Free all-inclusive upgrade: Typically a £77 per person per day value; includesWi-Fi, all gratuities and select beer, wine and cocktails, and complements Windstar’s always-included extras like 24-hour room service, specialty dining, complimentary water sports from the yacht’s marina and destination-focused programming.
- Best Suite Selection: Booking early ensures access to the most desirable suites.
How to Book: To plan a small ship cruise with Windstar, contact a travel advisor or book through Windstar Cruises’ UK General Sales Agent on 0800 008 6682. For more details https://www.windstarcruises.co.uk/booking-in-the-uk/. For more information visit www.windstarcruises.co.uk
