The Caribbean
The Caribbean with Windstar Cruises
On Windstar’s yachts, you’ll glide into intimate harbours—spots like Gustavia in St Barth’s, neat coves in Guadeloupe, and laidback beaches in the British Virgin Islands—all while enjoying the same high-end amenities as larger ships. With all-suite comfort, gourmet dining in multiple venues, and insider shore excursions, it’s beach holidays with sophistication. Sail between 2025 and 2026 and discover the Caribbean’s quieter side without compromising on luxury or ease.
Click here to view full itinerary and pricing details for Windstar Cruise 2025/26 sailings
Departs
- 26 Oct 25 | Enquire for a full range of dates between Oct 2025 to Jan 2026
- 23 Nov 25 | Enquire for a full range of dates between Oct 2025 to Jan 2026
- 21 Dec 25 | Enquire for a full range of dates between Oct 2025 to Jan 2026
- 24 Jan 26 | Enquire for a full range of dates between Oct 2025 to Jan 2026
Windstar Cruise Includes
- Accommodation onboard Windstar cruises
- All meals
- Dining at specialty restaurants and 24-hour room service
- Live Music and Entertainment
- Relax by the Pool
- Wellness Activities such as outdoor exercise classes
GO ALL-INCLUSIVE FOR ONLY USD$99 PER GUEST PER DAY
- Wi-Fi
- Unlimited Beverage Package
- Hotel & Beverage Service Fee
Terms & Conditions
All cruise packages are based on Twin share, inside cabin and costs are per person. Availability is current as at 14 Jul 25 and deals are available until date shown or until sold out. Space is strictly limited and is subject to availability at time of booking. On board credit where shown is per cabin & must be spent on board and is not refundable in cash. All passengers are bound by the individual cruise lines terms & conditions, please ask your consultant for a full copy. Current Deals must be paid in full at time of booking or deposit dates as shown. All passengers must have a valid passport with more than 6 months validity at the end of their holiday. Travel insurance should be taken out at time of booking to cover in the event of any unforeseen cancellation. Included airfares are based on special non refundable economy fares, ground transfers are not included unless specified, any hotels included are on a room only basis unless specified. Hotels in certain destinations in Europe, USA and Asia may require local tourist taxes or resort fees payable at check in, We aim to give an indication of these where possible, but unfortunately you cannot pre pay this aspect of the hotel rate and must settle at check in. ESTA Visas are required for Itineraries visiting USA ,Canada, India, China, Vietnam, Schengen states & Sri Lanka. Visa costs are not included. Passports must be valid at least 6 months after the end of your holiday, If travelling on a non NZ passport other visas + NZ re-entry permits may also be required, please check with applicable embassy. Passport validity, Visas, Vaccinations and health requirements are the responsibility of the passengers. Individual cruise line T&C will apply based on the cruise line booked