Windstar Cruises

Perfect Caribbean Escapes from $1,499 per guest

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As winter nears its end, 7-For-7 is celebrating with 7, 10 or 14-day voyages full of Caribbean beaches on sale!

Our Caribbean voyages bring you to tiny towns and hidden harbors known only to private yachts and small ships like ours. Our schedules allow for dropping our Watersports Platform on the back of our yachts into turquoise bays with complimentary water toys before moving on to our next island rendezvous. Best of all, on every Caribbean cruise there is one day that is even more special than the rest, when you land on a secluded beach for Windstar’s Signature Beach Party – a delicious lunch and watersports included.

For those looking to book for 2022 we have two dates available, or if you’re ready to travel this year, choose from five dates and you have the flexibility to cancel your 2021 cruise booking up to 48 hours prior to departure and receive 100% Future Cruise Credit with our Travel Assurance Booking Policy.