Windstar's Holiday Sailings

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Have a care-free holiday season that your family enjoys. Feel at home, you don’t even have to dress up, and everywhere on the yacht will be decorated so the magic of the season truly shines.

We’ll spoil you with our crew who will make this a holiday you’ll remember and strive to make it a part of your yearly tradition. They’ll share their traditions with your family as well.

On Christmas sailings, anticipate special welcome treats in your suite or stateroom, like Christmas cookies, candy canes, mandarin oranges, roasted peanuts and chocolate candies.

Travel with Windstar on New Year’s Eve, and have your camera ready to ring in the new year with a fireworks display like no other.

We’ll serve your holiday favorites, along with decadent options like butter-poached lobster tail. We make sure vegetarians don’t miss out either, with delicious creations like Roasted Pumpkin Squash Soup.

A holiday highlight is Windstar’s Christmas High Tea, featuring Christmas Cake and Stollen. Served in Compass Rose, the Lounge or on the open deck, this elegant affair is often accompanied by a local band.

Cheer on your favorite crew members as they display talents beyond their ability to read your mind and deliver top-notch service. They’ll keep you entertained in an evening full of warmth and good humor.

A Relaxing Holiday at Sea

Have a care-free holiday season that your family enjoys. Feel at home, you don’t even have to dress up, and everywhere on the yacht will be decorated so the magic of the season truly shines.

We’ll spoil you with our crew who will make this a holiday you’ll remember and strive to make it a part of your yearly tradition. They’ll share their traditions with your family as well.

On Christmas sailings, anticipate special welcome treats in your suite or stateroom, like Christmas cookies, candy canes, mandarin oranges, roasted peanuts and chocolate candies.

Travel with Windstar on New Year’s Eve, and have your camera ready to ring in the new year with a fireworks display like no other.

We’ll serve your holiday favorites, along with decadent options like butter-poached lobster tail. We make sure vegetarians don’t miss out either, with delicious creations like Roasted Pumpkin Squash Soup.

A holiday highlight is Windstar’s Christmas High Tea, featuring Christmas Cake and Stollen. Served in Compass Rose, the Lounge or on the open deck, this elegant affair is often accompanied by a local band.

Cheer on your favorite crew members as they display talents beyond their ability to read your mind and deliver top-notch service. They’ll keep you entertained in an evening full of warmth and good humor.

A Windstar Holiday is Beyond the Ordinary

A Windstar cruise is always a special occasion, but join us at Thanksgiving, Christmas, Hanukkah or New Year’s and you’ll find us at our festive best. We decorate the ship as befits the season, from gingerbread villages to a flameless menorah, and toast the season with eggnog, themed cocktails, and champagne. Plus, you’ll find all your favorite holiday menu items like roast turkey, prime rib, and pumpkin pie, sometimes with the kind of unique twist you’d expect from the official cruise line of the James Beard Foundation.

Relax. Don't Freeze.

Spend Winter on a Windstar Caribbean cruise. While everyone else might be shivering in the snow, layering clothes upon clothes, you’ll spend your days on the beach, sunning on the teak decks or cooling down by sipping on the best rum punch. On Windstar’s ABC Christmas voyage, you’ll begin in sunny Orangejstad, Aruba, have a winter beach party in Bequia, and end your trip exploring Harrison’s cave in Bridgetown, Barbados. And don’t worry, as with every holiday sailing, Windstar will have all your favorite holiday dishes ready for you onboard.

Windstar Holiday Voyages

When you’re not playing holiday trivia or watching holiday movies, you can join our New Year’s Eve deck party or the chef’s Christmas High Tea. And to top it all off, attend a Windstar Crew Show.