Couple with santa hats on Caribbean beach

Caribbean Holiday Season Travel

 
With balmy weather and fantastic beaches year-round, the islands of the Caribbean are the perfect place to call home for the holidays. And with unprecedented savings and value-adds available for peak holiday season travel, you’ll find there’s no better time to plan your Caribbean getaway.
  • The Westin Grand Cayman Seven Mile Beach Resort & Spa
    The Westin Grand Cayman Seven Mile Beach Resort & Spa
    Grand Cayman Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This well-appointed resort fronts Seven Mile Beach and affords breathtaking views.
    Festive Season Celebrations: Delight in tradition and indulge in the magic of Christmas at the Westin Wonderland.

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  • Royalton Punta Cana, An Autograph Collection All-Inclusive Resort & Casino
    Royalton Punta Cana, An Autograph Collection All-Inclusive Resort & Casino
    Dom. Republic, Punta Cana Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    Experience the best of all-inclusive when you stay at this resort that combines the charming culture of the Dominican Republic with a top-rated luxury property.

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  • Riu Palace Antillas
    Riu Palace Antillas
    Aruba Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    This all-inclusive adults-only hotel in beautiful Palm Beach offers an inviting atmosphere and endless activity options.

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  • The Royal at Atlantis
    The Royal at Atlantis
    Paradise Island, Bahamas Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    This iconic hotel reflects mythical Atlantis, with grand architecture, luxurious amenities and gourmet dining.

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Riu Palace Antillas: Up to 30% OFF rates plus up to $700 resort credit valid on new bookings made by 10/31/22 for select travel 12/24/22 to 04/30/23. Discount and resort credit varies based on travel dates, length of stay and room category booked. Resort credit is not redeemable for cash, non-transferable and must be used during the length of stay.

Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]