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The Caribbean is a tempting getaway, especially this winter, which has seen the coldest temperatures on record in parts of New England. While you won't find service that will equal that in the top Asian and Maldivian resorts, the proximity and ease of getting to the Caribbean make it popular for U.S. and Canadian visitors, especially from the East Coast. Bermuda, while not actually part of the Caribbean, is also popular during its peak months of late spring to early fall, so we've included it as well. Here are the top 10 Caribbean and Bermuda luxury resort offers in 2023:
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1. Amanera, Dominican Republic: 5th Night Free + Full Board + Virtuoso Benefits
Offer: Stay 5+ nights to enjoy 5th night free, full board (daily breakfast, 2-course lunch, 3-course dinner) + Virtuoso benefits. Or stay 7+ nights and also enjoy one complimentary Amanera massage per person per stay.
Dates: Available until 12/13/23, some blackout dates apply

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2. Necker Island, British Virgin Islands: 4th Night Free + Virtuoso Massage Amenity
Offer: 4th night free is available during these Celebration Weeks: July 22 – 28, 2023; August 19 – 25, 2023; August 26 – September 1, 2023; September 16 – 23, 2023; September 23 – 29, 2023
Virtuoso: while upgrades don't apply, Virtuoso guests enjoy a complimentary one hour massage for two guests

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3. St. Regis Bermuda: 30% Off 4 Night Stay, 35% Off 5+ Night Stay + STARS Benefits
Dates: Stay dates until 3/31/23

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4. Hamilton Princess & Beach Club (Fairmont): 4th Night Free + Virtuoso Benefits
Dates: Stay dates until 11/18/23. Note that one night non-refundable deposit is taken at booking.
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5. The Ritz-Carlton Grand Cayman: 20% Off 6+ Night Stay + STARS Benefits
Dates: Book by 12/12/23 for stay dates until 12/31/23
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6. Four Seasons Anguilla: 6th Night Free + Four Seasons Preferred Partner Benefits
Dates: Stay dates until 12/15/23

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7. Rosewood Le Guanahani St. Barth: 7th Night Free + Virtuoso Benefits
Dates: Stay dates until 12/17/23

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8. Four Seasons Nevis: 4th Night Free + Preferred Partner Benefits
Dates: Stay dates until 12/31/23

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9. The Ocean Club (Four Seasons Bahamas): 4th Night Free + Preferred Partner Benefits
Dates: Stay dates until 12/31/23

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10. Dorado Beach, a Ritz-Carlton Reserve: $500 Resort Credit with 3+ Night Stay + STARS Benefits
Dates: Book by 3/31/23 for stay dates until 6/30/23

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