Caribbean Luxury Hotels and Resorts vary enormously in their quality, which is why I recommend being very picky about determining where you'll be staying, before reserving your flights. Here are my top picks for the best Caribbean luxury hotel offers in 2019-2020, although note that most offers exclude the peak holiday season.
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1. Mandarin Oriental Canouan: Fan Club Benefits + Resort Jet Transfer for 2-4 Guests
Offer: Reserve 5 or more nights, get 2 roundtrip shared resort jet transfers included from Barbados (BGI), St. Vincent (SVD), St. Lucia (UVF), Grenada (GND) or Martinique (FDF). Reserve 10 or more nights, get 4 roundtrip shared resort jet transfers included. Combinable with Mandarin Fan Club benefits. The shared resort jet is normally ~$850 per person, so this benefit is worth ~$1700 for two or ~$3400 for four.
Dates: Until 12/18/20
Mandarin Oriental Canouan Fan Club Benefits
- Upgrade based on availability at check-in
- Complimentary daily breakfast for two in Lagoon Cafe or Asianne
- Welcome amenities
- One $200 resort credit for use during the stay
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2. Four Seasons Anguilla: 5th Night Complimentary + Preferred Partner Benefits
Dates: Until 12/19/19 and 5/1/20-12/15/20
Four Seasons Anguilla Preferred Partner Benefits
- Daily full American breakfast for two people per bedroom, served through In-Room Dining or in the hotel restaurant (including buffets)
- USD 100 Resort credit per bedroom (multi-bedroom accommodations receive USD 100 per bedroom) one during stay
- Upgrade of one category, based on availability at time of check-in (excluding signature suites, villas, and private residences)
- Complimentary basic Internet in all guest rooms; complimentary premium Internet in all suites
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3. Kimpton Seafire Grand Cayman: 25% Off Stays of 4 or More Nights
Dates: Until 12/20/19 and 5/1/20-12/17/20; some blackout dates apply
Virtuoso Benefits
- Upgrade on arrival, subject to availability
- Complimentary Buffet Breakfast for two daily at AVE Restaurant during breakfast hours only, excludes specialty coffees, pressed juice bar, alcohol and champagne
- $100 USD equivalent Resort credit to be utilized during stay (not combinable, not valid on room rate, no cash value if not redeemed in full)
- Early check-in/late check-out, subject to availability
- Welcome amenity
- Complimentary Wi-Fi
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4. Park Hyatt St. Kitts: 4th Night Free + $300 Resort Credit + Hyatt Prive Benefits
Dates: Stays until 12/21/19; some blackout dates may apply
Park Hyatt St. Kitts Hyatt Prive Benefits
- Upgrade if available at time of booking
- Daily breakfast for two
- $100 hotel credit
- Priority for early check-in, late check-out
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5. Four Seasons Nevis: 4th Night Free + Preferred Partner Benefits
Dates: Until 12/18/20; some blackout dates may apply
Four Seasons Nevis Preferred Partner Benefits
- Daily full American breakfast for two people per bedroom, served through In-Room Dining or in the hotel restaurant (including buffets)
- USD 100 Resort credit once during the stay
- Upgrade of one category, based on availability at time of check-in (excluding signature suites, villas, and private residences)
- Complimentary basic Internet in all guest rooms; complimentary premium Internet in all suites
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6. Ritz-Carlton Grand Cayman: Save 25% Off 7 Night Stays + Virtuoso Benefits
Offer: Save up to 25% off on stays of 4-7 nights; 25% off applies to 7 night stays.
Dates: Until 12/19/19; some blackout dates apply
Ritz-Carlton Grand Cayman Virtuoso Benefits
- Upgrade on arrival, subject to availability
- Daily full breakfast, for up to two in room guests
- $100 USD Resort/Hotel credit, to be utilized during stay (not combinable, not valid on room rate, no cash value if not redeemed in full)
- Early check-in/late check-out, subject to availability
- Complimentary Wi-Fi
Which is your favorite Caribbean luxury hotel or resort?
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