Top 12 Caribbean Luxury Resort Offers 2025

Top 10 Caribbean Luxury Resort Offers 2023

The Caribbean is a tempting getaway. While you won't find service that will equal that of the top Asian and Maldivian resorts, the proximity and ease of getting to the Caribbean and Bermuda make these resorts popular for U.S. and Canadian visitors, especially from the East Coast. Here are the top 15 Caribbean and Bermuda luxury resort offers in 2025:

1. Eden Roc Cap Cana: Pay 5, Stay 7

Offer: Enjoy two complimentary nights with a 7+ night stay, or 4th night free on a 4 night stay, or 3 complimentary nights on a 10 night stay.

Dates: May 1-November 20, 2025

2. Amanera, Dominican Republic: 3rd Night Free + Virtuoso Benefits

Offer: Stay 3+ nights to enjoy 3rd night free. This is combinable with Virtuoso benefits.

Dates: Available for select dates April 21-October 31, 2025; 2 BR Casita, holidays and periods of high occupancy excluded.

3. Four Seasons Anguilla: 6th Night Free + Four Seasons Preferred Partner Benefits

Four Seasons Anguilla is often our clients' top choice for extended family getaways in the Caribbean, as it has fantastic villas and Anguilla has beautiful white sand beaches. Keep in mind that our Four Seasons Preferred Partner benefits, in addition to top priority for an upgrade and daily breakfast for two guests per bedroom includes a $200 per bedroom per stay resort credit for suites and villas, so a four bedroom villa would enjoy an $800 resort credit for the stay.

Dates: Select stay dates between 1/5/25-5/24/25, some blackout dates apply

4. Rosewood Le Guanahani: 4th Night Free + Rosewood Elite Benefits

Dates: Select low season and shoulder season dates in 2025

5. Rosewood Bermuda: 3rd Night Free or 4th Night Free + Rosewood Elite Benefits

Dates: Selected dates in 2025, some blackout dates apply.

6. Rosewood Little Dix Bay, British Virgin Islands: 4th Night Free + Rosewood Elite Benefits

Dates: Selected dates in 2025, some blackout dates apply.

7. Ritz-Carlton Grand Cayman: 2 Free Nights + STARS Benefits

Offer and Dates: Enjoy two complimentary nights on a 7+ night stay for stay dates of 4/27/25-12/17/25, plus enjoy STARS benefits.

8. Aurora Anguilla: 5th Night Free + Virtuoso Benefits

Aurora Anguilla, formerly CuisinArt Resort, is an ideal way for families to experience Anguilla at a more accessible price point than the Four Seasons. There's a water park, tennis and pickleball courts, a golf course, kids' and teens' clubs, and of course the beach, with its paddle boards and Hobie Cats.

Offer and Dates: 5th night complimentary for select dates (excludes festive season and other blackout dates). Also includes $250 resort credit per suite/junior suite per stay, and $1000 resort credit per villa per stay, as well as Virtuoso benefits (upgrade on arrival subject to availability, welcome amenity, daily breakfast, one $100 resort credit per stay).

9. Four Seasons Nevis: 4th Night Free + Preferred Partner Benefits

Dates: Selected stay dates until 10/31/25. There's also a guaranteed double upgrade offer for dates between 2/8/25-2/14/25.

10. The Ocean Club (Four Seasons Bahamas): 4th Night Free + FSPP Benefits

Offer also includes complimentary roundtrip transfers from the airport.

Dates: Ongoing, some blackout dates apply

11. The Palms Turks & Caicos: 20% Off + Virtuoso Benefits

Enjoy 20% off all categories for 3+ night stays, as well as Virtuoso benefits. Note that Junior Suites are not upgradeable.

Dates: Stay dates until 12/19/25; excludes blackout dates of Jan 30 – 31 , Feb 6 – 10, Feb 14 – 17, Feb 25-27, Apr 4-5 ,Apr 18-20, Apr 25- 30, May 9 – 11, May 23 -24 ,May 29-30, June 22 -25, Nov 17 – 19, Nov 27- Nov 29.

Virtuoso Benefits

Upgrade on arrival, subject to availability (excludes upgrades from Junior Suite category)
Daily Buffet breakfast for up to two guests per bedroom, served in the restaurant
$100 USD Equivalent Resort or 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

12. Hamilton Princess & Beach Club, Bermuda: 3rd Night or 4th Night Free + Virtuoso Benefits

Enjoy a third or fourth night complimentary during Bermuda's low and shoulder season.

Offer and Dates: Enjoy a 3rd night free for stay dates until 4/20/25 or 8/18/25-12/31/25, or 4th night free for stay dates 4/21/25-8/17/25, inclusive of Virtuoso benefits.

Virtuoso Benefits

Upgrade on arrival, subject to availability
Daily Buffet Breakfast for up to two guests per bedroom, served in Restaurant
$100 USD equivalent Food & Beverage credit utilized during stay (not combinable, not valid on room rate, no cash value)
Early Check-In / Late Check-Out, subject to availability
Complimentary Wi-Fi