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:

2. 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: Until November 15, 2025

2. Amanera, Dominican Republic: 4th Night Free + Virtuoso Benefits

Offer: Stay 4+ nights to enjoy 4th night free. This is combinable with Virtuoso benefits and also includes:

One Bottle of Aman Champagne
One Jungle Breakfast Hike for two (once per stay)
One private candlelit dinner for two (excluding alcoholic beverages)
One 90-minute Amanera Signature couples massage
One romantic bath ritual per stay

Dates: Available for select dates until 3/12/26; excludes 2 BR Casita, holidays and certain high occupancy blackout dates.

3. Four Seasons Anguilla: 5th or 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: 5th night free valid for select stay dates until 12/19/25 and 5/11/26-12/15/26; 6th night free valid for select stay dates between until 5/23/26, some blackout dates apply.

4. Wymara Resort, Turks & Caicos: Up to 25% Off + Virtuoso Benefits

With a wide swathe of beach in Grace Bay West, Wymara Resort offers more modern, contemporary accommodation than Grace Bay Club. Savor al fresco dining at Blue Water Bistro, or Italian cuisine at the Marine Room, across the street.

Take a peek with our Wymara Resort Turks and Caicos video review:

5. Rosewood Le Guanahani: 4th or 5th Night Free + Rosewood Elite Benefits

Dates: 4th night free for select dates through October 2025; 5th night free for select dates November 2025-April 2026

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

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

7. Rosewood Little Dix Bay, British Virgin Islands: 5th Night or 7th Night Free + Rosewood Elite Benefits

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

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

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

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

Dates: Selected stay dates until 12/19/25.

10. The Shore Club Turks & Caicos: 30% Off Suites + Virtuoso Benefits

Dates: Select stay dates until 11/11/25.

11. 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

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 8/18/25-12/31/25, or 4th night free for stay dates until 4/6/26, 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