Top 10 Caribbean Luxury Resort Offers 2024

Top 10 Caribbean Luxury Resort Offers 2023


The Caribbean is a tempting getaway. 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 summer to early fall, so we've included it as well. Here are the top 10 Caribbean and Bermuda luxury resort offers in 2024:


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

Offer: Stay 4+ nights to enjoy 4th night free + Virtuoso benefits. Alternatively, under the Season of Discovery offer, stay 5+ nights to enjoy 1 night complimentary as well as full board (breakfast, 2 course lunch, 3 course dinner, excluding beverages at all meals) or stay 7+ nights to enjoy the same benefits as 5+ nights, as well as a complimentary Amanera massage for two.

Dates: Available for select dates April 19-December 13, 2024, some blackout dates apply such as Labor Day weekend, November 23-26, etc.



2. Necker Island, British Virgin Islands: Stay 7, Pay 5 + Virtuoso Massage Amenity

Offer: Enjoy either a 4th night free or, for 7 night stays, 2 complimentary nights during these Celebration Weeks in 2024: May 18-25; August 24-31; September 14-28 (adults only); October 19-26; October 26-November 2.

Virtuoso: while upgrades don't apply, Virtuoso guests enjoy a complimentary one hour massage for two guests during their stay

Necker Island, BVI


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: Stay dates until 12/15/23 and 1/3/24-12/15/24, some blackout dates apply

Four Seasons Anguilla


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

Dates: Selected dates in 2024, some blackout dates apply.


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

Dates: Select low season and shoulder season dates in 2024.

Rosewood Le Guanahani St. Barths


6. Ritz-Carlton Grand Cayman: Save 20% on 6+ Nights + STARS Benefits

Offer: Stay 6 or more nights for select stay dates in 2024 and save 20%, plus enjoy STARS benefits.


7. Kimpton Seafire Grand Cayman: 20% Off on Stays of 5+ Nights and Virtuoso Benefits

Offer: Enjoy 20% off a stay of 5+ nights and all Virtuoso benefits; note that a one night non-refundable deposit is taken at time of booking.

Dates: until 12/15/24


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

Dates: Ongoing, some blackout dates may apply

Four Seasons Nevis


9. The Ocean Club (Four Seasons Bahamas): 4th Night Free + Preferred Partner Benefits

Offer also includes complimentary roundtrip transfers from the airport

Dates: Ongoing, some blackout dates, including but not limited to festive season and holiday periods apply

The Ocean Club, Four Seasons Bahamas


10. Park Hyatt St. Kitts Christophe Harbour: 4th Night Free + Hyatt Prive Benefits

Offer and Dates: Take advantage of a 4th night complimentary at the Park Hyatt St. Kitts plus Hyatt Prive benefits for stays 1/6/24-6/30/24, when booked with TravelSort by 11/30/23.

Park Hyatt St Kitts


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