Generally the resorts offer specials during quieter time periods only. Typically in the summer or fall. Winter specials are not common, so if you see one during winter season, book it before it's gone!
Most free night specials are repeatable. So, for example if you stay 4 nights and get your 5th night free, you can also stay 10 nights and get your 5th and 10th nights free... and so on. The longer you stay, the more free nights you can receive!
At times, a resort may offer more than one type of discount. However, please note that one discount can not be applied on top of another discount! When there are multiple offers from the same resort, you generally just have to pick the offer that gives you the best deal.
| The Beachcomber |
| 15% Last Minute Discount |
| Book within 45 days of check-out date |
| 15% Off (before taxes) |
| More Info |
| The Sands |
| 20% Last Minute Discount |
| Book within 45 days of check-out date |
| 20% Off (before taxes) |
| More Info |
| Rum Point Club |
| 20% Last Minute Discount |
| Book within 45 days of check-out date |
| 20% Off (before taxes) |
| More Info |
| Aqua |
| 20% Last Minute Discount |
| Book within 45 days of check-out date |
| 20% Off (before taxes) |
| More Info |
| Pools of the Kai |
| 20% Last Minute Discount (most units) |
| Book within 45 days of check-out date |
| 20% Off (before taxes) |
| More Info |
| Little Cayman Beach Resort |
| Octoberfest Special! |
| Sep 27 - Oct 31, 2025 (arrive any day!) |
| 5 Night Dive Package |
| from only $1399 |
| More Info |
| Little Cayman Beach Resort |
| FALL Singles Special! |
| Sep - Dec, 2025 (selected weeks) |
| 5 or 7 Night Dive Package |
| No single supplement! |
| More Info |
| Cayman Brac Beach Resort |
| FALL Singles Special! |
| Sep - Dec, 2025 (selected weeks) |
| 5 or 7 Night Dive Package |
| No single supplement! |
| More Info |
| Little Cayman Beach Resort |
| FALL FANTASEA! |
| October, Nov 22-29, Dec 20-27, 2025 |
| 7 Night Dive Package |
| SAVE $700+ per person |
| More Info |
| Cayman Brac Beach Resort |
| FALL FANTASEA! |
| Oct 4-11, Dec 13-20 or Dec 20-27 |
| 7 Night Dive Package |
| SAVE $700+ per person |
| More Info |
| The Beachcomber |
| 7th Night Free! |
| May 01 - November 15, 2025 |
| Stay 7 Nights, pay for 6 |
| Rates from $795us/night |
| More Info |
| South Bay Beach Club |
| 7th Night Free! |
| May - October, 2025 |
| Stay 7 Nights, pay for 6 |
| Rates from $665us/night |
| More Info |
| The Anchorage |
| 7th Night Free! |
| May - October, 2025 |
| Stay 7 Nights, pay for 6 |
| Rates from $470us/night |
| More Info |
| Islands Club |
| 7th Night Free! |
| May 01 - November 14, 2025 |
| Stay 7 Nights, pay for 6 |
| Rates from $555us/night |
| More Info |
| The Sands |
| 5th Night Free! |
| May 01 - November 07, 2025 |
| Stay 5 Nights, pay for 4 |
| Rates from $795us/night |
| More Info |
| Sunset Cove |
| 5th Night Free! |
| May 01 - August 31, 2025 |
| Stay 5 Nights, pay for 4 |
| Rates from $369us/night |
| More Info |
| Sunset Cove |
| 4th Night Free! |
| September 01 - October 31, 2025 |
| Stay 4 Nights, pay for 3 |
| Rates from $369us/night |
| More Info |
