This article is about the gifts received during 2019. For other years, see Jamaaliday Gift Calendar.
Below is the list of items that were rewarded by the Jamaaliday Gift Calendar in 2019:
| Day | Date | Item | Diamond Received | |
|---|---|---|---|---|
| #1 | December 1, 2019 |  | Jamaaliday Spiked Mohawk | Yes |
| #2 | December 2, 2019 |  | Jamaaliday Bell Streamer | No |
| #3 | December 3, 2019 |  | Jamaaliday Backpack | Yes |
| #4 | December 4, 2019 |  | Masterpiece Token | No |
| #5 | December 5, 2019 |  | Jamaaliday Gift Fence | Yes |
| #6 | December 6, 2019 |  | Jamaaliday Flower Crown | No |
| #7 | December 7, 2019 |  | Inflatable Lawn Reindeer | Yes |
| #8 | December 8, 2019 |  | Jamaaliday Big Hair | No |
| #9 | December 9, 2019 |  | Jamaaliday Racing Jacket | Yes |
| #10 | December 10, 2019 |  | Tall Holly Planter | No |
| #11 | December 11, 2019 |  | Jamaaliday Musketeer Boots | Yes |
| #12 | December 12, 2019 | | Masterpiece Token | No |
| #13 | December 13, 2019 |  | Jamaaliday Gift Gate | Yes |
| #14 | December 14, 2019 |  | Jamaaliday Unicorn Floatie | No |
| #15 | December 15, 2019 |  | Holly Fountain | Yes |
| #16 | December 16, 2019 |  | Sleigh Runway | No |
| #17 | December 17, 2019 |  | Jamaaliday Musketeer Hat | Yes |
| #18 | December 18, 2019 | | Masterpiece Token | No |
| #19 | December 19, 2019 |  | Jamaaliday Flower Tail | Yes |
| #20 | December 20, 2019 |  | Ornament Planter | No |
| #21 | December 21, 2019 |  | Candy Cane Sconce | Yes |
| #22 | December 22, 2019 |  | Jamaaliday Fluffy Shoes | No |
| #23 | December 23, 2019 |  | Jamaaliday Aviator Hat | Yes |
| #24 | December 24, 2019 |  | Jamaaliday Train Mailbox | No |
| #25 | December 25, 2019 |  | Jamaaliday Turtle Shell | Yes |
| #26 | December 26, 2019 |  | Giant Holly Planter | No |
| #27 | December 27, 2019 |  | Ice Cave | Yes |
| #28 | December 28, 2019 |  | Icicle Horn | No |
| #29 | December 29, 2019 |  | Holly Archway | Yes |
| #30 | December 30, 2019 |  | Gingerbread Top Hat (2014) | No |
| #31 | December 31, 2019 | | Holly Fountain | Yes |