| Song | Artist | Keywords |
| Overseas | Island Boy | African (16), Caribbean (15), NuJazz (51), Instrumental (794), World (213), Vocals (144), Guiatr (1) |
| Trinidad Holiday | arundqui | Trinidad (2), Caribbean (15), Tropical (16), Steel Drums (4), Tobago (2), Holiday (144) |
| Caribbean Stud | HGB | Caribbean (15), islands (3), yes mon (1), good-vibes (1), some say (1), true romance (1), (0) |
| I had to marry you (with Rebsie and a cast of MJers) | DWL | Marry (2), disappointment (6), escape (18), despair (18), regret (36), George Formby (1), caribbean (15), shostakovich (2), debussy (7), eric coates (1), My Fair Lady (1) |
| Heart of the Caribbean | willbill808 | reggae (85), willbill808 (92), heart (148), of the (2), caribbean (15), dj straight 8 (78) |
| Alright Okay | munsongeek | Fun (246), Caribbean (15), Jazzy (36), Jazz (819), (0) |
| Christmas Boat | arundqui | Christmas (274), Santa (16), Boat (16), Caribbean (15), Presents (3), Mistletoe (3), Sailing (12), Sail (5), Holiday (144) |
| The Eleuthera Way | Warren Smith | Eleuthera (1), Bahamas (1), Governor's Harbour (1), Kokodimama (1), mojito (1), Alabaster Bay (1), sea glass (1), Caribbean (15), Atlantic (1), Warren Smith (33), Barry Cuda (1) |
