| 100% | PIRATES | 7 | __ of the Caribbean, Jack Sparrow's fantasy |
| 58% | PIRATES | 7 | "___ of the Caribbean: Dead Man's Chest," 2006 fantasy film with music by Hans Zimmer |
| 53% | RUM | 3 | Liquor favored by Captain Jack Sparrow in "Pirates of the Caribbean" |
| 53% | PIRATES | 7 | "___ of the Caribbean: At World's End," 2007 American fantasy film starring Keira Knightley for which she won a Teen Choice award |
| 52% | SPARROW | 7 | Jack ___, "Pirates of the Caribbean" captain |
| 52% | SPARROW | 7 | Jack ___, "Pirates of the Caribbean" character |
| 51% | CURACAO | 7 | One of the Caribbean's ABC Islands |
| 51% | DEAD | 4 | "Pirates of the Caribbean: ___ Man's Chest" |
| 50% | BAJAN | 5 | Native of the Caribbean's Bridgetown, e.g. |
| 50% | HAVANA | 6 | The Caribbean’s “City of Columns” |
| 49% | PIRATES | 7 | __ of the Caribbean: Dead Man's Chest, 2006 film |
| 49% | ARUBA | 5 | One of the Caribbean’s A.B.C. islands |
| 49% | CHEST | 5 | "Pirates of the Caribbean: Dead Man's ___" |
| 49% | END | 3 | "Pirates of the Caribbean: At World's ___" |
| 48% | END | 3 | "Pirates of the Caribbean: At World's ___" (2007 movie) |
| 48% | END | 3 | "Pirates of the Caribbean: At World's ___" (2007 film) |
| 48% | CHEST | 5 | "Pirates of the Caribbean: Dead Man's ___" (2006 sequel) |
| 48% | SPARROW | 7 | Captain Jack ___ ("Pirates of the Caribbean" character) |
| 48% | SWANN | 5 | Knightley's "Pirates of the Caribbean" role |
| 47% | HALEY | 5 | Jack —, actor who played The Tin Man in 1939 film fantasy The Wizard of Oz |
| 47% | BARBOSSA | 8 | Geoffrey Rush's pirate of the Caribbean |
| 46% | JAMAICARUM | 10 | Spirit of the Caribbean |
| 46% | RUM | 3 | Spirit of the Caribbean |
| 46% | NARNIA | 6 | Setting of seven fantasy novels by C S Lewis published in the 1950s |
| 46% | ARUBA | 5 | The "A" of the Caribbean's "ABC Islands" |
| 46% | RAGETTI | 7 | Mackenzie Crook's Pirates of the Caribbean role |
| 46% | JEANLAFITTE | 11 | 52-Across of the Caribbean |
| 46% | HENRYMORGAN | 11 | 52-Across of the Caribbean |
| 46% | EDWARDTEACH | 11 | 52-Across of the Caribbean |
| 46% | ROBERTOCLEMENTE | 15 | 52-Across of the Caribbean |