| UPUPANDAWAY | Classic sunshine pop hit single with hot-air-balloon imagery, and what 17-, 30-, and 47-Across literally are |
| AGINCOURT | Peter Howell and John Ferdinando's cult sunshine pop project (9) |
| SOUNDADVICE | Words of wisdom, and what 17-, 30-, and 45-Across could be called? |
| WEARINGTHIN | Weakening, in a way, or what 17-, 30- and 44-Across are literally doing |
| DAILYDOUBLE | "Jeopardy!" feature ... and what 17-, 30-, or 37-Across is? |
| SIXWAYSTOSUNDAY | Completely ... with a summation of 17-, 30- and 47- Across |
| DUALIPA | British singer and songwriter who has had UK No 1 hit singles with "New Rules" and "One Kiss", and who chose Deia, Mallorca as her holiday destination earlier this year (3,4) |
| MADONNA | US pop star who had a 1985 hit single with Material Girl (7) |
| SPLITENZ | Rock band from New Zealand who had a hit single with I Got You in 1980 (5,3) |
| LEYTON | John, singer/actor who had a 1961 U.K. No. 1 hit single with Johnny Remember Me (6) |
| STEELEYESPAN | English folk-rock band who had hit singles with Gaudete and All Around My Hat |
| BUILDABEAR | What you can do by combining the last words of 17-, 30- and 44- Across |
| WHEREDOIBEGIN | Parenthetical part of the title of an Andy Williams hit single with lyrics by Carl Sigman added to Francis Lai's instrumental theme from the 1970 film Love Story |
| CATCH | Cure hit single with a real hook (5) |
| STARTOFPLAY | Opening kickoff, say, and what both parts of 17-, 30- and 47-Across can be |
| DATABACKUP | System administrator's task ... and a hint to what can be found in 17-, 30- and 47-Across |
| FRENCHTWIST | Elegant hairstyle, and what the circled letters give to 17-, 30-, and 47-Across? |
| TRYINGTIMES | Taxing periods, and a hint to 17-, 30- and 45- Across |
| EGOS | These get inflated with hot air |
| BAKES | Cooks with hot air |