Across
- 3. Title of 1961 LP arranged by Torrie Zito (4,6)
- 4. Author of the Bobby Darin biography "Borrowed Time" (2,6)
- 7. Girl who was "sittin' by the wind-er" in the lyrics of a recently discovered demo from 1958. (5)
- 8. Surname of singer and actress Lotte, that Bobby's mentions in the lyrics to "Mack the Knife" (5)
- 12. Upbeat name of Bobby's last single, released in December 1972 (5)
- 13. Surname of female singer who Bobby duets with on "Who Can I Count On." (7)
- 16. B-side of Bobby's first single in 1956. (6)
- 17. 1967 album that was a follow-up to "If I Were a Carpenter" (6,3)
- 20. The only month of the year to feature in the title of a Bobby Darin LP (8)
- 21. The name of the real-life police commissioner that Bobby takes aim at in "Me and Mr Hohner" (5,5)
- 23. Record label on which "Early in the Morning" was first released in 1958. (9)
- 24. Eurovision Song Contest winning entry that Bobby recorded in 1966 (5,5)
- 25. Singer-songwriter who played piano on "Bullmoose" (4, 6)
- 26. 1965 Disney film for which Bobby sang the title song (4,4,3)
- 29. June 1960 TV special on which Bobby starred with Pat Boone, Paul Anka, and Frankie Avalon (4,4)
Down
- 1. Legendary UK music TV show on which Bobby appeared on November 10, 1966 (3,2,3,4)
- 2. Singer who was the guest star on the final episode of Bobby's 1973 TV series. (5,3)
- 5. Broadway musical from which "Don't Rain on My Parade" originates (5,4)
- 6. Randy Newman composition featured on Bobby's 1972 Motown album (4,4)
- 9. The blue-eyed creature that Bobby sings about on the B-side of a 1956 single (7)
- 10. Variety show on which Bobby duetted with the host on a medley of songs associated with Al Jolson in 1969 (3,4,6,4)
- 11. The star of the film "Pepe," in which Bobby performed "That's How It Went Alright." (10)
- 13. Title of the only album released under the name "Bob Darin"
- 14. Town that Bobby pays tribute to in song on his album "Golden Folk Hits." (7)
- 15. Record label that Bobby recorded for from 1957 to 1961
- 18. Bobby Darin hit, recorded in 1961, later covered by Dean Martin with Nancy Sinatra (6)
- 19. A-side of Bobby's first single for the Motown label (8)
- 22. Arranger of many of Bobby's greatest recordings, including Mack the Knife and Beyond the Sea (7, 4)
- 27. Name of the record label that Bobby founded in 1968. (9)
- 28. Name of the only film Bobby directed, which is still unreleased (3,7)
