1. Song in which 73 men sail off from San Francisco Bay: "Ride Captain Ride"
2. A smooth hit in 1986 for Double: "Captain Of Her Heart"
3. Husband and wife duo responsible for "Love Will Keep Us Together" and "Muskrat Love": Captain and Tennille
4. It was Kasey Chambers' first album: The Captain
5. According to Billy Joel, he'll get you high tonight: Captain Jack
6. Elton John and Jimmy Buffett both recorded songs with this title: "The Captain and the Kid"
7. Star Trek character mentioned in the lyrics of "99 Luftballons": Captain Kirk
8. 1935 Errol Flynn film with a score by Erich Wolfgang Korngold: Captain Blood
9. Jerry Garcia's nickname: Captain Trips
10. And the first line of the Grateful Dead's "Ship of Fools": "Went to see the captain"
11. It's Grand Funk Railroad's longest hit: "I'm Your Captain (Closer to Home)"
12. A 1973 Doobie Brothers album which contained "China Grove": The Captain and Me
13. Groucho Marx song from Animal Crackers that later became the theme to his You Bet Your Life show: "Hooray for Captain Spaulding"
14. He's the commander of the H.M.S. Pinafore: Captain Corcoran
15. A 1975 Elton John album that entered the charts at #1: Captain Fantastic and the Brown Dirt Cowboy
16. A John Phillip Sousa march named for a rock formation in Yosemite National Park: "El Capitan"
17. Don Van Vliet: Captain Beefheart

Bonus: They performed many cover songs for Dance Dance Revolution: Captain Jack