1. Her hits include "Umbrella" and "S.O.S." and she was born in St. Michael, Barbados.: Rihanna
2. What tuned percussion instrument, developed in Trinidad and Tobago, was originally made from oil drums?: Steel pans
3. Who let "Who Let the Dogs Out" onto the charts in 2000?: Baha Men
4. Tito Puente, Jennifer Lopez, Marc Anthony, and Ricky Martin all are associated with which Caribbean island?: Puerto Rico
5. What Beach Boys song from 1988 mentions Aruba, Jamaica, Bahamas, Martinique, and Montserrat?: Kokomo
6. Wyclef Jean recently led a charitable drive to help earthquake victims in what Caribbean country?: Haiti
7. Jimmy Buffett wrote "Margaritaville" while living on this Caribbean island.: Key West
8. This American singer of Jamaican ancestry was credited with popularizing the calypso style in the 1950s; you probably know him best for "Banana Boat Song": Harry Belafonte
9. KC and the Sunshine Band actually started out playing this kind of Bahamian music.: Junkanoo
10. What style of music was developed in Jamaica and is characterized by accenting the off-beats?: Reggae
11. And what Jamaican singer/guitarist is virtually synonymous with this style?: Bob Marley
12. Singer-guitarist Lenny Kravitz traces his ancestry on his mother's side to this Caribbean country: Bahamas
13. What 1971 hit, by Beginning of the End, invited us to visit a Caribbean capital city?: "Funky Nassau - Part 1"
14. This singer was born Leslie Sebastian Charles in Trinidad and took an appropriate name for someone from an island...: Billy Ocean
15....and this was his first Number One hit in the United States, from 1984.: "Caribbean Queen (No More Love On The Run)"
16. Beatles producer George Martin had a studio on this Caribbean island which was devastated by a volcano eruption in 1995.: Montserrat
17. Merengue was developed in what Caribbean country?: Dominican Republic
Bonus: Why isn't Weird Al Yankovic's drummer included in this quiz?: His drummer is Jon "Bermuda" Schwartz; Bermuda is not in the Caribbean area, it's out in the Atlantic Ocean