Boats is the boat and sailing-themed disc. "Love and Luck" was previously unreleased on a Buffett album. "Take It Back," written for the US America's Cup yachting team, was previously available only as a single release. "Love and Luck" would later appear on the live album, Tuesdays, Thursdays, and Saturdays.
Beaches is the beach and ocean-themed disc. Of the 18 beach songs, notable songs are "Margaritaville," also known as the Buffett signature song, and "Cheeseburger in Paradise". "Money Back Guarantee" was previously unreleased on a Buffett album. "Christmas in the Caribbean" was previously released on the 1985 country music Christmas compilation album Tennessee Christmas.
Ballads is the ballads and love song-themed disc. The most notable songs are "Come Monday" and "He Went to Paris". This collection includes a remix of "I Heard I Was in Town", not the version that appears on Somewhere over China. "Middle of the Night" was previously unreleased on a Buffett album. "Everlasting Moon", was a live recording from Buffett's 1990 live album, Feeding Frenzy.