The album's name was originally to have been Kick It in Second Wind and was to have included the songs "Please Take Your Drunken 15 Year Old Girlfriend Home," "Train to Dixieland," and "Wonder Why You Ever Go Home" as well as a different version of "Kick It in Second Wind." Instead, these songs were replaced with "Woman Goin' Crazy on Caroline Street", "Havana Daydreamin'", and "Cliches." "Wonder Why You Ever Go Home" was rewritten and rerecorded as "Wonder Why We Ever Go Home" for release on Buffett's next album Changes in Latitudes, Changes in Attitudes. Several rare versions of this album exist or are rumored to. These have altered song ordering and contain two songs that were deleted from the final release: "Please Take Your Drunken 15 Year Old Girlfriend Home" and "Train to Dixieland." A third song that is rumored to exist, "We've Been Taken to the Cleaners," is likely apocryphal, as no known recording of it exists whereas the other two tracks are fairly easy to find in Buffett trading circles.
Songs
Most of the songs on the album were written or co-written by Buffett, two with his future wife, Jane Slagsvol. Other songs include "Big Rig" written by Coral Reefer Greg "Fingers" Taylor and "This Hotel Room" by Steve Goodman. The album also contains a remake of Jesse Winchester's "Defying Gravity," the first of several Winchester songs Buffett would record over his career. None of the songs on the album have been played regularly at Buffett's live concerts since the 1970s. A different version of "The Captain and the Kid" was originally released in 1970 on Down to Earth and yet another on 2002's making it one of only two Buffett songs with three different studio versions. For pacing purposes, the second verse of "Woman Going Crazy on Caroline Street" was cut on the single release.
Chart performance
Havana Daydreamin' was Buffett's most successful album to date reaching #65 on the Billboard 200 album chart and #21 on the BillboardTop Country Albums chart. However, none of the three singles from the album charted.
Critical reception
William Ruhlmann of Allmusic wrote that "By the time of... Havana Daydreamin', Jimmy Buffett seemed to have established a pattern for what a collection of his songs would be." Ruhlman noted that while the album's style was still essentially the country music of Buffett's earlier work, this release exemplified his shift in audience from the country scene to the popular market, as well as his adoption of a "Gulf Coast ne'er-do-well" persona. Peter Reilly of Stereo Review found the album appealing, saying "I confess that I find it hard to resist anyone who spends so little time trying to impress me". Reilly found the title track perhaps the best, calling it "an ambiguous trip into B. Traven territory." In 2012, Jeff Vrabel of The Florida Times-Union listed the track as one of Buffett's "lost treasures", describing it as "a humid, drifting tale of boats, wine and late-night stories, all wrapped in circumstances that seem darker and more criminal."
Track listing
Side A:
"Woman Goin' Crazy on Caroline Street" – 4:08
"My Head Hurts My Feet Stink and I Don't Love Jesus" – 2:35