Studies of the relationship between retirement and subsequent health, including longevity, have produced mixed findings. One reason may be that these studies have not taken attitudes toward retirement into account. In the current study we examined whether attitudes toward retirement can impact longevity. The cohort consisted of 394 participants who were followed for 23 years. As predicted, participants with positive attitudes toward retirement at the start of the study lived significantly longer than those with negative attitudes toward retirement. The positive attitudes-toward-retirement group had a median survival advantage of 4.9 years. This survival advantage remained after controlling for relevant covariates, including age, functional health, socio-economic status, and whether employed or retired. Our findings suggest that psychological planning for retirement is as important as the more traditional forms of planning.