Can I import Quicken 95 data into Q2006?

As no one else has responded, I'll give you a general answer as it doesn't look like anyone has your specific case.

Q06 should convert Q95 data properly. Make sure you have validated your file in Q95, then have Q06 open it. Q06 will make a backup prior to converting. If all works well, then proceed. If not, use Q00 as an intermediary conversion step.

And if the op does experience difficulty converting from such an old Quicken version, Intuit does make "trial versions" of Quicken available to assist.

Since Q2006 comes with a 60 day money-back guarantee, there is little to lose by trying.

Today I 'changed' to Q06 from Quicken ver. 5 and neither it or Q 2000 could import anything since file extensions / names have changed. There have been no significant change to Q in the past 10+ years. (That I can see) This was a 4+ hour hand job for just re-entering data for this year. joe

The fact that file extensions have changed has nothing to do with any failure to convert.

The Intuit kb article quoted above says to use Q6 for windows as the intermediate version to convert from Q5 forward. (I think it is possible that two intermediate versions may be needed, but you should at least try using Intuit's recommendation first).