I tried the Calypso set several months ago and ended up returning it. I was impressed by the build quality and aesthetics, but the sound left a lot to be desired. I only tried the towers, and did an A/B with the Insignia bookshelf. To my ears, the two did not appear to have any similarity in terms of tonal character. In comparison, the Calypso sounded overly bright and brittle, with a distinct lack of mid-bass and highs that became shrill.
Also, I recall that the frequency response advertised on the web site did not match the label on the back of the speaker (the low end was about 20Hz lower on the advertisement.) I don't remember the numbers, so I'm not sure if this has been corrected.
Personally, I would not trade a single pair of Insignias (which I am now using all around) for the entire Calypso set. The Insignias are by no means perfect, but I find them less fatiguing, even if they aren't as attractive.
Of course, this is all IMHO.