I took a similar tour in San Francisco, and have to say that I was generally pretty disappointed. While I wouldn't rule out taking another at some point, I'll definitely temper my expectations next time. I hope that if you decide to go that it turns out to be a wonderful experience.
August 2002--Disney Magic Eastern Caribbean
October 2005--RCCL Mariner Western Caribbean
October 2011--Disney Dream Bahamas
June 2012--Windstar Wind Surf Back-To-Back, Rome to Venice to Athens
April 2014--Paul Gauguin to French Polynesia
Three weeks in Europe (two on a ship) with a 20" roll aboard and a tote bag--packing list here.
My all in a 20" wheeled bag for a warm weather cruise packing list here
20" rolling bag packing list for two weeks in a cool/cold climate here.