Quote from Xalthu >>

Quote from LeBattery >>

I suppose I should reword the question to: "What are some fun/goofy new-campaign character icebreakers that could take place on a 2 month trip" (I also think I'll be breaking the trip into 4 2-week chunks)

 I’m far too introverted to go on a cruise and be surrounded by strangers, but from people I know who have gone on them. I think they often have theme nights, like casino night or costume night or dances. Those could be little one off rp/skill check opportunities. 
I know you mentioned seeing some of the sights from shore, but I think most cruises make port a couple times during the trip to resupply (probably not as important in a world of create food and water) and let the passengers and crew not go stir crazy. This could allow you to introduce a couple of the costal cities in your campaign and give the PCs a day or so to explore them and seed plans for adventures in those areas. 
I still think introducing a villain is a good idea, but also, maybe a rival group of NPCs. Maybe Harmon didn’t bet everything on just one group, he hired a few different ones so he could pit them against each other, competition making the best rise to the top. (Or the last few have died, so he decided to hire two this time) And the PCs meet the rival group on the boat.

 Thanks!! I like the idea of a rival party! Either also hired by Harmon, or maybe hired by a rival of his? I'm kinda digging the idea of a team rocket style reoccuring "minor nuisance" villian/group

Quote from LeBattery >>

Quote from Xalthu >>

Quote from LeBattery >>

I suppose I should reword the question to: "What are some fun/goofy new-campaign character icebreakers that could take place on a 2 month trip" (I also think I'll be breaking the trip into 4 2-week chunks)

 I’m far too introverted to go on a cruise and be surrounded by strangers, but from people I know who have gone on them. I think they often have theme nights, like casino night or costume night or dances. Those could be little one off rp/skill check opportunities. 
I know you mentioned seeing some of the sights from shore, but I think most cruises make port a couple times during the trip to resupply (probably not as important in a world of create food and water) and let the passengers and crew not go stir crazy. This could allow you to introduce a couple of the costal cities in your campaign and give the PCs a day or so to explore them and seed plans for adventures in those areas. 
I still think introducing a villain is a good idea, but also, maybe a rival group of NPCs. Maybe Harmon didn’t bet everything on just one group, he hired a few different ones so he could pit them against each other, competition making the best rise to the top. (Or the last few have died, so he decided to hire two this time) And the PCs meet the rival group on the boat.

 Thanks!! I like the idea of a rival party! Either also hired by Harmon, or maybe hired by a rival of his? I'm kinda digging the idea of a team rocket style reoccuring "minor nuisance" villian/group

 I got that reference!

I think either kind of rival could work. If the rivals are hired by Harmon, then the PCs should know about it, so they understand that killing them is off-limits. Since killing the rivals can be the first choice for many parties. Heck, throw both kinds in there. Then you have different options for different circumstances going forward. It could be fun to have the Harmon's rival's group already in place so they are a step or two ahead of the PCs at first. Then it will be more satisfying when the PCs eventually beat them.