I have been doing this successfully for almost a year now. I have lived aboard my sailboat here in Miami for 5 years. I haven't found a conflict yet.. In fact, I enjoy the diversity.

What you may not realize is that unlike a glider, a liveaboard sailboat requires a LOT of maintenance. For example, if you are actively cruising, a 36' Catalina requires about 7 hours per week. A 42' Vagabond requires about 20 hours per week. I can show evidence. I'm not just making up these numbers. Maintenance costs and time go up exponentially with the length of the boat.

I spend way more time fixing the boat than I do sailing it or flying the gliders.

Soon I will retire and will strap the boat down on land during hurricane season and just go glider flying for about 5 months each year.

Ben Ethridge
CFI-II, MEI, Commercial Glider Rating