Moving includes a lot of changes not related to sailing. Where you choose to live and where you choose to keep your boat can both have a wide range of prices.
Being charged every time you launch isn't so bad compared to fees
associated with being in the water
all year long. In fact you already save a lot of money
right now. being on a trailer is actually fine if you like that type of sailing.
Moving to some place on the water may need to be more specific. If you want your home on the water then the cheap
stuff is already gone. Living close to the water however opens up a lot of possibilities.
I think the bigger picture of how your lifestyle would change due to a move and what type of place you want may be more important than where you keep your trailer. Perhaps you also desire to move up in size as well. It all has a lot to do with the money
, but you can easily get closer to good sailing for a longer sailing season.
At 25 and 26 I think there is more to your life than sailing and that part is important too. Relocating where you will still be happy and productive may be the better angle to being able to sail more.