Joe,
The problem is that you would still have to drop the mast and trailer the boat down to Islamorada for the Hog's Breath. If were you, I would call Warren Green and ask him where you might be able to keep the boat over on the ocean side at or near the launch site.

But if you want to pull it out at Key Largo Boating & Watersports Club (next to the Caribbean Club) and leave it there during the week in between and THEN break it down and take it south, the number there is 305-453-4848.