Get as much sailing in as you can now (find a friend, make a friend, or take some ASA or USSA lessons before it gets too cold).
Then google "yacht deliveries east coast", and you'll get something like this:
yacht deliveries east coast - Google Search
One of them maybe interested in a willing-to-learn, "free" crew, but you'll need some experience. These trips may only be a few days in duration, but it could work out. In the spring, some charter boats , like birds, come north from Florida or the Caribbean, and vice-versa in the fall.
Worth a try.
Then google "yacht deliveries east coast", and you'll get something like this:
yacht deliveries east coast - Google Search
One of them maybe interested in a willing-to-learn, "free" crew, but you'll need some experience. These trips may only be a few days in duration, but it could work out. In the spring, some charter boats , like birds, come north from Florida or the Caribbean, and vice-versa in the fall.
Worth a try.