With no real experience at this type of boating you might consider chartering with a captain in the San Juans. There are a number of charter companies in the area that will do this.
We had a lot of smaller boat experience in this area but we had zero experience with a cruising boat when we decided to give it a try. So we chartered a 36' boat first to see if we even liked this kind of boating. We did, so a year or so later we bought our own boat.
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