2 to 3 years is rushing it for a normal westbound
circumnavigation. Especially with the wish list of places you want to go you would be looking at a decade or more.
- - Cruising is a seasonal activity controlled by Mother Nature's
weather cycles. There are "seasons" for moving from one area to another. And it is slow. Cruising could be considered "bicycling" your way around the planet. Some passages can take weeks or months.
- - You need to do some in-depth
research probably best by getting some not too old
books about sailing around the world. Then
Google like crazy to find blogs of people who are doing it or have done it recently. Just watching their calendar dates pile up as they make their way around the world will give you an indication of how long it takes. It is said that to do it "properly" takes about 10 years.
- - Heck even the
Med takes 2 to 4 years as it is also "seasonal." You can of course, hurry around with only day stops here, there and everywhere and forge out into
weather that might just kill you. But where is the fun in that?
- - From Boston, doing a Med tour would be rushed in the 2-3 years. A
Caribbean Basin circumnavigation has probably the shortest minimum time of 2 to 3 years if you are going to spend any time during the stops. Again it is seasonal and normally takes a "year" to get down the
eastern Caribbean and another "year" to get to the western portion of the
Caribbean basin. The return to Boston would suck up another season-year.
- - Doing your wish list, I would opine would involve 10 to 20 years. That is considering that most cruisers spend only 10% of the time underway and 90% stopping, exploring, and "smelling the roses."