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Who's with me for sailing and scuba?

Ok this has been my dream for some time now, and I'm getting closer every year. I live on my little yacht, but I want to buy a catamaran and have scuba gear and sail the Pacific Rim. But for now, I need to save up some cash but I was thinking I'm graduating soon and will be working three days a week. There are some islands nearby so I was thinking if I had a few other people who were into sailing and diving, I could get off the night shift around 0700, we meet up on the catamaran and set sail for the islands around 0800. It takes almost all day to get there, about 8 hours of sailing give or take depending on the weather. So we arrive, anchor up in a good spot, watch the sunset, have dinner, maybe go ashore for a little night hike if the moon is out. Then to bed. In the morning, we tank up and do a few dives throughout the day, alternating so someone stays with the boat.
Two days on the island, then the last day we sail back same as before, and I get back to work.

The other trip is much longer, with more variety in what we'd be doing and where we'd be going. First leg is down the coast of California and Mexico to Central America. Once we get to Ecuador, there's the Galapagos as a major destination. Then a long leg of pure water going west to the Marquesas and the islands of the south Pacific. (French Polynesia, Polynesia, then on to Micronesia). There's more to it, but that would be roughly the first year of sailing. Stopping in various lovely places we discover along the way for a few days or a few weeks.

Sound good to anyone?
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justanothername · 51-55, M
One small question.. why are you intending on sailing against the prevailing breeze when you cross the pacific?
Dust057 · 46-50
@justanothername my wind app does not show that to be a true statement (data from PredictWind), at least not at this time.