Earn your Sea LegsG 10

Easy achievement that can be done anytime during the game. There are several locations where you'll find sailboat races, just look for one of the green icons on your map. The best place when doing your first race though will be the one in Marin, the city on the Northern most part of your map. Fast travel to the race which is right off the coast between Sausalito and The Gates Houseboats. You will first have to purchase a boat before you can race which will always be in your inventory. There's a sailboat shop right next to race location and an icon on your map. You only need $3K to buy the cheapest boat, the Ocean Breezeway. The most expensive boat costs $120K but I don't think it matters which you buy since the boats don't have any stats or anything listed. If you actually are trying to win, it might take a few tries to get used to the steering, and turning since sailboats aren't something you normally race in games. It's easy though and you should have no problem getting the hang of it. In the bottom right corner of the screen you'll see your boat speed and a bunch of arrows which indicate the direction the wind is blowing. Green arrows show you have your boat positioned right for the fastest speed. You want the wind going in the direction of your sails. Red indicates your aren't positioned in the right direction causing you to slow down or stop. If you're just going for the achievement you don't need to win all you have to do is finish the race.