Discover Sailing on the San Diego Bay with San Diego Sailing Tours. Come out on our two hour Sunset Sailing Tour for a experience of a lifetime. Enjoy the first round of chilled white wine, champagne or locally crafted beer on us. Watch the sun set below Point Loma, while San Diego’s Downtown City Skyline comes aglow. Feel the wind in your hair while you enjoy the beautiful views of San Diego. Whether your a local or on vacation, a Sailboat Charter will give you the perfect San Diego Vacation.