Discover Sailing in San Diego. San Diego is known as “America’s Finest City” for a reason. We are the one city in the world with the most consistent weather 365 days a year. This allows us to venture out and enjoy the San Diego Bay and Pacific Ocean. Sailing in San Diego is enjoyable because of our moderate climate, a steady ocean breeze, and of course, the San Diego City Skyline, Maritime Museum, and the Coronado Bridge. Come Sail into the Sunset and see what all the hype is about. We’ll Sail You Soon!