What’s so strange about sailing to Catalina is that you can see the island from the California coast but about 10 miles out, you can’t see either.

There are several groups that make the trip each year. I haven’t made it yet but I have gone about 8 miles off shore and I can see the trip being quite challenging. From that point on, you’ll be sailing by your instruments. I’m really looking forward to it. A lot of the excursions begin at Cabrillo so you can have a straight shot (close hauled) to the island seeing that the winds are typically at least partially on shore (between 200 & 250 degrees). The guys that go do so in groups. Don’t think that just because it’s only 26 miles that it will be a cakewalk. It’s still the ocean with lots of wind and lots of surf and you’ll lose all sight of land beyond 8-10 miles. I know there’re sharks out there but I’ve never seen or spoken to anyone that has seen one. Dolphins??? Plenty!!! And if that’s not far enough for you, you can always go around San Clemente Island which is about 60 miles off shore and to the south. Round trip will give you more than 150 miles of sailing with stops on both islands. You’ll have to get a permit to land on San Clemente Island because of the naval base. And if that’s not far enough, there’s 500 miles of California coastline you can choose from.
The trip would have to occur after March 9 (when the time springs forward to daylight savings) but before November 12 ( when it falls back to daylight standard ) That one hour makes a big difference since the wind typically comes up no earlier than late morning and falls off at dusk.. With that being said, sleepovers will probably be necessary at each port.
I’ve sailed to Newport Beach which is about 40-45 miles round trip from Long Beach. There were low winds on the first leg so there was no trapezing (sitting on the tramp was torture) until I was on my way back. Coming back was like a trip to the “Theme Parkâ€