I trailered my Cheoy Lee Frisco Flyer, "Sumatra," from San Diego to San Carlos, Sonora, Mexico, and from there sailed to Baja, south to La Paz, and then to the mainland, Mazatlan and points south, ending the trip (for a while) in Puerto Vallarta.
I had a blast, and was very surprised at how comfortable my 25 foot boat was. Various curmudgeonly people warned that it was too small, but I had a fine time, with good weather, good food, great people.
If you'd like to read the blog of the trip, it's at
http://sailing-sumatra.livejournal.comA note about the trailering part: I could have sailed the entire distance from San Diego, but did not, for four reasons. First, I did not want to make the very long uphill trip back to San Diego under sail. Second, my goal was to sail the Sea of Cortez and points south, and it seemed silly to first sail south to Cabo and La Paz, then north (into headwinds) to the middle Sea of Cortez, then south, back to La Paz, then south to Puerto Vallarta, and finally north (headwinds again) to San Diego. Third, at 64 I see myself as nearing middle age, and if I developed a health problem or some other sort of major difficulty occurred, I wanted to be able to get the boat home fairly easily. Finally, I wanted to keep the boat in dry storage in the PV area, while I spend the next five years or so sweet-talking my wife into spending part of our retirement in Mexico.
"To all those contemplating such a trip, I would say go." (Always wanted to say that.)
Wayne