If you are looking for warm water and sandy beaches then I guess you go south. If you are looking for good sailing across a broad variety of conditions with a fraction of the drive why not put the boat in the Great Lakes
for a season?
I grew up on Lakes Erie, and Ontario
, and I promise if you can sail "The Lakes" you can deal with the Gulf or the SE Coast.
I know it's a short season, but after the first summer if you still feel the need for salt water
put it on a trailer and take her south......OR sailer her dow the Muddy. Talk about history
, and culture of all kinds!
Back in the 70's I moved from Lake Ontario
to SW Florida
. The locals were not all that impressed at first, but when they understood my Great Lakes
experience it was different. Same with the Coast Guard when I applied and tested for my Captains Lic.
Either way......just sai something and let us know how it all plays out for you.