Take a look at wunderground.com for the Almanac in Boston for the last few years. May has been pretty horrible in terms of rain and cold (talking some days barely in the 50s, long stretches of cold and damp). I'm not saying this always happens, but the last 3 years haven't been too stellar here in terms of weather in May! I'd take San Diego's gloom over that any day!

amyb:
Thank you, honestly I am seriously considering that, besides I guess their are many directions I can take from San Diego. Have a great day.
Gina

Colombiana, don't let all this talk of "June Gloom" influence your decision one bit. I have been to San Diego about 7-8 times on vacation and have gone in June all but once. The crowds are less and prices better. It is usually cloudy 'til noon and then is bright and sunny and 71 degrees every day. In 2006, we went for 10 days and didn't see a cloud in the sky. Same thing this year. We went from June 11th to the 23rd and it was sunny and beautiful EVERY SINGLE DAY and most days the sun was out at 10:00 am! . Yes, I'm sure there are some cloudy days, but every time someone suggests a SD vacation, inevitably someone responds with the knee-jerk "June Gloom and Doom" warnings. I think locals are so used to sun all day that when it only comes out at 11:00 a.m. they label it a gloomy day.

June Gloom is, as knute says, not a bad thing but a good thing.

When the warm land air hits the cold ocean air, something happens - fog.

But without this fog the coastal areas of California would be baking in 100+ degrees like the inland areas. Blessedly the fog keeps the coastal areas at a wonderfully liveable 70-80's.

I was just in SF yesterday and it was so cold in the morning because of the wind combined with the fog that people were all wearing jackets; but things cleared up by afternoon and we were all back to summer clothes again.

Columbiana, if it's May-June, and you want to avoid rain, go to San Diego. Save Boston for late summer. Even though there are rainy days year round in New England, it's much easier to take them late summer when the ocean is warmest. Rainy days in May-June in coastal New England can be miserably chilly.

I'm guessing San Diego will be more familiar to you in many ways -- easy-going, sun-oriented, beach/coastal city, while Boston will be a very different kind of experience. Frankly, I'd get the idea of beaching it -- i.e., lying in the sun and swimming -- out of your plans if you go to the Boston area. But I still vote for Boston because it's different, because there's so much to do, and because if you DO go to the coast, the shore can look so different and beautiful in its own way compared to Fla. coast.

You guys are great thank you for all your help.
Gina