Though I will always be partial to NYC, my favorite is Key West. So laid back (very much like the islands) aqua water, great weather, the locals are awesome whats not to like. A close second for me is Boulder.
Quote from gunslinger:
Though I will always be partial to NYC, my favorite is Key West. So laid back (very much like the islands) aqua water, great weather, the locals are awesome whats not to like. A close second for me is Boulder.

Quote from Mike805:
Santa Barbara, aka my home town.
The most beautiful women you've ever seen, great weather, great surf, and, its a fun affluent community atmosphere to boot.