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California VS Florida

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My boyfriend and I, in our late 20's, are planning a trip but we can't decide between California and Florida.

If we go to CA, we would like to fly into LA, spend time with family and friends there and in San Diego. Then we would like to drive up to SF for a few days and possibly hit the wine country. We love red wine. Then fly out of SF. Is it possible to drive from San Diego to the northern part of the state? How long would it take? Would a 2 week stay in CA be sufficient?

Our other option is to go to FL. We are planning on flying into MIA and driving down to Key West for 2 nights. Then we wanted to drive back to MIA for a few nights and stay with friends. We were then planning on driving up to West Palm Beach, where we would stay at a resort for 4 nights. (this resort is already paid for, we just need to figure out the dates). We both like to SCUBA dive and realize this choice would be a more relaxing one.

So which place do people recommend? Also, which place do you think we would spend more money? Are either of these trips doable with driving from place to place?

Thanks!!
Michele

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