If money wasen't and issue and you had a month off from work/school where would you want to go surf and chill?
Great state of Maine
Hossegor and or Anglet in October.
Hawaii and Cali would be the obvious choices, but I think I would rather check out the surf in Costa Rica, Barbados, Tahiti, and Mexico =D
Puerto Rico has a lot of good waves and there's always other things to do. Hossegor is also a great trip. I'm thinking Indo or Nicaragua, there's just not much to do other than surf. Australia would also be a nice trip.
Global Surf Talk
Surfboards and Surfboard Design
Weather and Surf Forecasting
Non Surf Related
Mexico / Central America