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Surfing- wheres the best, and what time of year?

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I'm thinking of surprising my husband with a surfing trip, but since I don't surf, I'm not sure where or when to do this.

He likes moderate, not monster surf and likes to surf from the beach, as opposed to needed to take boats out.

I like to relax on the beach for only a while, so would like to go somewhere with interesting local culture, shopping or other diversions.

I'm thinking of Java, Samoa, Cook Islands.

Any ideas, including best month to go?

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