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Aussie couple's 3/4 week trip

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Hi everyone, we're a late 20's couple planning a 3-4 week trip to the Caribbean in Sept/Oct this year. Looking for some tips on what is a must see and do - we like a mix of beach, snorkelling, adventure, little bit of history, rum and cocktails and we would like to do some fishing. At the moment we have Cuba, Jamaica, St Lucia, Barbados and Puerto Rico on the agenda. If anyone has visited these places- what would you recommend we do/ see or would you recommend another island and how long would you spend in each place? Also any tips for getting around, visas etc?
Thanks in advance :)

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