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Caribbean adventure - island hopping and need advice!

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Hi,
My boyfriend and I are trying to plan a Caribbean adventure.
We have about 10 days and would like to get a nice taste of the area but not feel like we are ‘racing’.
Coming from Canada we can get cheap entry points into Puerto Rico & Jamaica.
Can anyone suggest some good itineraries? We were thinking of San Juan – St Martin – St Kitts – Antigua.
We’ve read about ferries and flights to get from one place to another. Does anyone have any tips or advice to give on hopping from one place to the next?
Does this sound plausible or is it too much? Any recommendations? We love good food and wouldn’t mind a few ‘fine dining’ nights but we would also love to eat cheap and local… also nice beaches 
We’re fairly active too – love swimming, biking, hiking, walking etc. Not so much into the shopping.
Sorry for being so vague… any suggestions would be much appreciated.
Thanks
Gemma

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