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There are many Caribbean suggestions I could make because you just described the whole Caribbean. But one island stands out.
St Maarten/St Martin is the gourmet food capital of the Caribbean, it has beautiful beaches, it's relaxing and you are just ferry boat rides away from Anguilla and St Barth's.
I think St Maarten has the best duty free shopping in the Caribbean next to St ThomasUSVI. This island has casinos and plenty nightlife.
The island is half french and half dutch. I prefer the Dutch side of the island but many visitors like the French side due to the clothing optional beaches on that side of the island.
The French do not frown over topless sun bathers. You will find some topless on the Dutch side but not as many
As far as where to stay, you don't say what your budget is.
My suggestion for you would be, Hotel L'Esplanade on the French side or Oyster Bay Beach Resort on the Dutch side.
I would read the unbiased reviews from tourist like yourself on tripadvisor.com Here is the link of all the hotels
http://www.tripadvisor.com/Hotels-g147346-St_Maarten_St_Martin-Hotels.html
Enjoy and have fun)
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