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Caribbean Island hopping - tips & ideas?

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Hello all,

We are 4 people in our mid 20s and we want to explore as much as we can from the Caribbean islands. Time frame 20Dec - 5th January, budget about 2000 Euros per person, starting from europe.

Do you have any suggestions for a good route and easy transport between the islands? What is the best place to start the trip.? We were thinking of starting from Cuba and then visiting Haiti and the Dominican Republic.... But from what i saw from Cuba it works only with flights, i didn't find much about ferry connections from and to cuba (Which makes it more expensive).

So any ideas and tips about possible starting point and routes are super welcome.

Thanks very much in advance!

Milena

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