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Solo Trip to the Caribbean - Single Young Woman

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Hello all-

I am a 33 year old woman who has been working 12 hour days for 2 years and I need a vacation! Can someone recommend an island in the Caribbean, and possibly a resort as well? I don't even know where to start looking. I would like to go to the beach for 5 or so days in January (coming from Boston). I am looking for total relaxation. I am single, but not necessarily looking for a "singles" scene. I think an all-inclusive would be the easiest, but I am open to other options. I would like someplace that is safe, has a nice spa, a relaxing atmosphere, not a party/spring break type hotel, but also not totally dead by 9pm either. As for price, I really don't know, since I don't have any experience with the Caribbean, but probably not the highest or the lowest. Any recommendations would be much appreciated!


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    If you are going in January you won' have to worry about "spring breakers" so that won't be an issue. Also, almost every island has beaches you can relax on so you really haven't given us any information to help you narrow down your search.

    Without knowing your budget it's difficult to make specific recommendations. Can you at least give us a range of how much you are comfortable spending?

    You should know, single travelers, both men and women, are fairly common in the caribbean so your situation is not all that unique.

    Your best bet is to choose an island that you'd like to visit then pick a resort or hotel on that island that will fit your budget. Start by doing some basic research. Use the "Destinations" link at the top of this page, click through to the Caribbean and read the summaries of each island. Choose one or two that most appeal to you and start researching hotels/resorts. Don't let the number of destinations confuse you - very few of the contributors on this forum have visited them all. One island is not necessarily better than the other they are just different islands. That's the beauty of the Caribbean, you can visit a different island every year for the next 20 years and have 20 very different but thoroughly enjoyable experiences. Every island is different and no one island "has it all".

    If this is your first trip to the region you'll probably be better off going to one of the more well know islands as they will have the greatest variety of things to see and do. You can save the lesser known ones for future trips.

    For starters I'd suggest you look at places the Dominican Republic or Jamaica as they have the highest concentration of All Inclusives that are not "party type places". If you'd rather not go All Inclusive look at St. Thomas, St. Martin, Aruba or maybe St. Kitts. See if those peek your interest and then come back to ask specific questions.

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    Thanks RoamsAround, I hadn't realized that you had replied until today! After doing a little research, I think approx. $2500 including airfare is what I would like to spend. Based on what I have read, I am leaning toward Punta Cana. I would like a resort that I never really have to leave that takes care of everything, but I have also read about resorts that are so big you have to walk a mile to the pool and have to fight for a lounge chair or a dinner reservation. That doesn't sound very relaxing either! So maybe something mid-sized? Thanks again for the advice!

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