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My Caribbean 40th

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Can't decide and need help! Celebrating my 40th this March of 2016 with husband and two pre-teen sons. Budget is not a concern. We honeymooned in USVI years ago and have already also seen Caymans, done plenty of Mexico over the years so want to take those off the plate. I'm drawn towards St. Barths (the French influence is really appealing to me), Turks and Caicos, Anguilla, St. Kitts or Nevis. Looking for help from people.

I want fun people watching, gorgeous pool with great poolside service, nice beach (snorkel and scuba not important), great dining, fun - beachy bars, good food, relaxing but options for fun if we choose to go out.... we're young at heart 40 year olds! :-)

Thanks for any advice, all!

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    Maybe this will help:

    Anguilla is all about beaches (some 35 white sand strands to choose from) and restaurants (80 different options ranging from casual beach bars to some of the most expensive upscale dining in the Caribbean. Pools are not the major draw on Anguilla so while many resorts have "nice pools" describing them as "gorgeous" would be a stretch. Look at Cap Juluca, Viceroy, Cusinart or Malliouhana

    As you already surmised St. Barth's has a definite French Vibe - think Paris in the Caribbean. Very nice beaches and a variety of dining options - if you are into gourmet dining St. Bath's will be your heaven. Like Anguilla respite pools will be nice but short of the wow factor you may be seeking. Check out Le Toiny, Eden Rock and Isle de France

    Four Seasons, Nevis might fill your needs. They have 3 different beautiful landscaped pools that will probably meet your definition of "gorgeous". There are some very good dining options around from your local beach bars (4 within a 5 minute walk of the resort and several more just a car ride away) to very upscale Plantation Inns.

    The new Kattitian Hill/Belmont Farms Resort on St. Kitts northern end has the spectacular pool you are seeking and a very upscale restaurant on the property. The nearest beach is a 7 minute drive but it's very small and not one of the best on the island. The resort is quite remote and a 30 to 40 minute drive to most of the other restaurants and beach bars on the island. The other resorts to consider are Otley's Plantation, if you don't mind staying at the edge of the rainforest and giving up on the "gorgeous" pool or, if a big pool is a must than look at the Marriott - typical "Marriott" experience but location is within walking distance of a 1/2 dozen beach bars and a like number of restaurants.

    Turks & Caicos may fit your needs - spectacular beaches and some good restaurants. Look at Amanyara, Parrot Cay or one of the many "condo resorts" on Providenciales' Grace Bay.

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    As the previous poster indicated, pools are an afterthought in Saint Barth. Otherwise, it has everything else you need.

    Do not worry however. At the top hotels, you get a "pool scene" at the beach, complete with loungers, people watching, and drink service. That is why no one bothers with the actual pool.

    If you want a gorgeous pool, rent a private villa. There are many of those. Check agencies such as Wimco, Saint Barth Properties or Sibarth. Some are truly spectacular, up on the hills with sea views and infinity pools.

    Be careful though. Saint Barth is the most expensive island in the caribbean. A good lunch in a nice beachside spot can easily run you 100 euros per person. And that is without alcohol. A ten minute taxi ride to anywhere is 60 euros.

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