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HELP NEEDED! Husband planning 5 Year Anniversary Trip!

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Ok, I might be over my head! In the last five years my wifes plate has added 2 sons, a new house and 2 professional promotions. I do my best to support her and help as much as possible. I am planning this trip to both a. take the pressure off of her and b. Hopefully romance her with the mystery of not knowing all the details.

That’s where you come in! I have done some looking around and I am lost. Everything looks amazing, everything looks perfect, there is no way I can do this on my own. Here is what I am working with. Any advice, insight, referrals are greatly appreciated!

Caribbean Location (love the beaches, culture and climate)
Upscale location or feel (want to feel pampered and have the resort touch)
Preferably all inclusive but not required
Would like a location that will allow for some exploring and Shopping so it has to be safe or saf-er.
We like bike riding, water sports, hiking, nightlife, sightseeing & history, pretty much all the fun stuff! :-)

We honeymooned in Jamaica at Montego Bay Sandals, Loved it! Would have like to get off the resort more or have better options to get off the resort. We didn’t quite feel comfortable in the surrounding area. I have heard great things about Punta Cana, DR and St. Thomas USVI and am currently looking into some places.

Thank you for taking a second to read my post. I hope to pull off the trip of a lifetime!

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