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Planning ~$1000/person AI vacation from DC

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My boyfriend and I are looking to book a getaway to an all-inclusive - I've never been to one, and I'm having trouble sorting through all the information out there. Here's my specs:
- About $1000/person, give or take, including airfare
- Nonstop flights from the DC area (DCA, IAD, BWI). We really don't want to have to connect anywhere.
- Looking to go in May or June but dates are very flexible
- Looking to go for about 6 days, also flexible
- Looking for a bigger beachfront resort with good dining options, more than one pool. Stuff to do (nightlife, entertainment, water slides, lazy rivers) would be a plus, as would things to explore around the resort. But mainly we are looking for some good old-fashioned lazing by the beach. We're not very picky, we just want the place to be safe, comfortable and fun!
- Would go anywhere warm - Jamaica, DR, Mexico... again, flexible!

Any advice anyone has is much appreciated!

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