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I have done it a few times, but when I was living in the city, not LI. I found it to be a good experience. The airtrain terminal is actually pretty nice -- i've made it my hangout place when waiting for a transfer at Jamaica. The airtrains themselves are clean, well-maintained, and come pretty regularly.
Yes it's easy and painless as long as there's no trouble on the LIRR. Last time we attempted it someone had jumped in front of a train so there went that plan. But usually it's fine.
Works very well i am told better than trying to drive and cheaper than a taxi or limo
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