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I believe the ports are close enough to drive between, but I can't be sure since I've only been to Ocho Rios.  We did the Dunn's River Falls climb through Peat Taylor and really, really liked it.  Peat is a lass act.  However, the rest of the port area scared me.  The people there are very aggresive...to the point that they made me feel uncomfortable.  I'd like to try Montego Bay, though.