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Delta Airlines have round trip airfares traveling from Nashville TN (BNA) to San Juan Puerto Rico (SJU) for $ 258 making 1 quick stop. There’s actually a couple of Summer dates available if you want to squeeze in a trip.

Travel Availability:
Departs BNA: Aug 7, 15-17, 21-23, 30; Sept 4-6, 11-12, 18-20, 25-26; Oct 3-4, 9-11, 16-16, 23-24
Returns: wide and good availability Tuesdays thru Fridays

Use dates and book it on Expedia [expedia.com], Priceline [priceline.com], Orbitz [orbitz.com], or Delta Airlines [delta.com] directly. Bundling hotel with airfare will save money.