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Last Updated: Thursday, October 1, 2026 at 06:07 PM
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Jamaica, air/3 nights, from $539

This package includes an all-inclusive stay at a Breezes resort on Jamaica's north coast.

The Real Deal: Round-trip airfare to Montego Bay on a major carrier; three nights at the Breezes Resort & Spa Rio Bueno; round-trip transfers; all meals, snacks, and beverages; nightly entertainment; water sports and other activities, including golf on a nine-hole course; fuel surcharges; and hotel taxes and fees, from $539 per person — plus about $113 in airport taxes and fees.

When: March 15–Aug. 31, 2010.

Gateways: Pittsburgh; add $10 for Detroit; $30 for Boston, New York City; $56 for Chicago; $60 for Miami; $76 for Philadelphia; $100 for L.A.; $110 for Baltimore; $176 for Denver, Kansas City, Seattle; additional gateways available.

The fine print: Does not include airport taxes and fees of about $113 per person. Based on double occupancy; single supplement is $166. Read these guidelines before you book any Real Deal.

Book by: No deadline; based on availability.

Contact: Liberty Travel, 888/271-1584, libertytravel.com.

Why it's a deal: In a recent Kayak search, we found a $411 flight between Pittsburgh and Montego Bay for travel in mid-March (AirTran). A three-night all-inclusive stay at the resort costs about $585 per person. Booking independently, you would expect to pay about $996 per person, all taxes included. This package costs $652 with all taxes included — a savings of $344.

More: There's a six-night version of this package available for $121 more per person.