For $349 per person, fly to Puerto Rico and spend three nights at the beachfront AAA 4-Diamond Caribe Hilton. At $200 per person off the cost of competing packages, this deal includes all hotel taxes and resort fees -- plus a guaranteed upgrade to an oceanview room.
Set on 17 lush acres, this resort is between charming Old San Juan and the Condado district, home to high-end shops. The resort boasts two oceanfront infinity pools with cascading waterfalls; a kids game room; a spa; and nine restaurants -- including Morton's The Steakhouse. Each guest room has a private patio or balcony and complimentary Wi-Fi access.
Travel Sept. 1 - Nov. 17, including many weekends, or add $40-$90 per person for trips from Nov. 18 - Dec. 22. Departures from dozens of North American cities are on sale, and top deals include (dates may vary):