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Best Caribbean Vacation Deals*

$369 & up -- Puerto Rico 4-Star Escape w/Air, Save $410
Source: CheapCaribbean.com | By Kelsie Ozamiz

Sand and sun are the backdrop to a relaxing day dipping into the lagoon-style pool with swim-up bar
July 1 - Oct. 31

Source: Friendly Planet Travel

Highlights include Havana, Cienfuegos, Trinidad, Cojimar and Santa Clara
Depart Sept. 17, 28; Oct. 1; +$200 Aug. 13

 
Source: Vacation Express

Kick back at a family-friendly resort this summer or fall; kids ages 2-16 to stay, play and eat for free.
Select dates through September

 
Source: Featured Destination: Dominican Republic

Sale features top-rated beaches and luxury resorts like Iberostar and Dreams
Travel select dates through September

 

More Deals on Caribbean Vacations *

 
 
Select dates through June
Vacation Express
 
 
Select dates through October
CheapCaribbean.com
 
 
Select dates through December
Cruise & Land Travel
 
 
 
 
 
Select dates through August
Apple Vacations
 
 
 
 
Sept. 2 - Nov. 15; +$100 May 1 - Sept. 1
Grand Lucayan exclusively through Jet Luxury Resorts
 
From Miami; select August-Sept. dates
Last Moment Discount Travel Club
 
From FLL; other cities more; select May-June dates
TravelByBob.com
 
From NYC; other cities more; select Sept.-Oct.
Last Moment Discount Travel Club
 
From Dallas; May 30; +$30 June 1, 2, 5
Last Moment Discount Travel Club
 
Select dates through 2013; book by May 15
Sunny Land Tours
 

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Travelzoo Tips

Andrew Young — Travel, Entertainment and Local Deal Expert
Andrew Young
Deal Expert, New York
For when you're looking for a trip that’s a little more "wow" than "woo-hoo." More »