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Caribbean Vacations: Packages & Deals*

*Some taxes, fees extra. Vacation prices are per person, based on double occupancy, unless noted.
$699 -- Punta Cana Swim-Out Suite: Luxe Adults Trip w/Air
 
Source: CheapCaribbean.com | By Veronica Crews

This suite upgrade lets you swim directly from your room to one of the luxe resort's pools
Select dates August-November

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Source: CheapCaribbean.com

Stay at the Dover Beach Hotel, within walking distance of the St. Lawrence Gap
Aug. 3 - Nov. 25

 
Source: Jet Blue Getaways

Stay at the Time Out Hotel & get daily breakfast for two people
Sept. 12, 19, 26

 
Source: Jet Blue Getaways

Stay at the Hilton Barbados Resort, set on a white sand beach
Sept. 18-19, 26

 
Source: Gate 1 Travel

This tour covers San Jose, Arenal Volcano and the beaches of Monteverde
September; October 2016-December 2017 discounted

 
Source: Harlequin Hotels & Resorts

"Magnificent, lush scenery makes Saint Lucia one of the most beautiful Caribbean islands" (Fodor's).
Options thru Dec. 19 & Jan. 4 - April 30, 2017

87% (91 ratings)
 
Source: Vacation Express

This adults-only resort opened just this summer and has a massive white-sand beach.
August-September

 
Source: Friendly Planet

Visit Havana, Cojimar & Las Terrazas
November-December travel; 2017 dates available

 
Source: Friendly Planet

This comprehensive escorted Cuba itinerary includes stops in Havana, Cojimar, Las Terrazas, Varadero, Cardenas, Coliseo and Matanzas
October travel; additional 2016-2017 available

 

More Deals on Caribbean Vacations *

 
 
 
 
 
 
 
 
Select dates through Dec. 15
Pleasant Holidays
 
Aug. 8, 15; additional dates on sale
Apple Vacations
 

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Caribbean Vacation Tips
Each Caribbean location has its own culture and traditions, offering everything from historical stays to relaxing beachfront escapes. Travelers can choose from popular spots like Jamaica, Puerto Rico, the Bahamas, the Dominican Republic and more.

Popular among families and people looking for an easy escape, all-inclusive packages are common here at budget-friendly as well as luxurious properties. These packages tend to include flights, hotel stays, meals and some activities.

Prices are most reasonable June-November, which is hurricane season in the Caribbean. Aruba, Bonaire and Curacao are popular during those months because they fall outside of the hurricane belt. The most popular time to visit are mid-December into April, and prices can shoot up over spring break times.

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