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Caribbean Vacation Packages & Deals*

*Some taxes, fees extra. Vacation prices are per person, based on double occupancy, unless noted.
$999 -- Jamaica 4-Star Vacation from Chicago
 
Source: Apple Vacations | By Travelzoo Staff

Guests of this all-inclusive resort rave about the infinity pool (the largest on the island) and the jerk chicken served up at the Jerk Hut
April and May departures

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Source: Liberty Travel

Jet off to St. Lucia with this package that includes a stay at a 4-star villa beach resort, air, hotel transfers and a resort credit
May 2-7

 
Source: Liberty Travel

This four-night Punta Cana vacation includes air, a stay at a resort along Bavaro Beach and transfers
May 1-5

 
Source: Vacation Express

The Caribbean is calling: Plan a beach getaway to the Caribe Club Princess in Punta Cana; upgrades to a 4-star Riu are also available
Select dates April-August

 
Source: CheapCaribbean.com

This deal includes a $35 spa credit; plus, 2 kids stay and eat free.
Select dates May-June; more available

 
Source: CheapCaribbean.com

Stay at the adults-only Luxury Bahia Principe Ambar Don Pablo Collection resort in Punta Cana
May-September travel; more available

 
Source: Apple Vacations

Steal away to Jamaica for three-nights with this all-inclusive package that includes a stay in a junior suite
Select February-March departures

 
Source: Sunny Land Tours

Explore Old Havana and attend a cabaret show in Cuba with an expert guide leading the way
Daily through Oct 2016

 
Source: smarTours

Highlights of this trip include meeting with local artists, riding in vintage American cars, and musical performances
Select dates in 2016

 
Source: CheapCaribbean.com

Guests at the Riu Montego Bay rave about the in-room mini-bar, stocked every two days with a solid array of soda and booze
Select dates February-July

 
Source: Vacation Express

Save $290 per person with this all-inclusive special that covers nonstop flights to Montego Bay
Select dates May-June; summer also on sale

 

More Deals on Caribbean Vacations *

 
February departures; more dates available
Travel by Bob
 
June-September travel; more available
Friendly Planet
 
 
May-September travel
Friendly Planet
 
Select dates through Dec. 15
Pleasant Holidays
 
 
 
February departures; additional available
Expedia
 
 
Select dates April-June; more available
CheapCaribbean.com
 
Select dates April-August; more available
CheapCaribbean.com
 
Select dates through April; more available
CheapCaribbean.com
 
Select dates April-June; more available
CheapCaribbean.com
 
April-June travel; more available
CheapCaribbean.com
 
Select dates through Dec. 18
Pleasant Holidays
 
Select dates through Dec. 18
Pleasant Holidays
 
Deals into May
Featured Destination: Aruba
 
Deals into December
Featured Destination: Aruba
 
March 26, April 9 or 23 departures
JetBlue Getaways
 
February-March travel; more available
CheapCaribbean.com
 
April-June travel; more available
CheapCaribbean.com
 
May-June travel; more available
CheapCaribbean.com
 

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