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Best Caribbean Vacation Deals*

*Some taxes, fees extra. Vacation prices are per person, based on double occupancy, unless noted.
$1849 & up -- St. Lucia 4.5-Star Vacation w/Air, 50% Off
Source: Liberty Travel | By Heidi Stallings

Save up to 50% off with this four-night St. Lucia beachfront escape that includes round-trip air, resort transfers and a $135 air credit per room
June 2-6

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Source: Caradonna Dive Adventures

A 7-night Curacao vacation including five days of two-tank boat dives, welcome cocktails and roundtrip airport transfers
Select dates April-December

 
Source: CheapCaribbean.com

Visit the newly remodeled Holiday Inn Aruba which features two pools and a casino.
Select departures May 4 - June 30

 
Source: Apple Vacations

Part of a larger sale that includes beachside, 4-star properties, all-inclusive resorts and kids stay free packages.
Select departures July-August

 
Source: Apple Vacations

Two children stay free during select dates at this all-inclusive resort located on a white-sand beach dotted with swaying palm trees.
Select departures in May

 
Source: Expedia

Stay at the 4-star Renaissance Aruba Resort and Casino
Depart May 8

 
Source: Expedia

Jet from NYC to Dreams Punta Cana Resort & Spa All-Inclusive
Depart May 28

 

More Deals on Caribbean Vacations *

 
Select departues Sept.-Oct.
CheapCaribbean.com
 
Select departures April 28 - June 27
CheapCaribbean.com
 
Select departures May 2-10; Aug. 24 - Oct. 31
CheapCaribbean.com
 
Select departues April 25 - June 30
CheapCaribbean.com
 
Select departues May 1 - June 7
CheapCaribbean.com
 
Select departures May 4 - June 30
CheapCaribbean.com
 
Select departures April 25 - June 30
CheapCaribbean.com
 
Select departures Sept. 1 - Oct. 31
CheapCaribbean.com
 
Select departures Aug. 16 - Oct. 31
CheapCaribbean.com
 
Depart Aug. 4; other dates available
Pleasant Holidays
 
Select dates May-August
Caradonna Dive Adventures
 
July 1-31; Aug. 16 - Oct. 31
Caradonna Dive Adventures
 
Select dates through August 8
Caradonna Dive Adventures
 
Sept. 13 - Dec. 20
Caradonna Dive Adventures
 
 
June 16-19; discounted April-October dates
Delta Vacations
 
Depart July 28; other dates available
Pleasant Holidays
 
Depart Aug. 4; other dates available
Pleasant Holidays
 
 
 
April 5 - Dec. 19
A Dream Come True Villa
 
Sept. 1 - Dec. 15; +$390 May
Villa Aquamare
 
April 15 - Dec. 17
Fort Recovery Beachfront Villas & Suites
 
May 1 - Nov. 21
Villas of Distinction
 
 
 
 
Select dates through May
TravelByBob.com
 
 
 
Select departures July-August
Apple Vacations
 
 
Select departures July-August
Apple Vacations
 
 
Select May-June departures
Apple Vacations
 
 
 
Deals into November
Aruba Tourism Authority
 
 
 
 
Arrivals July 1 - Oct. 24
Caradonna
 
Select May-June departures
Apple Vacations
 
 
 
 
Select departures in June
Apple Vacations
 
 
 
Select May-June departures
Apple Vacations
 
March 1 - Dec. 15
Brac Reef Beach Resort
 
March 1 - Dec. 15
Little Cayman Beach Resort
 
Deals into December
Featured Destination: Cayman Islands
 
Deals into December
Featured Destination: Tobago
 

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Travelzoo Tips

Chris Vassil — Travel, Entertainment and Local Deal Expert
Chris Vassil
Deal Expert, Chicago
If you're looking for an alternative experience, look no further than Culebra. More