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Caribbean Vacations: Packages & Deals*

*Some taxes, fees extra. Vacation prices are per person, based on double occupancy, unless noted.
$799 -- Caribbean 6-Night Trip: All Meals, Drinks, Airfare
 
Source: Apple Vacations | By Travelzoo Staff

This deal streamlines the beach escape essentials: butler service along one of the Caribbean's best beaches, airfare and a stay in a bungalow suite
Select departures, July-December

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Source: Oceania Cruises

Through the end of May, Oceania Cruises is bundling Caribbean sailings with free cabin upgrades and free roundtrip air from dozens of gateways.
Select 2016-2017 dates

 
Source: CheapCaribbean.com

This 4-star resort is home to tropical gardens, waterfalls and bird sanctuaries and travelers get a free upgrade to an oceanview room
May-September; discounted through December

 
Source: All Inclusive Outlet

Book an already-discounted all-inclusive vacation for the fall or early winter and save an additional $150 per booking.
Travel Sept. 1 - Dec. 23

 
Source: CheapCaribbean.com

Stay at the Hilton Barbados Resort, which borders two white beaches
Through Aug. 28

 
Source: Friendly Planet

Visit Havana, Cojimar & Las Terrazas
July-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
August-December travel; more available

 
Source: CheapCaribbean.com

Kids stay and eat free on this four-night getaway that saves $420 on regular pricing
June-August; discounted through December

 
Source: Apple Vacations

Stay at a resort with three beaches, five restaurants and four swimming pools with this all-inclusive package that includes air and transfers
Select departures, June-August

 

More Deals on Caribbean Vacations *

 
Select dates through August
Delta Vacations
 
August-October; November & December available
Travel by Bob
 
June; May-December discounted
CheapCaribbean.com
 
September-October; discounted through December
CheapCaribbean.com
 
July-September; May-December discounted
CheapCaribbean.com
 
May-June; discounted through December
CheapCaribbean.com
 
May-June travel; July-August discounted
Travel by Bob
 
May-June; July-August available
Travel by Bob
 
May-September; October-December discounted
CheapCaribbean.com
 
June-August; May-December discounted
CheapCaribbean.com
 
 
 
August-October; May-November discounted
CheapCaribbean.com
 
May-August; discounted through October
CheapCaribbean.com
 
May-August; discounted through December
CheapCaribbean.com
 
August-October; May-December discounted
CheapCaribbean.com
 

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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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