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Caribbean Vacations: Packages & Deals*

*Some taxes, fees extra. Vacation prices are per person, based on double occupancy, unless noted.
$549-$899 -- Caribbean in Summer: All-Inclusive Escape w/Air
 
Source: Vacation Express | By Veronica Crews

This boutique beachfront is rated the No. 1 resort in this area by TripAdvisor reviewers
Select dates June-August

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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: 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: CheapCaribbean.com

Spend four nights beachside with this all-inclusive deal that covers airfare and resort credit
August-December; June discounted

 
Source: Apple Vacations

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

 
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

Stay beachside in Jamaica at an all-inclusive resort with in-room liquor dispensers on this trip that covers airfare and resort credit
June-August; September-December discounted

 

More Deals on Caribbean Vacations *

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

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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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