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Caribbean Vacations: Packages & Deals*

*Some taxes, fees extra. Vacation prices are per person, based on double occupancy, unless noted.
$799 -- St. Thomas All-Inclusive Escape from Boston
 
Source: CheapCaribbean.com | By Erin Oliveri

Head to the U.S. Virgin Islands during prime summer dates
July-August dates

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Source: Oceania Cruises

Discover exotic islands such as Antigua, Martinique, Barbados, Grenada, St. Lucia and St. Barts
Depart Nov. 5

 
Source: Thatch Caye Resort

Check an item off your bucket list with this 60%-off deal for an Overwater Villa on an exotic private island in Belize
July 11 - Nov. 18

 
Source: IZE Belize

Unlimited excursions and exhilarating activities are the highlight of this package, which includes accommodations, airport transfers and all meals
Aug. 30 - Nov. 15

 
Source: Great Value Vacations

Includes roundtrip airfare to Panama and three nights at a 4-star hotel
Select dates Sept.-Nov.; others on sale

 
Source: Friendly Planet

Visit Havana, Cojimar & Las Terrazas
September-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; 2017 dates available

 
Source: Apple Vacations

This all-inclusive package includes air, transfers and an all-inclusive stay at a resort on Bavaro Beach
Aug. 31; Sept. 7; additional dates on sale

 
Source: Apple Vacations

A massage at a beachfront gazebo, an on-site water park and time along Bavaro Beach are all real possibilities with this Punta Cana vacation package
Select departures through November

 
Source: Vacation Express

Fly nonstop to the Caribbean and stay at an all-inclusive Barcelo resort
Select dates through August

 
Source: Apple Vacations

Stay at a 4-star, all-inclusive beach resort with this all-inclusive package that includes air, transfers and a $35 spa credit
July 2; additional departures on sale

 

More Deals on Caribbean Vacations *

 
 
Select dates through December
Delta Vacations
 
June; July discounts 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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