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Caribbean Vacations: Packages & Deals*

*Some taxes, fees extra. Vacation prices are per person, based on double occupancy, unless noted.
$3099 & up -- Havana & Varadero Beaches 6-Night Trip w/Air
Source: Friendly Planet | By Rachel Biondolillo

This comprehensive escorted Cuba itinerary includes stops in Havana, Cojimar, Las Terrazas, Varadero, Cardenas, Coliseo and Matanzas
August-December travel; more available

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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: 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: 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
September-October; discounted through December
July-September; May-December discounted
May-June; discounted through December
May-June travel; July-August discounted
Travel by Bob
May-June; July-August available
Travel by Bob
May-September; October-December discounted
June-August; May-December discounted
August-October; May-November discounted
May-August; discounted through October
May-August; discounted through December
August-October; May-December discounted

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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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