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Caribbean Vacations: Packages & Deals*

*Some taxes, fees extra. Vacation prices are per person, based on double occupancy, unless noted.
$569 -- Punta Cana Fall Escape: Air, Meals & Drinks
 
Source: Vacation Express | By Taylor Wing

This 4-star resort's water park has a wave pool and more than a dozen slides for kids and adults.
Select dates through Dec. 19

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Source: Apple Vacations

This 4-star, all-suite beachfront resort features eight restaurants, four bars, two outdoor pools, two hot tubs and a dive center
Aug. 29; Sept. 19; more dates on sale

 
Source: Apple Vacations

This November, check out a brand new Punta Cana resort along Bavaro Beach with this all-inclusive deal including air
Select departures, November-December

 
Source: Liberty Travel

This 4-star beach resort features two pools, six restaurants. eight bars, a spa and a children's water park
Oct. 26-30

 
Source: smarTours

Highlights include riding in vintage cars, cigar making and a visit to the home of Ernest Hemingway
Select dates in 2017

 
Source: CheapCaribbean.com

Travelzoo members praise this all-inclusive resort for its family-friendly vibe and beachfront locale
Select dates through mid-December

 
Source: Apple Vacations

This all-inclusive beachfront resort features an infinity pool larger than a football field -- the largest on the island
Select departures in September

 
Source: Friendly Planet

This comprehensive escorted Cuba itinerary includes stops in Havana, Cojimar, Las Terrazas, Varadero, Cardenas, Coliseo and Matanzas
October travel; additional 2016-2017 available

 
Source: Vacation Express

At less than the cost of airfare alone, it's like getting a resort stay for free.
Select August-October dates

 
Source: Atlantis, Paradise Island, Bahamas

Atlantis launched an all-inclusive package with exclusive Travelzoo extras, so guests can eat, drink and enjoy activities for one flat price.
Travel Aug. 17 - Dec. 20; three-night minimum stay

 
Source: Vacation Express

No need to shell out cash for meals & drinks at this all-inclusive resort, a rarity in the Bahamas.
Select dates through December

 
Source: Liberty Travel

Set on two miles of beach, this San Juan resort has five restaurants, 24 hour room service, a casino and a pool with a swim-up bar
Nov. 6-10

 

More Deals on Caribbean Vacations *

 
Select dates, January-February
Apple Vacations
 
Through Oct. 30
British Virgin Islands Tourism Board
 
 
 
Dec. 17; additional dates on sale
Apple Vacations
 
 
 
 
 
Select departues through June 4, 2017
Sun Country Airlines
 
2016 & 2017 travel
Cayman Islands Tourism
 

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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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