18 deals from our U.S. site*
* Taxes and fees may be additional.
Source: CheapCaribbean.com

This deal includes flights & four nights at a Waldorf Astoria resort for $125 per person, per night.

Select dates Oct. 1 - Nov. 12
 
Source: CheapCaribbean.com

This deal includes departures all the way into December for vacations to this Waldorf Astoria resort in Puerto Rico

Select dates Oct. 1 - Dec. 12
 
Source: CheapCaribbean.com

This deal includes $200 in resort credits.

Dates through December, discounts through April
 
Source: CheapCaribbean.com

Stay in an upgraded jacuzzi suite at this 4-star all-inclusive resort

Select dates through October, discounts thru April
 
Source: CheapCaribbean.com

This resort has the longest pool in Cancun, a quarter-mile long.

Select dates through December, discounts thru July
 
Source: CheapCaribbean.com

This 4.5-star resort is reserved for adults only and includes includes resort credit plus all meals and drinks

September-December; discounted thru April
 
Source: CheapCaribbean.com

This eco-resort has 29 water slides on the property and offers activities ranging from Mayan cooking lessons to teaching jungle survival skills.

Select dates thru October; discounted thru April
 
Source: CheapCaribbean.com

All meals and drinks, including alcohol, are covered at this luxe resort.

Select dates thru November; discounted thru April
 
Source: CheapCaribbean.com

This deal includes a free upgrade to a room with partial water views.

Select dates thru December; discounted thru April
 
Source: CheapCaribbean.com

This resort offers several excursions like a visit to the Rincón de la Vieja nature park or the nearby safari park.

Select dates thru October; discounted thru April
 
Source: CheapCaribbean.com

The 4-star Grand Palladium is located on a prime stretch of award-winning Bavaro Beach in Punta Cana

September-December; discounted thru April
 
Source: CheapCaribbean.com

This 4-star all-inclusive Riu resort boasts in-room liquor dispensers and guests also receive at $1250 resort credit with this deal

September-October; discounted thru April
 
Source: CheapCaribbean.com

Spend four nights at a 4-star resort in Punta Cana with this deal that includes a Jr. Suite room upgrade and airfare.

September-October; discounted thru April
 
Source: CheapCaribbean.com

Two kids stay and eat free at this all-inclusive Riu resort, plus travelers will receive a $500 resort credit with this deal.

September-December; discounted thru April
 
Source: CheapCaribbean.com

The all-inclusive Grand Palladium Jamaica boasts a huge infinity pool that looks out over the ocean

September-December; discounted thru May
 
Source: CheapCaribbean.com

This all-inclusive, adults-only resort has in-room liquor dispensers and guests receive a $35 spa credit with this deal

October-December; discounted thru April
 
Source: CheapCaribbean.com

Stay at the 4-star Dreams resort in an oceanview room with this deal that includes all meals and drinks plus two kids stay and eat free

October-December; discounted thru April
 
Source: CheapCaribbean.com

This four-night trip includes all meals and drinks at a 4-star resort plus $1000 in resort credit per stay

September-October; discounted thru April
 

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