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

Trade falling temperatures for a beach chair on sugar-white sand lapped by turquoise waters. Perfect a sun-kissed glow with this Punta Cana vacation

Select departures November-April
Source: Vacation Express

Warm up this winter with four nights at a beachfront, all-inclusive Cancun resort including flights

Select January-April departures
Source: CheapCaribbean.com

Rejuvenate poolside as you spend four all-inclusive nights in Cabo

Select dates November-April
Source: Apple Vacations

While temps at home are dropping, heat things up in Cancun during peak season.

Select departures in January
Source: Liberty Travel

Spend three nights in sunny Cancun with this vacation package that includes an all-inclusive stay at a beachfront resort and hotel transfers

Jan. 13-16
Source: Hilton Rose Hall

The Hilton Rose Hall is located within the historic Rose Hall plantation and resort grounds.

Select arrivals through Feb. 4
Source: Hidden Beach Resort

Save 30% on peak-season rates at a 4.5 star all-inclusive, adults-only resort loaded with amenities.

Source: The Westin Golf Resort & Spa, Playa Conchal

Use your MasterCard to get a room discount and hotel extras

Arrive select Thurs.-Sat. thru Dec. 13
Source: BookIt.com

Retreat to an expansive resort featuring eight restaurants, five bars and three pools; plus, non-motorized sports are included.

Through Dec. 15
Source: Jewel Resorts

Options include a family-friendly hotel where kids stay free, and an adults-only escape loaded with extras. Pricing is per person.

Valid on three-night stays through December
Source: Southwest Vacations

This beachfront resort offers nine restaurants, a large pool complex and a water sports center.

Select departures, Nov. 3 - Dec. 15
Source: CheapCaribbean.com

Lock in this Cabo special -- the best we've seen since January -- for the all-inclusive Riu resort.

Travel through March
The Oasis at Sunset
Check in select dates October-December
Couples Resorts
Nov. 23 - Dec. 23; +$54-$58 select dates Jan-April
Hyatt Ziva Rose Hall
Travel Oct. 21 - Dec. 24
Sandals Grande Riviera
Travel April 6 - June 21, 2015
Moon Palace Jamaica Grande
Depart Nov. 4, 11, 17; Dec. 5, 7-9
Pleasant Holidays
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Travelzoo Tips

Stephen Aviano — Travel, Entertainment and Local Deal Expert
Stephen Aviano
Deal Expert, New York
Take frame-worthy vacation shots with these tips from our photo pro. More