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

Trade time at the office for four nights at the beach -- including unlimited meals and drinks.

Select dates September-February
 
Source: Vacation Express

Thanks to one of the lowest Cabo prices we've seen in years, a four-night all-inclusive escape is within reach for as little as $499 per person

Select August-December departures
 
Source: Online Vacation Center

Sail in a balcony cabin aboard Oceania Cruises with a deal that offers prepaid gratuities, $200 in onboard credit per cabin and stops in exotic ports.

Dec. 12; +$600-$1100 December-February dates
 
Source: Sheraton Hacienda del Mar Golf & Spa Resort, Los Cabos

Score a $50 stay credit when booking with your MasterCard at this 4-star Cabo resort.

Most dates through Dec. 15; 3-nt. Minimum
 
Source: Westin Resort and Spa Cancun

Plan a fall retreat to sunny Cancun and receive a $100 stay credit when booking with your MasterCard.

Most dates through Dec. 15; 5-nt. min.
 
Source: Major Airlines on Fly.com

Fly from LA, San Francisco, Seattle & more

Select dates September-December
 
Source: The St. Regis Punta Mita Resort

Retreat to the St. Regis Punta Mita Resort, renowned for impeccable service and an idyllic locale, and save 40% on peak season rates.

Travel most dates through Sept. 28; 4 nt. min.
 
Source: Finest Playa Mujeres

This all-inclusive, family-friendly resort is among Travel + Leisure's best new beach hotels in 2015.

Travel daily through Dec. 20
 
Source: Beloved Hotel

Last-minute stays at this 5-star beachfront resort offer even steeper discounts with a promo code FALL2015. Price is listed per person.

Sept. 1 - Oct. 30
 
Source: Vacation Express

This early-bird deal for an all-inclusive 2016 getaway is less than the cost of just the hotel stay; part of a larger sale that covers holiday travel

November-March departures; more dates available
 
Source: CheapCaribbean.com

This all-inclusive getaway includes a VIP upgrade which includes the closest rooms to the beach and kids stay free

Select September-December travel; August available
 
Source: MSC Cruises

From Costa Rica to the Caymans, Mexico to St. Maarten, MSC Cruises cover the Caribbean with its distinct style. Snag deals with diverse itineraries.

Select 2015-2016 dates
 
Source: Alamo Rent A Car

Destinations on sale include Mexico, Costa Rica, Argentina, Brazil, Peru, Dominican Republic and Aruba

Through April 30
 
Source: Westin Resort & Spa Puerto Vallarta

Book with your MasterCard and receive a $75 stay credit at the 4-star Westin Puerto Vallarta.

Most dates through Dec. 17; 5-nt. minimum
 
Source: Featured Destination: Mexico's Beaches

Deals through December
 
Into November
Major Airlines on Fly.com
 
Into November
Major Airlines on Fly.com
 
Through November
Major Airlines on Fly.com
 
Through June 2016; Best rates this September
BookIt.com
 
 

Compare Hotel Rates

Travelzoo Tips

Anna Heinemann — Travel, Entertainment and Local Deal Expert
Anna Heinemann
Deal Expert, Chicago
So get your travel dates set and start planning early for the best opportunities. More