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$825 -- 3 Nights at Turks & Caicos Resort w/Credit, $415 Off
 
Source: Blue Haven Resort & Marina | By Camille Lamb

See why Turks & Caicos is a favorite destination for celebrities from Oprah to Bruce Willis, all while saving a third on stays at Blue Haven Resort.
Travel through Dec. 2

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Source: Karisma Hotels & Resorts

Enjoy deep discounts and $150 in credit at two posh all-inclusive beach resorts in Mexico's Riviera Maya with Karisma Hotels & Resorts' flash sale.
Travel through March 2016

 
Source: Westin Punta Cana Resort & Club

Score a $100 credit when booking with your MasterCard at this 4-Star Punta Cana Resort.
Most dates through Dec. 15; 4-nt. minimum

 
Source: Garza Blanca Preserve Resort & Spa

All rooms have a terrace and living area; suites are even larger
Through Dec. 15, 2015

 
Source: BookIt.com

Save up to 65% at beachfront resorts in Mexico and Costa Rica. Stay 5 nights or more and earn $100-$250 in flight credits.
Travel through December

 
Source: BookIt.com

Starting at $61 per night, book a Caribbean escape for next year and score 55% savings plus flight and resort credits.
Travel Dec. 24, 2015 - April 18, 2016

 
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 Aug. 23-31; Sept. 13-30; 4 nt. min.

 
Source: Windsong Resort

Take a dip in a glass-walled pool and watch live music on an ocean view veranda while saving big on stays through October at Windsong Resort.
Sept. 7 - Oct. 31

 
Source: Starwood Hotels and Resorts

Explore the “undisputed cultural capital of Latin America” (Fodor’s) from one of these popular hotels and save up to 50% compared to weekday stays.
Most weekends through December

100% (31 ratings)
 
Source: Matlali Hotel

Steal away on a romantic getaway with a deal that saves 67% on current rates and includes daily breakfast and a $100 resort credit.
Aug. 12, 2015 - Feb. 29, 2016

 
Source: Grand Hyatt Playa del Carmen

Relax in an oceanfront room at this brand new 4.5-star resort with a deal that includes travel over Thanksgiving week.
Sept. 5 - Nov. 30

 
Source: Sheraton Hacienda del Mar Golf & Spa Resort

Save up to 60% on peak season rates through fall at the 4-star Sheraton Hacienda del Mar Golf & Spa Resort, Los Cabos.
Most dates through Oct. 12

100% (31 ratings)
 
Source: Starwood Hotels and Resorts

Visit “Mexico’s prettiest resort town” (Fodor’s) and save up to 50% on peak-season rates with this sale from Starwood Hotels and Resorts.
Travel options through December

100% (31 ratings)
 
Source: Hotel Mousai Puerto Vallarta

Bask in contemporary luxury overlooking Puerto Vallarta's picturesque beaches with this deal that saves up to 60% on regular rates.
Arrivals through Dec. 15

100% (4 ratings)
 
Source: Beach House Turks and Caicos

Get a taste of the easy life - and luscious island cuisine - with an exclusive deal for stays with credit and breakfast at Beach House Turks & Caicos.
Travel through Nov. 30

 
Source: Starwood Hotels and Resorts

Take in the buzz of Puerto Rico, which "pulsates with more life than any other island in the Caribbean" (Frommer's) with 45% off stays at top hotels.
Travel options through December

100% (31 ratings)
 
Source: Tesoro Los Cabos

Located in the heart of vibrant Cabo San Lucas
Through Dec. 16, 2015

 
Source: Sandals Resorts

Maximize the last weeks of summer with all-inclusive stays at 15 luxe Sandals resorts. Save big and get free room nights, air credits and cruises.
Travel into Dec. 2017

 
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: Beaches Resorts for Everyone by Sandals

Save up to 65% on award-winning family resorts that include top-notch dining, premium drinks and motorized water sports as part of the experience.
Travel Sept. 1 to Feb. 13

 
Source: Starwood Hotels and Resorts

Score 50% off fall stays in picturesque Cancun, recently rated one of the "Top 10 Summer Travel Destinations" by Travel + Leisure.
Travel options through December

100% (31 ratings)
 
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: MoonRaker Beach Hotel

Retreat to a laid-back Bajan hideaway perfect for surfers and yogis with this exclusive deal, plus get $25 to spend at the cool bar and restaurant.
Travel through Oct. 31

 
Source: Westin Dawn Beach Resort & Spa

Score 50% off stays through October at this AAA 4-Diamond St. Maarten resort, situated on "one of the island's best beaches" (Fodor's).
Most dates through November 30

100% (31 ratings)
 
Source: Viceroy Zihuatanejo

Save up to 55% on regular rates at this all-suite hotel located on Playa La Ropa
Through October

 
Source: Rosarito Beach Hotel

Includes daily mimosa breakfast, two 60-minute Swedish or deep tissue massages and four margaritas
Travel through Dec. 30, 2015

96% (913 ratings)
 
Source: Buccament Bay Resort

Save 60% on this Caribbean deal, "an under-the-radar getaway for the jet-setting elite" (Travel + Leisure)
Options for travel through April 30

 
Source: The Westin Grand Cayman Seven Mile Beach Resort & Spa

Experience the sun and stunning ocean views of the Cayman Islands for a late summer or fall getaway and save 45% off peak season rates.
Travel August 1 - October 31

100% (31 ratings)
 

More Deals on Caribbean & Mexico Hotels

 
Sept. 1 - Dec. 22
Hyatt Regency Aruba Resort & Casino
 
 
 
 
 
 
 
 
 
Travel through Dec. 23, 2015
BookIt.com
 
 
Through Dec. 22, 2015; Best rates in Sept. & Oct.
BookIt.com
 
Through April 30; Best rates in Sept. & Oct.
BookIt.com
 
 
 
 
 
 
Deals into December
Featured Destination: Aruba
 
Deals through December
Featured Destination: Mexico's Beaches
 
Most dates August 20-October 24
Starwood Hotels and Resorts
 
Through November
Brickell Bay Beach Club & Spa
 
Deals through December
Featured Destination: Cayman Islands
 
 
Most dates through December
The Westin Guadalajara
 

Travelzoo Tips

Morgan Ashley Parker — Travel, Entertainment and Local Deal Expert
Morgan Ashley Parker
Deal Expert, New York
Here's what I wish someone told me before my first stay "on island." More