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$275 & up -- Beaches by Sandals All-Inclusive Sale, 65% Off
Source: Beaches Resorts for Everyone by Sandals | By Camille Lamb

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

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Source: The Cape, A Thompson Hotel

Book a last-minute escape to this brand-new resort where every room has a private terrace and ocean views.
Travel August-September

Source: Featured Destination: U.S. Virgin Islands

A U.S. passport is not required to escape to St. John, St. Croix or St. Thomas
Deals through December

Source: The Resort at Pedregal

Rated one of the World's Best Hotels in 2015 by Travel + Leisure. This deal also includes $650 in extras.
Select dates through Dec. 17

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: 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

Source: BookIt.com

Snag 60% savings into December at this all-suites beachfront resort.
Travel through December

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: Villa del Palmar Cancun

Experience a luxe, relaxing all-inclusive gem just 30 minutes from Cancun's airport but "a world away from the city's party scene" (Travel + Leisure).
Aug. 15, 2015 - Dec. 22, 2015

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% (857 ratings)
Source: Fairmont Southampton

Enjoy deeply discounted rates into spring plus complimentary breakfast on the beach at Bermuda's "most inclusive resort." (Fodor's)
Travel through March 2016

98% (50 ratings)
Source: Beloved Hotel

White-sand beaches, turquoise water and blue skies beckon at this 5-Star hotel, where rates have been slashed by 35%. Price is listed per person.
Travel daily through December 20

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: Buccament Bay Resort

Save more than 60% on this Caribbean getaway
Options for travel through April 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: Acanto Hotel & Suites

Find a peaceful respite at the 4-star Acanto Hotel & Suites with this deal that saves 44% on three nights in a one-bedroom suite, including breakfast.
Through Dec. 15

Source: Starwood Hotels and Resorts

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

100% (31 ratings)
Source: Costa Sur Resort and Spa

Stay and play in Puerto Vallarta for three nights in an oceanfront room -- including weekends -- for nearly 50% off current rates.
Travel through Dec. 18, 2015

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 October 15

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: Matlali Hotel

Slip away on a romantic escape in the hills of Banderas Bay, just north of Puerto Vallarta
Through Oct. 31


More Deals on Caribbean & Mexico Hotels

Aug. 18, 2015 - Oct. 24, 2015
Travel through December; best rates in September
Aug. 24, 2015 - Oct. 27, 2015
Aug. 22, 2015 - Oct. 28, 2015
Aug. 18, 2015 - Oct. 23, 2015
Most dates through November
Sheraton Hacienda del Mar Golf & Spa Resort
Travel options through December
Starwood Hotels and Resorts
Deals into December
Featured Destination: Aruba
Most dates August 20-October 24
Starwood Hotels and Resorts
Sundays-Fridays through October
Sheraton Bijao Beach Resort
Travel options through December
Starwood Hotels and Resorts
August 17-October 31
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Deals through December
Featured Destination: Cayman Islands
Most dates through September
Hacienda Encantada Resort & Spa
Most weekends through December
Starwood Hotels and Resorts
Many dates through December
Member Only Deal
Most dates through December
The Westin Guadalajara
July; +$40 June
Grand Cayman Marriott Beach Resort

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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