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$275 & up -- Beaches by Sandals Fall Sale, 65% Off w/Credits
Source: Beaches Resorts for Everyone by Sandals | By Camille Lamb

Save up to 65% on award-winning Caribbean 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: BookIt.com

Kids stay, play and eat free at this family-friendly, all-inclusive resort when booking a flight and hotel package.
Travel options through December 18

Source: Featured Destination: Aruba

Stay at beachfront or all-inclusive resorts through fall
Deals into December

Source: BookIt.com

This weekend only, save an additional $50 when you book five nights or more at participating properties.
Travel through November

Source: BookIt.com

Save 45% at this adults-only resort on the white sands of Playa del Carmen.
Travel through December

Source: Frenchman's Reef & Morning Star Marriott Beach Resort

Unwind and save on stays into winter at a Virgin Islands resort Oyster.com calls "a cut above every other hotel in St. Thomas."
Travel July 26 - Dec. 19

Source: AlSol Del Mar

Save 30% at the hotel Conde Nast Traveler deemed the best hotel for beach lovers.
Through December 21

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: 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: 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: Hilton Hotels & Resorts

Save cash on your stay plus snag a $100 resort credit at your choice of Hilton resort
Through September

Source: Sandals Resorts

Celebrate your independence from the daily grind with deep discounts and up to $530 in air and resort credits at 15 luxurious Sandals resorts.
Travel through Feb. 2016

Source: The Crane, St. Philip

For more than a century, this 4-star clifftop resort has wowed guests with unparalleled sea views. Save 50% with this Travelzoo-exclusive deal.
Travel through Nov. 14

100% (3 ratings)
Source: St. Regis Punta Mita Resort

Stay at one of Travel + Leisure's 2015 World's Best Hotels and save over 50% on the complete package

Source: Member Only Deal

Be the first to stay at this luxe new hotel overlooking El Arco with a deal that includes $50 in Travelzoo-exclusive extras.
Many dates through October

Source: Viceroy Zihuatanejo

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

Source: The SoCo Hotel

Sleek interiors and ocean views define this modern beach hotel, where rates have been reduced up to 45% in this exclusive Travelzoo offer.
Daily through September; $151 for Oct. 1 - Dec. 15

98% (48 ratings)

More Deals on Caribbean & Mexico Hotels

Most dates through November
Sheraton Hacienda del Mar Golf & Spa Resort
Travel options through December
Starwood Hotels and Resorts
Most dates August 20-October 24
Starwood Hotels and Resorts
Travel daily through Dec. 23
Finest Playa Mujeres
Travel September - December
Most dates through October
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Deals through December
Featured Destination: Cayman Islands
Sundays-Fridays through October
Sheraton Bijao Beach Resort
Travel options through December
Starwood Hotels and Resorts
Travel daily through December 23
Beloved Hotel
Most dates through September
Hacienda Encantada Resort & Spa
Many dates through December
Member Only Deal
Most weekends through December
Starwood Hotels and Resorts
July; +$40 June
Grand Cayman Marriott Beach Resort
Most dates through December
The Westin Guadalajara

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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