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Best Caribbean & Mexico Hotel Deals

$249 -- Luxe Bermuda Resort incl. $435 in Extras, 70% Off
 
Source: The Fairmont Southampton | By Joshua Heller

This "glowing and rich-looking" resort, with its "gloriously manicured" grounds has a championship golf course and a 31,000-square-foot spa.
April and September-October; +$140 May-Aug.

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98% (50 ratings)
Source: BookIt.com

Head to Jamaica with this resort sale that includes travel into November
Select dates, April - November

 
Source: St. Kitts Tourism Authority

Escape to the Caribbean with four- and seven-night stays
May 1 - Dec. 22

 
Source: Tingalaya's Retreat

Travelzoo members exclusively get free breakfast with this 45% off deal in Jamaica.
Travel April 15-December 15

 
Source: Jewel Resorts

Head to the sunny beaches of Jamaica, where three top-rated, all-inclusive resorts are offering as much as 50% off peak season rates.
Through December

 
Source: Deseo [Hotel + Lounge]

Includes VIP access to beach clubs (Indigo, Canibal Royal and Sense) and night clubs (La Santander, Mandala and Palazzo)
Through June

 
Source: Club Tesoro Los Cabos

The offer includes a sunset dinner cruise aboard the Cabo Mar
Through Dec. 20, 2015

 
Source: Breezes Bahamas

An award-winning beach and an ideal location to explore the island make for a perfect warm-weather escape.
April 8 - May 31 and Aug. 8 - Nov. 6

 
Source: Featured Destination: Puerto Rico

Explore the island from San Juan to Rincon to Vieques
April-May

 
Source: Turtle Beach by Elegant Hotels All Suites All Inclusive

The best deals at this all-inclusive, all-suite property, are in June and September-October: $199 per person, per night.
Travel options through October

 
Source: Featured Destination: Cayman Islands

Beachfront hotels and scuba packages on Grand Cayman, Cayman Brac and Little Cayman
Deals through December

 
Source: Westin Puntacana Resort & Club

All rooms in this sprawling new resort have balconies and ocean views.
Travel most dates May-June

 
Source: Grand Miramar Resort

Take in views of Puerto Vallarta and Banderas Bay from the rooftop infinity pool
Through August

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

The resort's pool has plenty of room to splash around, since it is the largest pool on the island.
Aug. 16 - Oct. 31

 
Source: Go Trinidad and Tobago

Retreat to Caribbean white sand beaches with sales at beachfront, downtown and upscale resorts
Deals through October

 
Source: Sheraton Old San Juan Hotel & Casino

This hotel is in the heart of Old San Juan overlooking the waterfront.
Many dates August-September

 
Source: Sheraton Puerto Rico Hotel & Casino

Perfect for business or leisure, the hotel is near both the convention center and Condado Beach.
Select dates April-May

 

More Deals on Caribbean & Mexico Hotels

 
 
 
 
 
 
 
 
 
 
 
Deals into December
Featured Destination: Aruba
 
Select dates through April
WorldMark Isla Mujeres
 
April-May
Featured Destination: Puerto Rico
 
April-May
Featured Destination: Puerto Rico
 
Most dates April-June
Hacienda Encantada Resort & Spa
 
Many dates Through June
Member Only Deal
 
April-May
Featured Destination: Puerto Rico
 
Select dates through April 19
WorldMark Zihuatanejo
 
April-May
Featured Destination: Puerto Rico
 
Most dates Aug. 16 - Oct. 31
The Westin Grand Cayman Seven Mile Beach Resort & Spa
 

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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