10 deals from our Canadian site*
* Taxes and fees may be additional.
Source: Hilton Hotels & Resorts

Book by 9 a.m. ET Thursday for resorts in Curacao, Barbados, Jamaica and the Bahamas.

Select dates September-December
 
Source: Sandy Haven

Stay at a hotel on famed Seven Mile Beach, named one of the best beaches in the Caribbean by Frommer's.

Aug. 8 - Dec. 21
 
Source: Cruise.com

Choose from Bahamas & Caribbean sailings and receive US$50-US$200 in onboard credit

Depart select dates through December
 
Source: MSC Cruises

Sail roundtrip from Miami to Jamaica, the Cayman Islands, Mexico and the Bahamas aboard a new mega-ship.

Depart Nov. 28; Dec. 5
 
Source: Cruise.com

Set sail roundtrip from Fort Lauderdale on board Regal Princess to ports in the Bahamas, St. Thomas & St. Maarten.

Depart Nov. 30; +$50-$200 Nov. 16, 23; Dec. 7, 14
 
Source: Walt Disney World

Stay in the middle of the magic with newly released fall travel dates. Top photo sites include: Cinderella's Castle, Spaceship Earth & Main Street.

Travel Oct. 4 - Nov. 25 & Nov. 29 - Dec. 23, 2014
 
Source: Cruiseabout

These rarely discounted holiday season sailings include air, pre-cruise hotel and onboard credit

Select Dec. holiday season dates
 
 
Thursdays-Mondays through December
Sheraton Santo Domingo
 
 
25 deals from our U.S. site*
* Taxes and fees may be additional.

Deals are priced in U.S. dollars and are sourced by our U.S. Deal Experts. Airfare and air-inclusive vacation or cruise pricing includes taxes; hotel, entertainment, car rental, cruise and Local Deal prices do not include tax, and you may need to pay some tax directly to the provider.

Source: Breezes Bahamas

An award-winning beach and an ideal location to explore the island make for a perfect fall retreat.

Travel daily Aug. 6 - Dec. 19
 
Source: Sandals Emerald Bay

This sprawling oasis is ranked one of the top resorts in The Bahamas according to U.S. News and World Report

Thru December; 2015 & 2016 dates available
 
Source: Sandy Haven

Stay at a hotel on famed Seven Mile Beach, named one of the best beaches in the Caribbean by Frommer's.

Aug. 8 - Dec. 21
 
Source: Aruba Marriott Resort & Stellaris Casino

Take a fall break in Aruba at this AAA 4-Diamond oasis featuring a casino and top-notch restaurants.

Travel Sept. 16 - Dec. 16; +$150 Jan. 4-9, 11-15
 
Source: Asanda Aveda Spa Lounge

Step up your mani-pedi routine at this "decadent" salon and spa (Time Out New York) and save more than 50% on regular prices.

July 18, 2014 - Oct. 9, 2014
 
Source: Mangos Caribbean Restaurant

Experience sweet and smoky tastes of the Caribbean with a half-off dinner for two at downtown's Mangos Caribbean Restaurant.

June 27, 2014 - Sept. 25, 2014
 
Source: Hilton Hotels & Resorts

Book by 9 a.m. Thursday for resorts in Curacao, Barbados, Jamaica and the Bahamas.

Select dates September-December
 
Source: Featured Destination: Puerto Rico

Escape to the Caribbean this summer with increased airlift, including Southwest and United flights

Into November
 
Source: St. Maarten

Escape to St. Maarten over summer and fall with all-inclusive resorts and oceanfront suites

Deals into December
 
Source: Puerto Rico

Beachfront hotels, airfare and vacation deals for fall travel

Sept. 1 - Dec. 19
 
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Greg Kunstler — Travel, Entertainment and Local Deal Expert
Greg Kunstler
Deal Expert, Toronto
Here are some I can no longer live without. More