52 deals from our U.S. site*
* Taxes and fees may be additional.
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
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: Vacation Express

Head to the Caribbean with this vacation package that includes a stay at a 4-star resort with an on-site water park

Select departures, August-October
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: CheapCaribbean.com

Frommer's calls the beaches of Punta Cana "unrivaled in the Caribbean."

Select Aug. 24 - Sept. 30 departures
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: Prestige Cruises

Disney is a cut above the rest with perks like free soda, fireworks & Broadway-caliber Disney shows.

Jan. 28; Feb. 25; +$155 Oct. 31; Jan. 23; Feb. 1
Source: Limón

Save 50% at Limón, where "modern Peruvian flavors and classical French technique" are blended to create "delicious" fare (Westword).

Aug. 21, 2014 - Jan. 15, 2015; closed Mondays
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: Major Airlines on Fly.com

Fly to Cancun, Bahamas and Puerto Rico from across the U.S.

Source: Liberty Travel

Set sail to the Bahamas aboard Royal Caribbean International's Majesty of the Sea, which features kids activities, Broadway-style entertainment & more

Depart: Oct. 27
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: Delta Vacations

Steal away to the Caribbean with this early booking sale

Feb. 2-5; discounted dates through April 2015
Source: Cruise.com

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

Depart Dec. 7, 14; +$100-$150 Nov. 16, 23, 30
Source: Cruise.com

Sail on Royal Caribbean's Splendour of the Seas and visit Kotor, Corfu, Athens and Mykonos.

Depart Nov. 8
Source: Delta Vacations

Larger sale includes resorts across the Caribbean, Mexico and Costa Rica

Sept. 22-25; discounted dates through January 2015
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Travis Kunz — Travel, Entertainment and Local Deal Expert
Travis Kunz
Deal Expert, Miami
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