29 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Jamaica

Escape to the Caribbean with beachfront hotel, air-inclusive vacation and island tour deals

Deals into February
 
Source: CruCon Cruise Outlet

Choose from 17 different high-demand sailings aboard four top-rated ships, all at $799.

Select dates August-October 2015
 
Source: Princess Cruises

This 11-night cruise amounts to less than $60 per day for the cabin, all meals & entertainment.

Depart Dec. 7, 12
 
Source: Vacation Express

Indulge with this adults-only resort deal, which boasts in-room minibars and oceanview junior suites.

Select November-December departures
 
Source: Jewel Resorts

Options include a family-friendly hotel where kids stay free, and an adults-only escape loaded with extras. Pricing is per person.

Valid on three-night stays through December
 
Source: CheapOair

Book by Oct. 31 for these roundtrip fares to several Caribbean gateways and the Mexican Riviera.

Select departures through Feb. 25
 
Source: Windstar Cruises

Explore exotic Southern Caribbean islands on Windstar, a Conde Nast Traveler Gold List cruise line

Depart Nov. 29; Dec. 12, 13; +$200 Jan. 3, 10
 
Source: Hilton Rose Hall

The Hilton Rose Hall is located within the historic Rose Hall plantation and resort grounds.

Select arrivals through Feb. 4
 
Source: Hyatt Ziva Rose Hall

Stay beachfront at a renovated resort, formerly a Ritz-Carlton, where prices are cut in half.

Nov. 23 - Dec. 23; +$54-$58 select dates Jan-April
 
Source: Featured Destination: Jamaica

Escape to the Caribbean with beachfront hotels, upscale resorts and kids stay free options

Deals into March
 
Source: The Oasis at Sunset

This deal offers stellar savings over Christmas, New Years and spring break.

Travel through March
 
Source: Sandals Grande Riviera

Revel in luxury at this 5-star oasis and receive an air credit to help pay for your flight.

Travel Oct. 21 - Dec. 24
 
Source: Couples Resorts

This deal includes all meals, drinks, taxes, gratuities and daily and nightly entertainment.

Check in select dates October-December
 
Source: Sandy Haven Resort

Negril offers “some of the best snorkeling and scuba diving in Jamaica,” according to Frommer’s.

Through Dec. 21; +$86 in January-March
 
Source: Azul Sensatori Jamaica, by Karisma

Save big on a luxe resort whether traveling last minute or planning next year's vacation.

Select dates through April
 
Source: Featured Destination: Jamaica

Choose from beachfront to all-inclusive hotels

Deals into June
 
Source: Featured Destination: Jamaica

Featured Destination: Jamaica
 
Source: Tropical Tours

Tour Bob Marley's house and the Revival Church for a peak into Jamaica's history.

November-April
 
 
Depart Jan. 11; +$10-$50 Jan. 4, 18, 25; Feb. 1
Cruise.com
 
Cheap Roundtrip Fares to Montego Bay from:
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Travelzoo Tips

Stephen Aviano — Travel, Entertainment and Local Deal Expert
Stephen Aviano
Deal Expert, New York
Take frame-worthy vacation shots with these tips from our photo pro. More