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Best Caribbean Cruise Deals*

*Some taxes, fees extra. Prices are per person, based on double occupancy, unless noted.
$499 -- Oceanview: Caribbean 7-Night Winter Cruise
Source: Holland America Line | By Erin Oliveri

Escape the cold this winter and set sail to the Caribbean on a top-rated cruise line and receive a $50 onboard credit
Select January-April dates

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Source: Oceania Cruises

Sail from Miami to Barbados with stops in Colombia, Aruba, Bonaire, Venezuela, Grenada, Guadeloupe and Martinique.
Depart Jan. 10

 
Source: Cruise.com

For less than $70 per day, take an extended Caribbean cruise to soak up the sun this winter
Select February-April dates

 
Source: Group IST

Explore Cuba, before all of the crowds, with this unique escorted package that woos guests on a three-masted mega-yacht
Select December-March dates

 
Source: CruCon Cruise Outlet

Sail aboard the Oasis of the Seas in a balcony cabin or for $50 more per person, sail on the Allure and escape to warmer weather.
Depart Jan. 31; +$50 Jan. 11, 25

 
Source: SmartCruiser.com

Sail to tropical Caribbean ports on a top-rated cruise line and receive unlimited drinks and a $150 onboard credit
Select departures November 2015 - January 2016

 
Source: Avoya Travel

Ships depart from Miami, Houston and New Orleans and this deal includes a choice of unlimited drinks, specialty dining package & $200 onboard credit.
Depart Jan. 2, 3, 4, 10, 11; Feb. 14, 21

 
Source: Avoya Travel

Escape the cold and take a last-minute cruise aboard Royal Caribbean's Vision of the Seas, Serenade of the Seas and Navigator of the Seas.
Depart on select January-February dates

 
Source: MSC Cruises

Sail to St. Maarten, Puerto Rico & the Bahamas (Eastern Caribbean) or Jamaica, Cayman Islands, Mexico & the Bahamas (Western Caribbean).
Depart Feb. 7; +$20 March 7

 
Source: Montrose Travel

Sail the Caribbean on the Freedom of the Seas, stopping in Nassau, St. Thomas and St. Maarten, and receive a $100 credit and half off the second guest
May 3

 
Source: Avoya Travel

Set sail in an oceanview cabin aboard the Celebrity Summit, which sails roundtrip from San Juan to Caribbean ports such as St. Lucia & Antigua.
Depart April 18; +$150 March 21; April 25

 
Source: Cruise.com

Cruise roundtrip from Fort Lauderdale onboard Regal Princess to St. Thomas & St. Maarten.
Depart Feb. 1; +$50-$90 Jan. 18, 25

 
Source: Regent Seven Seas Cruises

Deal includes free air, unlimited shore excursions, drinks, specialty dinners, Wi-Fi, transfers, tips & more aboard Regent Seven Seas.
Depart Feb. 16

 
Source: MSC Cruises

Sail roundtrip from Miami to Jamaica, the Cayman Islands, Mexico and the Bahamas aboard the MSC Divina.
Depart Nov. 28, 2015; Dec. 12, 2015

 

More Deals on Caribbean Cruises *

 
Select January Dates
Princess Cruises
 
Depart Jan. 11; +$50-$100 Jan. 25; Feb. 15
Cruise.com
 
Jan. 12, 19, 26; +$30 Jan. 5
Cruises.com
 
Depart Jan. 24; +$20-$50 Jan.4; Feb. 21
American Express Travel
 
 
Depart March 14, 21; +$37-$45 Feb. 28; March 7
American Express Travel
 
Depart April 19; +$45-$172 Jan. 11, 25; Feb. 8
Cruise.com
 
 
 
Jan. 3; +$50-$60 Jan. 17, 24, 31; Feb. 14, 21, 28
American Express Travel
 
 
 
Depart Jan. 10; +$200 Jan. 17, 31
Windstar Cruises
 
 

Travelzoo Tips

Darlene Carenza — Travel, Entertainment and Local Deal Expert
Darlene Carenza
Deal Expert, Miami
If you are confused by cruise jargon, you aren’t the only one. More