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Caribbean Cruise Deals*

*Some taxes, fees extra. Prices are per person, based on double occupancy, unless noted.
$999 -- Yacht-Style Cruise: 75% Off Luxe Oceanview Suites
Source: Windstar Cruises | By Erin Oliveri

This deal combines the lowest price we've seen for a Windstar Cruise with a $150 credit per person.
Select November-April dates

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Source: Oceania Cruises

Discover exotic islands such as Antigua, Martinique, Barbados, Grenada, St. Lucia and St. Barts
Depart Nov. 5

Source: Star Clippers

Feel as if you're on a private yacht as you pull into secluded ports in the Caribbean.
Select departures December-March

Source: Regent Seven Seas Cruises

Sail in a balcony suite to the Bahamas, Puerto Rico, the British Virgin Islands, St. Barts, Antigua, St. Lucia & St. Maarten.
Depart Nov.15

Source: Vacations To Go

Sail roundtrip Fort Lauderdale to St. Maarten, San Juan and Labadee, Haiti.
Depart July 2

Source: Vacations To Go

Sail roundtrip Galveston to Roatan, Belize City and Cozumel aboard Royal Caribbean's Liberty of the Seas.
July 3

Source: Star Clippers

Sail roundtrip from St. Maarten, stopping in St. Barts, Anguilla, Nevis and Guadeloupe on an intimate yacht
Select November-March dates

Source: Holland America Line

With four guests in a cabin, the whole family can cruise for less than $250 per person, effectively.
Select November-December dates

Source: MSC Cruises

Sail aboard MSC Cruises -- a Mediterranean cruise brand with diverse itineraries in the Caribbean, Bahamas and Mediterranean
Select 2016-2017 dates


More Deals on Caribbean Cruises *

Select October dates; +$50 Sept. dates
MSC Cruises
Select October dates; +$50 Sept. dates
MSC Cruises
Caribbean Cruise Tips
Cruises offer the most popular way to island-hop across the Caribbean – where warm sandy beaches and cool tropical cocktails await.

From a quick, four-night jaunt to Key West and Cozumel to two luxurious weeks at sea, the major cruise lines sail the Caribbean year-round offering several itineraries and ports of call to choose from. The best Caribbean cruise deals can be found in the fall – especially in the period between Thanksgiving and Christmas.

Cruise to the Eastern Caribbean to explore the Bahamas, St. Maarten and the U.S. Virgin Islands. Western Caribbean itineraries often offer more time at sea and include ports such as Grand Cayman and Roatan, Honduras. Southern Caribbean itineraries are often longer and port at even more far-off islands such as Dominica, Antigua, Grenada and St. Lucia.

There are Caribbean cruises departing from several major ports across the U.S. including Miami, Fort Lauderdale, Tampa, Port Canaveral, Houston, Galveston, New Orleans and New York City.

Travel Weekly named Royal Caribbean as the top cruise line in the Caribbean in 2014, but other popular lines include Carnival Cruise Lines, Norwegian Cruise Line, Celebrity Cruises, Princess Cruises, Holland America, Disney Cruise Line, Oceania Cruises, MSC Cruises and Windstar Cruises .