Caribbean Cruises in January

January is peak winter-escape season in the Caribbean: dry, sunny and warm while much of the United States is cold. The Caribbean is cruising’s year-round favorite, with sailings to the Bahamas and the Eastern, Western and Southern Caribbean from Florida, Texas, the Gulf Coast and the Northeast.

639Sailings in January 2027
19Cruise lines
24Departure ports

View January 2027 Sailings Request a Quote Call 1-800-988-6444

What to Expect in January

Tips from our advisors for sailing to Caribbean this time of year.

Early January, after the holidays, can bring better value.
Southern Caribbean itineraries reach the islands farthest from winter weather.
Book early for long weekends such as Martin Luther King Jr. Day.

Other Months

Compare Caribbean sailings in other months.

Cruise Lines Sailing to Caribbean in January 2027

These lines have Caribbean sailings in January 2027 in our booking engine.

Azamara View sailings → About the line
Carnival Cruise Line View sailings → About the line
Celebrity Cruises View sailings → About the line
Costa Cruises View sailings →
Crystal Cruises View sailings → About the line
Cunard View sailings → About the line
Disney Cruise Line View sailings → About the line
Holland America Line View sailings → About the line
MSC Cruises View sailings → About the line
Norwegian Cruise Line View sailings → About the line
Oceania Cruises View sailings → About the line
P & O Cruises View sailings →
Princess Cruises View sailings → About the line
Royal Caribbean Int. View sailings → About the line
Seabourn View sailings → About the line
Silversea Cruises View sailings → About the line
Viking Ocean Cruises View sailings → About the line
Virgin Voyages View sailings → About the line
Windstar Cruises View sailings → About the line

Where to Sail From

Departure ports with Caribbean sailings in January 2027.

Port guides: Miami · Fort Lauderdale · Galveston · Tampa · New Orleans · Baltimore · Bayonne/Cape Liberty · New York City

Sailing counts, cruise lines and ports come from our booking engine and refresh through the day (last updated Oct 15, 1:49 pm PDT). Fares and availability change often and are confirmed at booking.

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What Our Clients Say

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Planning Caribbean in January?

Tell us when you would like to travel and how you would like to get to the port. Our advisors will compare sailings, ships and cabins and find the right fit.

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