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.

634Sailings in January 2027
18Cruise lines
26Departure 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
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 · Port Canaveral · Galveston · San Juan · Tampa · New Orleans · Southampton · 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 Nov 6, 5:55 am PST). Fares and availability change often and are confirmed at booking.

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What Our Clients Say

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   Amanda Barnett 
 
 
 
 Trustindex verifies that the original source of the review is Google. The Cruise Company makes planning your next vacation easy and stress free! Friendly, knowledgeable, and genuinely dedicated to helping you find the perfect getaway. Highly recommend them for all your cruise and travel needs! Thank you for taking the worry out my trip!
  
 
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Absolutely AMAZING from start to finish! We couldn’t have asked for a better travel agent to plan our Celebrity Ascent cruise. From the initial planning to all the little details along the way, everything was handled effortlessly. Stefanie Carbone made the entire experience so easy and completely stress-free.

What really stood out was how they went above and beyond to secure VIP upgrades and special perks that made our vacation even more memorable. Her attention to detail, personal touch, responsiveness, and dedication to making sure everything was perfect truly exceeded our expectations.

It’s rare to find someone who genuinely cares about their clients and treats your vacation as if it were their own. We felt taken care of every step of the way!

We wouldn’t book another vacation without Stefanie Carbone. If you’re looking for a travel agent who delivers exceptional service and goes the extra mile, look no further. HIGHLY, HIGHLY RECOMMEND! 🌟
  
 
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   Gabriella Patriarca 
 
 
 
 Trustindex verifies that the original source of the review is Google. This company is the best! Our agent Stefanie Carbone, is always on top of every detail. She finds out what we like and don’t like and pairs us with a cruise that is fit for our family. She also makes sure it doesn’t break the bank and sometimes comes up with a little surprise. She is very thoughtful and caring and goes the extra mile to make our cruising top notch!
  
 
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 Trustindex verifies that the original source of the review is Google. Amy is the best Travel Agent. Every time I have booked a Cruise with her, she has been efficient and no problems from start to finish. She is very knowledgeable and answers questions in a quick turn around time. I have my lifetime Agent in Amy
  
 
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 Trustindex verifies that the original source of the review is Google. Wonderful cruise experience!
  
 
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   Marty Wagner 
 
 
 
 Trustindex verifies that the original source of the review is Google. I (we) have been booking cruises with The Cruise Company since the early 90s. Angelina is quite simply our go-to for cruise bookings...now after some 40 cruises taken! Thank you Angelina, as always, for your great personalized service!
  
 
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 Trustindex verifies that the original source of the review is Google. I have booked cruises with your company for 20+ years.  Most professional, VIP and Five Star Service each and every time!  Thank you for helping me book 27 cruises including friend and family.
  
 
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 Trustindex verifies that the original source of the review is Google. Great communication and awesome job with providing thorough information on cruise options. Quick response time! Still fighting with spouse on which cruise choice to go with and appreciate their patience with answering our on demand questions.
  
 
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 Trustindex verifies that the original source of the review is Google. What wonderful service! I had such a fantastic trip with my family. Very easy to work with and very low stress for me. Would totally book again through this company!

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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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