Start the year with a Caribbean getaway in January, complete with flight and hotel package options to relax on sandy beaches and explore tropical islands
Stopover
Arrival port
114
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2
2
Themes
34
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369 cruises
2 Cities, 1 Iconic Caribbean & Perfect Day Escape


Cruise with Flight, Hotel
From / To Miami
Icon of the Seas
Full board
17 Jan 2027
13 nights
No Alternative Dates
Best Price Guarantee
Learn more
Sun Sea & Magic With 7NT Orlando Stay


Cruise with Flight, Hotel
From / To Port Canaveral
MSC Grandiosa
Full board
Tips
16 Jan 2027
15 nights
No Alternative Dates
Luxury Sunshine, Sea & Caribbean Dreams


Cruise with Flight, Hotel
From / To Fort Lauderdale
Enchanted Princess
14 Jan 2027
13 nights
No Alternative Dates
St. Maarten, Tortola, San Juan with Magic City Stay


Cruise with Flight, Hotel
Special Offer Available
From / To Miami
Brilliant Lady
Adults Only
Full board
8 Jan 2027
14 nights
No Alternative Dates
Caribbean from United Kingdom with the Norwegian Aqua


Cruise with Flight, Hotel
From / To Miami
Norwegian Aqua
15 Jan 2027
9 nights
Sun Sea & Magic With Orlando Stay


Cruise with Flight, Hotel
From / To Port Canaveral
MSC Grandiosa
Full board
Tips
20 Jan 2027
11 nights
No Alternative Dates
Caribbean from United Kingdom with the Norwegian Bliss


Cruise with Flight, Hotel
From / To New York, United States
Norwegian Bliss
2 Jan 2027
14 nights
No Alternative Dates
Tropical Caribbean Experience With Miami Escape


Cruise with Flight, Hotel
From / To Miami
MSC World America
Full board
Tips
27 Jan 2027
11 nights
No Alternative Dates
Southern Caribbean from Barbados with the MSC World Europa


Cruise with Flight
From / To Barbados
MSC World Europa
Full board
Tips
from £42 – £127 off when you book online
12 Jan 2027
14 nights
Caribbean from United Kingdom with the MSC Grandiosa


Cruise with Flight, Hotel
From / To Port Canaveral
MSC Grandiosa
Full board
Tips
from £29 – £63 off when you book online
7 Jan 2027
9 nights
Fly Caribbean cruises in January are perfect for swapping winter chill for tropical sunshine. But if you’re open to more Caribbean adventures, check out these exciting alternatives.
Still exploring ideas for your January holiday? Take a look at our full range of Caribbean cruises for more dreamy destinations and seasonal highlights.
Insider Tip: January is one of the driest months in the Caribbean, making it ideal for sightseeing, snorkelling, and lazy beach days in places like St. Thomas, Barbados, and Curaçao.
Did you know: The Caribbean welcomes over 30 million cruise passengers annually, with January seeing a surge in demand due to school holidays and post-festive escapes.
Chat with our UK-based cruise team today to find limited-time offers and bespoke January fly-cruise packages that fit your plans.
Fly Caribbean Cruises in January