Fly Caribbean Cruises in January up to -23%
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
Starting Port
97
53
3
Stopover
Arrival port
82
53
1
1
263 cruises
Sun Sea & Magic With Orlando Stay
Cruise with Flight, Hotel
From Port Canaveral To Port Canaveral
MSC Grandiosa
Full board
Tips
Cabins Sleeping up to 5!
Entertainment included
Family Friendly
Starlink Internet
20 Jan 2027
11 nights
No Alternative Dates
Best Price Guarantee
Learn more
Tropical Caribbean Experience With Miami Escape
Cruise with Flight, Hotel
From Miami To Miami
MSC World America
Full board
Tips
Cabins Sleeping up to 5!
Entertainment included
Family Friendly
New Ship
Starlink Internet
27 Jan 2027
11 nights
No Alternative Dates
St. Maarten, Tortola, San Juan with Magic City Stay
Cruise with Flight, Hotel
From Miami To Miami
Brilliant Lady
Adults Only
Full board
Entertainment included
Starlink Internet
8 Jan 2027
14 nights
No Alternative Dates
Caribbean from United Kingdom with the Norwegian Bliss
Cruise with Flight, Hotel
From New York, United States To New York, United States
Norwegian Bliss
Cabins Sleeping up to 5!
Entertainment included
Family Friendly
Fun Cruise Line
Starlink Internet
Status Match Programme
2 Jan 2027
14 nights
No Alternative Dates
St. Isles and Sun Soaked Seas with Magic City Stay
Cruise with Flight, Hotel
From Miami To Miami
Brilliant Lady
Adults Only
Full board
Entertainment included
Starlink Internet
22 Jan 2027
14 nights
No Alternative Dates
Caribbean from United Kingdom with the Legend of the Seas
Cruise with Flight, Hotel
From Fort Lauderdale To Fort Lauderdale
Legend of the Seas
Entertainment included
Family Friendly
Fun Cruise Line
Starlink Internet
Status Match Programme
from 48 GBP – 75 GBP off when you book online
7 Jan 2027
10 nights
No Alternative Dates
Caribbean from United Kingdom with the MSC Grandiosa
Cruise with Flight, Hotel
From Port Canaveral To Port Canaveral
MSC Grandiosa
Full board
Tips
Cabins Sleeping up to 5!
Entertainment included
Family Friendly
Fun Cruise Line
Ocean Members Discounts*
Starlink Internet
from 33 GBP – 61 GBP off when you book online
7 Jan 2027
9 nights
Caribbean from United Kingdom with the Celebrity Apex
Cruise with Flight, Hotel
From Port Canaveral To Port Canaveral
Celebrity Apex
Entertainment included
Family Friendly
Premium Cruise Line
Starlink Internet
Status Match Programme
from 38 GBP – 85 GBP off when you book online
14 Jan 2027
9 nights
No Alternative Dates
Caribbean from United Kingdom with the MSC Grandiosa
Cruise with Flight, Hotel
From Port Canaveral To Port Canaveral
MSC Grandiosa
Full board
Tips
Cabins Sleeping up to 5!
Entertainment included
Family Friendly
Fun Cruise Line
Ocean Members Discounts*
Starlink Internet
from 33 GBP – 61 GBP off when you book online
14 Jan 2027
9 nights
No Alternative Dates
Caribbean from United Kingdom with the Brilliant Lady
Cruise with Flight, Hotel
From Miami To Miami
Brilliant Lady
Adults Only
Full board
All-Inclusive Ship
Dine Like a Rock Star
Entertainment included
Starlink Internet
Status Match Programme
9 Jan 2027
12 nights
No Alternative Dates
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.
By Departure Port or Itinerary Style
- Caribbean Cruises from the UK – Enjoy a no-fly journey from British ports straight to paradise.
- Caribbean Cruises from Southampton – Convenient departures with top UK cruise lines.
- Cruises from New York to Caribbean – Add iconic city lights before your beach retreat.
By Cruise Year or Season
- Caribbean 2025 Cruises – Plan now and secure early bird savings.
- Caribbean 2026 Cruises – Ideal for long-range planners and big celebrations.
- Fly Caribbean Cruises in February – Extend the season with more sun-drenched escapes.
By Cruise Line or Experience
- Caribbean Fly Cruises – Combine flights and cruises for an all-in-one getaway.
- Princess Fly Cruises – Cruise the Caribbean in refined elegance and comfort.
- Caribbean Fly Cruises 2026 – Lock in a future voyage to the sun now.
- Caribbean Fly Cruises 2027 – Explore what’s sailing two seasons ahead.
By Onboard Style or Cruise Line
- Caribbean 2026 Cruises with P&O Cruises – A trusted British cruise experience in the Caribbean.
- Caribbean 2026 Cruises Aboard P&O Arvia – One of the newest ships offering immersive Caribbean adventures.
- Caribbean 2027 Cruises Aboard P&O Arvia – Sail future-forward with style and sunshine.
- Caribbean 2026 Cruises with New York Stays – Cruise and city break in one seamless package.
- 2026 All Inclusive Caribbean Cruises – Enjoy the value of all-in-one tropical cruising.
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