Caribbean Cruise Deals

Discover amazing cruise deals departing in the next 6 months. Updated weekly with the latest prices from major cruise lines!

🔥

400

Budget Deals
Under $500
💎

703

Mid-Range Deals
$500-$1000
⭐

1,086

Premium Deals
$1000+
⭐ Premium Deals (1,086 total)
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Independence Of The Seas

7 days, round-trip Eastern Caribbean Holiday

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,203
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⭐ Premium Deals Bahamas
Carnival Cruise Line Cruises
Carnival Pride

7 days, round-trip The Bahamas

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,849
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⭐ Premium Deals
Windstar Cruises
Wind Spirit

7 days, round-trip Windward Island Delights

Departure Dec 28, 2025
Duration 7 days
Starting from
$3,499
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⭐ Premium Deals Bahamas
MSC Cruises
MSC Divina

18 days, round-trip Caribbean Bahamas

Departure Dec 28, 2025
Duration 18 days
Starting from
$1,571
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Pacifica

14 days, round-trip Caribbean from La Romana

Departure Dec 28, 2025
Duration 14 days
Starting from
$1,514
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,396
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⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

6 days, round-trip Western Caribbean with Mexico Holiday

Departure Dec 28, 2025
Duration 6 days
Starting from
$1,208
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Magic

8 days, round-trip Eastern Caribbean

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,284
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⭐ Premium Deals
Star Clippers Cruises
Royal Clipper

7 days, round-trip Windward Islands New Years Cruise

Departure Dec 27, 2025
Duration 7 days
Starting from
$2,230
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⭐ Premium Deals
Star Clippers Cruises
Star Clipper

7 days, one-way from Puntarenas to Panama City

Departure Dec 27, 2025
Duration 7 days
Starting from
$2,170
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⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Leeward Islands New Years Cruise

Departure Dec 27, 2025
Duration 7 days
Starting from
$2,170
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⭐ Premium Deals
Emerald Cruises
Emerald Sakara

7 days, round-trip Cruising the Leeward Islands

Departure Dec 27, 2025
Duration 7 days
Starting from
$10,699
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⭐ Premium Deals
Celebrity Cruises
Celebrity Silhouette

8 days, round-trip Aruba, Curacao Bonaire

Departure Dec 27, 2025
Duration 8 days
Starting from
$2,488
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⭐ Premium Deals Bahamas
Carnival Cruise Line Cruises
Carnival Dream

8 days, round-trip The Bahamas

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,469
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⭐ Premium Deals Bahamas
MSC Cruises
MSC Grandiosa

8 days, round-trip Caribbean Bahamas

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,108
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Dec 27, 2025
Duration 7 days
Starting from
$2,484
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,608
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Jewel Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,526
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Explorer Of The Seas

9 days, round-trip Southern Caribbean Holiday

Departure Dec 27, 2025
Duration 9 days
Starting from
$1,631
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⭐ Premium Deals Caribbean
Celebrity Cruises
Celebrity Summit

9 days, round-trip Eastern Caribbean Holiday

Departure Dec 27, 2025
Duration 9 days
Starting from
$1,771
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,994
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,052
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⭐ Premium Deals
Oceania Cruises
Oceania Nautica

9 days, round-trip Jewels of the Yucatan Miami to Miami

Departure Dec 27, 2025
Duration 9 days
Starting from
$1,960
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Freedom Of The Seas

9 days, round-trip Eastern Caribbean Perfect Holiday

Departure Dec 27, 2025
Duration 9 days
Starting from
$1,309
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⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, one-way from Colon to Puntarenas

Departure Dec 27, 2025
Duration 7 days
Starting from
$2,999
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Sunshine

8 days, round-trip Eastern Caribbean

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,459
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⭐ Premium Deals
Azamara Cruises
Azamara Quest

10 days, one-way from Bridgetown to Miami

Departure Dec 27, 2025
Duration 10 days
Starting from
$3,179
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Viva

7 days, round-trip Caribbean Harvest Caye, Cozumel Roatan

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,809
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Magic

5 days, round-trip Western Caribbean Cruise From Galveston

Departure Dec 28, 2025
Duration 5 days
Starting from
$4,845
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⭐ Premium Deals Caribbean
MSC Cruises
MSC World America

14 days, round-trip Eastern Western Caribbean

Departure Dec 27, 2025
Duration 14 days
Starting from
$2,418
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⭐ Premium Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,710
View Deal
⭐ Premium Deals Bahamas
Royal Caribbean Cruises
Odyssey Of The Seas

7 days, round-trip Perfect Day Bahamas Cruise

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,218
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,731
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Dec 28, 2025
Duration 6 days
Starting from
$1,514
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,165
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Miracle

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,209
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Horizon

8 days, round-trip Southern Caribbean

Departure Dec 28, 2025
Duration 8 days
Starting from
$1,189
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

7 days, round-trip Southern Caribbean with Barbados and Antigua Holiday

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,044
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⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Dec 28, 2025
Duration 14 days
Starting from
$2,653
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,570
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Koningsdam

7 days, round-trip Eastern Caribbean San Juan St. Thomas Holiday

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,449
View Deal
⭐ Premium Deals Bahamas
Holland America Cruises
ms Koningsdam

18 days, round-trip Eastern Caribbean Bahamas San Juan Holiday

Departure Dec 27, 2025
Duration 18 days
Starting from
$2,659
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Nieuw Statendam

7 days, round-trip Eastern Caribbean Holiday Amber Cove Bahamas

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,199
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Encore

7 days, round-trip Caribbean Harvest Caye, Cozumel Roatan

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,549
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Nieuw Statendam

14 days, round-trip Eastern Caribbean Bahamas San Juan Holiday

Departure Dec 27, 2025
Duration 14 days
Starting from
$1,724
View Deal
⭐ Premium Deals
Celebrity Cruises
Celebrity Apex

7 days, round-trip Key West, Cayman Perfect Day Holiday

Departure Dec 27, 2025
Duration 7 days
Starting from
$2,011
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,719
View Deal
⭐ Premium Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,589
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Enchanted Princess

20 days, round-trip Caribbean Explorer Holiday

Departure Dec 27, 2025
Duration 20 days
Starting from
$3,553
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Enchanted Princess

10 days, round-trip Southern Caribbean with Martinique Holiday

Departure Dec 27, 2025
Duration 10 days
Starting from
$2,098
View Deal
About These Deals
Prices shown are starting rates per person and subject to availability. Deals are updated weekly. Click "View Deal" to check current pricing and availability on CruiseMapper. Port Side Left is not responsible for price changes or booking terms.