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
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1,086

Premium Deals
$1000+
💎 Mid-Range Deals (703 total)
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💎 Mid-Range Deals Caribbean
Princess Cruises
Majestic Princess

8 days, round-trip Eastern Caribbean with St. Thomas

Departure Jan 3, 2026
Duration 8 days
Starting from
$840
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💎 Mid-Range Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Jan 3, 2026
Duration 7 days
Starting from
$779
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Jan 3, 2026
Duration 7 days
Starting from
$744
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Jewel Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 3, 2026
Duration 7 days
Starting from
$819
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Rhapsody Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 3, 2026
Duration 7 days
Starting from
$555
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💎 Mid-Range Deals
Celebrity Cruises
Celebrity Eclipse

8 days, round-trip Antigua, St. Kitts, San Juan Puerto Plata

Departure Jan 3, 2026
Duration 8 days
Starting from
$983
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💎 Mid-Range Deals Caribbean
Holland America Cruises
ms Nieuw Statendam

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

Departure Jan 3, 2026
Duration 7 days
Starting from
$799
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Encore

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

Departure Jan 3, 2026
Duration 7 days
Starting from
$769
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

6 days, round-trip Western Caribbean Perfect Day

Departure Jan 3, 2026
Duration 6 days
Starting from
$631
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 3, 2026
Duration 7 days
Starting from
$656
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💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Wonder Of The Seas

3 days, round-trip Bahamas Perfect Day Cruise

Departure Jan 2, 2026
Duration 3 days
Starting from
$572
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💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Liberty Of The Seas

3 days, round-trip Bahamas Perfect Day Cruise

Departure Jan 2, 2026
Duration 3 days
Starting from
$509
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💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Utopia Of The Seas

3 days, round-trip Bahamas Perfect Day Cruise

Departure Jan 2, 2026
Duration 3 days
Starting from
$684
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💎 Mid-Range Deals Bahamas
Margaritaville at Sea Cruises
Margaritaville Paradise

4 days, round-trip Bahamas Duo

Departure Jan 2, 2026
Duration 4 days
Starting from
$576
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Jan 3, 2026
Duration 7 days
Starting from
$738
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💎 Mid-Range Deals Bahamas
Princess Cruises
Star Princess

7 days, round-trip Eastern Caribbean with Bahamas

Departure Jan 3, 2026
Duration 7 days
Starting from
$800
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Jan 3, 2026
Duration 7 days
Starting from
$763
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💎 Mid-Range Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Jan 4, 2026
Duration 7 days
Starting from
$817
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Vista

6 days, round-trip Eastern Caribbean

Departure Jan 4, 2026
Duration 6 days
Starting from
$543
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC Divina

11 days, round-trip Caribbean Bahamas

Departure Jan 4, 2026
Duration 11 days
Starting from
$836
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Sunshine

6 days, round-trip The Bahamas

Departure Jan 4, 2026
Duration 6 days
Starting from
$574
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Venezia

7 days, round-trip Eastern Caribbean

Departure Jan 4, 2026
Duration 7 days
Starting from
$709
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💎 Mid-Range Deals Caribbean
Princess Cruises
Regal Princess

7 days, round-trip Western Caribbean with Mexico

Departure Jan 4, 2026
Duration 7 days
Starting from
$628
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💎 Mid-Range Deals Bahamas
Holland America Cruises
ms Eurodam

7 days, round-trip Eastern Caribbean Amber Cove Bahamas

Departure Jan 4, 2026
Duration 7 days
Starting from
$699
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💎 Mid-Range Deals Caribbean
Princess Cruises
Grand Princess

7 days, round-trip Southern Caribbean with Barbados and St. Lucia

Departure Jan 4, 2026
Duration 7 days
Starting from
$769
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Eastern Caribbean Cruise

Departure Jan 4, 2026
Duration 7 days
Starting from
$760
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Miracle

7 days, round-trip Western Caribbean

Departure Jan 4, 2026
Duration 7 days
Starting from
$679
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Pride

7 days, round-trip The Bahamas

Departure Jan 4, 2026
Duration 7 days
Starting from
$799
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Jan 4, 2026
Duration 6 days
Starting from
$768
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💎 Mid-Range Deals
Celebrity Cruises
Celebrity Beyond

7 days, round-trip St. Thomas Puerto Plata

Departure Jan 4, 2026
Duration 7 days
Starting from
$865
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Independence Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Jan 4, 2026
Duration 7 days
Starting from
$724
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Brilliance Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 4, 2026
Duration 7 days
Starting from
$828
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Liberty

7 days, round-trip The Bahamas

Departure Jan 4, 2026
Duration 7 days
Starting from
$679
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💎 Mid-Range Deals Mexico
Celebrity Cruises
Celebrity Silhouette

6 days, round-trip Grand Cayman, Mexico Key West

Departure Jan 4, 2026
Duration 6 days
Starting from
$647
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💎 Mid-Range Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Gem

12 days, round-trip Caribbean Dominican Republic Bahamas

Departure Jan 4, 2026
Duration 12 days
Starting from
$949
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💎 Mid-Range Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Breakaway

8 days, round-trip Bahamas Great Stirrup Cay, Orlando Nassau

Departure Jan 4, 2026
Duration 8 days
Starting from
$809
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💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Wonder Of The Seas

4 days, round-trip Bahamas Perfect Day Cruise

Departure Jan 5, 2026
Duration 4 days
Starting from
$639
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Sunrise

5 days, round-trip Western Caribbean

Departure Jan 5, 2026
Duration 5 days
Starting from
$504
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Horizon

6 days, round-trip Western Caribbean

Departure Jan 5, 2026
Duration 6 days
Starting from
$544
View Deal
💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Utopia Of The Seas

4 days, round-trip Bahamas Perfect Day Cruise

Departure Jan 5, 2026
Duration 4 days
Starting from
$754
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Constellation

7 days, round-trip Western Caribbean Bahamas

Departure Jan 4, 2026
Duration 7 days
Starting from
$592
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Eastern Caribbean

Departure Jan 4, 2026
Duration 7 days
Starting from
$679
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💎 Mid-Range Deals Caribbean
Princess Cruises
Sun Princess

7 days, round-trip Western Caribbean with Grand Cayman

Departure Jan 4, 2026
Duration 7 days
Starting from
$748
View Deal
💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

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

Departure Jan 4, 2026
Duration 7 days
Starting from
$749
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Jan 4, 2026
Duration 7 days
Starting from
$939
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Xcel

7 days, round-trip Bahamas, Mexico Cayman

Departure Jan 4, 2026
Duration 7 days
Starting from
$986
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Explorer Of The Seas

5 days, round-trip Eastern Caribbean Perfect Day

Departure Jan 5, 2026
Duration 5 days
Starting from
$538
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Freedom Of The Seas

5 days, round-trip Western Caribbean Cruise

Departure Jan 5, 2026
Duration 5 days
Starting from
$501
View Deal
💎 Mid-Range Deals Caribbean
Princess Cruises
Sky Princess

6 days, round-trip Eastern Caribbean with Turks Caicos

Departure Jan 5, 2026
Duration 6 days
Starting from
$618
View Deal
💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Legend

10 days, round-trip Eastern Caribbean

Departure Jan 5, 2026
Duration 10 days
Starting from
$964
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.