Caribbean Cruise Deals

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

💎 Mid-Range Deals Caribbean
Celebrity Cruises
Celebrity Constellation

7 days, round-trip Western Caribbean

Departure Nov 16, 2025
Duration 7 days
Starting from
$802
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💎 Mid-Range Deals Caribbean
Holland America Cruises
ms Eurodam

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

Departure Nov 16, 2025
Duration 7 days
Starting from
$698
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💎 Mid-Range Deals Caribbean
Princess Cruises
Regal Princess

7 days, round-trip Western Caribbean - The Love Boat Celebration at Sea

Departure Nov 16, 2025
Duration 7 days
Starting from
$698
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Beyond

7 days, round-trip Tortola, Antigua Bahamas

Departure Nov 16, 2025
Duration 7 days
Starting from
$832
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 16, 2025
Duration 7 days
Starting from
$818
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💎 Mid-Range Deals Caribbean
Princess Cruises
Grand Princess

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

Departure Nov 16, 2025
Duration 7 days
Starting from
$904
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Nov 16, 2025
Duration 7 days
Starting from
$848
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💎 Mid-Range Deals Caribbean
Princess Cruises
Majestic Princess

6 days, round-trip Western Caribbean with Mexico

Departure Nov 16, 2025
Duration 6 days
Starting from
$598
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Spirit

6 days, round-trip The Bahamas

Departure Nov 16, 2025
Duration 6 days
Starting from
$729
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Horizon

6 days, round-trip Western Caribbean

Departure Nov 16, 2025
Duration 6 days
Starting from
$564
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Independence Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 16, 2025
Duration 7 days
Starting from
$645
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Liberty

6 days, round-trip Western Caribbean

Departure Nov 16, 2025
Duration 6 days
Starting from
$539
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Eclipse

6 days, round-trip Grand Cayman, Bahamas Mexico

Departure Nov 16, 2025
Duration 6 days
Starting from
$629
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Nov 15, 2025
Duration 7 days
Starting from
$824
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💎 Mid-Range Deals Caribbean
Princess Cruises
Star Princess

7 days, round-trip Western Caribbean with Mexico

Departure Nov 15, 2025
Duration 7 days
Starting from
$899
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Nov 15, 2025
Duration 7 days
Starting from
$720
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💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Odyssey Of The Seas

7 days, round-trip Perfect Day Bahamas Cruise

Departure Nov 16, 2025
Duration 7 days
Starting from
$890
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Nov 16, 2025
Duration 6 days
Starting from
$705
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC Seaside

8 days, round-trip Caribbean Bahamas

Departure Nov 16, 2025
Duration 8 days
Starting from
$744
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💎 Mid-Range Deals Bahamas
Holland America Cruises
ms Zuiderdam

7 days, round-trip Eastern Caribbean Amber Cove Bahamas

Departure Nov 15, 2025
Duration 7 days
Starting from
$629
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Dream

6 days, round-trip Western Caribbean

Departure Nov 15, 2025
Duration 6 days
Starting from
$554
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Sunshine

6 days, round-trip The Bahamas

Departure Nov 15, 2025
Duration 6 days
Starting from
$579
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

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

Departure Nov 15, 2025
Duration 7 days
Starting from
$598
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Reflection

6 days, round-trip Grand Cayman, Bahamas Mexico

Departure Nov 15, 2025
Duration 6 days
Starting from
$646
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💎 Mid-Range Deals Mexico
Margaritaville at Sea Cruises
Margaritaville Islander

6 days, round-trip Key West Mexico

Departure Nov 18, 2025
Duration 6 days
Starting from
$601
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Nov 22, 2025
Duration 7 days
Starting from
$663
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Miracle

8 days, round-trip Western Caribbean

Departure Nov 22, 2025
Duration 8 days
Starting from
$879
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 22, 2025
Duration 7 days
Starting from
$910
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Nov 22, 2025
Duration 6 days
Starting from
$809
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💎 Mid-Range Deals Caribbean
Princess Cruises
Majestic Princess

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

Departure Nov 22, 2025
Duration 8 days
Starting from
$938
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Liberty

8 days, round-trip The Bahamas

Departure Nov 22, 2025
Duration 8 days
Starting from
$876
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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 Nov 22, 2025
Duration 8 days
Starting from
$749
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Spirit

8 days, round-trip The Bahamas

Departure Nov 22, 2025
Duration 8 days
Starting from
$979
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Sunshine

8 days, round-trip Eastern Caribbean

Departure Nov 21, 2025
Duration 8 days
Starting from
$784
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Jewel Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 22, 2025
Duration 7 days
Starting from
$819
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

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

Departure Nov 22, 2025
Duration 7 days
Starting from
$999
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Encore

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

Departure Nov 22, 2025
Duration 7 days
Starting from
$799
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💎 Mid-Range Deals Bahamas
Princess Cruises
Star Princess

7 days, round-trip Eastern Caribbean with Bahamas Holiday

Departure Nov 22, 2025
Duration 7 days
Starting from
$908
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Nov 22, 2025
Duration 7 days
Starting from
$789
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Magic

8 days, round-trip Eastern Caribbean

Departure Nov 21, 2025
Duration 8 days
Starting from
$883
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💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Vision Of The Seas

8 days, round-trip Southeast Coast Bahamas

Departure Nov 21, 2025
Duration 8 days
Starting from
$852
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Dream

8 days, round-trip The Bahamas

Departure Nov 21, 2025
Duration 8 days
Starting from
$959
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💎 Mid-Range Deals Caribbean
MSC Cruises
MSC Seascape

7 days, round-trip Western Caribbean

Departure Nov 23, 2025
Duration 7 days
Starting from
$684
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💎 Mid-Range Deals Mexico
Celebrity Cruises
Celebrity Silhouette

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

Departure Nov 23, 2025
Duration 6 days
Starting from
$859
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💎 Mid-Range Deals Caribbean
Holland America Cruises
ms Eurodam

7 days, round-trip Western Caribbean Greater Antilles Mexico

Departure Nov 23, 2025
Duration 7 days
Starting from
$799
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Dawn

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

Departure Nov 23, 2025
Duration 7 days
Starting from
$649
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💎 Mid-Range Deals Caribbean
Princess Cruises
Regal Princess

7 days, round-trip Western Caribbean with Mexico Holiday

Departure Nov 23, 2025
Duration 7 days
Starting from
$668
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💎 Mid-Range Deals Caribbean
Celebrity Cruises
Celebrity Constellation

7 days, round-trip Western Caribbean

Departure Nov 23, 2025
Duration 7 days
Starting from
$920
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Venezia

7 days, round-trip Eastern Caribbean

Departure Nov 23, 2025
Duration 7 days
Starting from
$969
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Sunrise

6 days, round-trip Western Caribbean

Departure Nov 24, 2025
Duration 6 days
Starting from
$714
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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.