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
Royal Caribbean Cruises
Enchantment Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Dec 20, 2025
Duration 7 days
Starting from
$856
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⭐ Premium Deals
Azamara Cruises
Azamara Quest

8 days, one-way from San Juan to Bridgetown

Departure Dec 19, 2025
Duration 8 days
Starting from
$1,829
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Sunshine

8 days, round-trip Eastern Caribbean

Departure Dec 19, 2025
Duration 8 days
Starting from
$1,084
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⭐ Premium Deals Bahamas
Royal Caribbean Cruises
Vision Of The Seas

8 days, round-trip Southeast Coast Bahamas

Departure Dec 19, 2025
Duration 8 days
Starting from
$1,070
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Guadeloupe

Departure Dec 19, 2025
Duration 7 days
Starting from
$1,132
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⭐ Premium Deals Caribbean
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip Valiant Caribbean Holidays

Departure Dec 20, 2025
Duration 7 days
Starting from
$2,590
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⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Treasure Islands Christmas Cruise

Departure Dec 20, 2025
Duration 7 days
Starting from
$1,970
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⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

8 days, round-trip Eastern Caribbean with Puerto Rico Holiday

Departure Dec 20, 2025
Duration 8 days
Starting from
$1,020
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

6 days, round-trip Western Caribbean Perfect Day

Departure Dec 20, 2025
Duration 6 days
Starting from
$916
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Liberty

8 days, round-trip The Bahamas

Departure Dec 20, 2025
Duration 8 days
Starting from
$894
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⭐ Premium Deals Bahamas
Carnival Cruise Line Cruises
Carnival Spirit

8 days, round-trip The Bahamas

Departure Dec 20, 2025
Duration 8 days
Starting from
$1,004
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⭐ Premium Deals
Celebrity Cruises
Celebrity Eclipse

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

Departure Dec 20, 2025
Duration 8 days
Starting from
$1,421
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💎 Mid-Range Deals Bahamas
Holland America Cruises
ms Koningsdam

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

Departure Dec 20, 2025
Duration 7 days
Starting from
$899
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC Grandiosa

7 days, round-trip Caribbean Bahamas

Departure Dec 20, 2025
Duration 7 days
Starting from
$658
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Encore

7 days, round-trip Caribbean Great Stirrup Harvest Caye

Departure Dec 20, 2025
Duration 7 days
Starting from
$1,099
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⭐ Premium Deals Caribbean
Virgin Voyages Cruises
Resilient Lady

7 days, round-trip Resilient Caribbean Holidays

Departure Dec 20, 2025
Duration 7 days
Starting from
$2,926
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💎 Mid-Range Deals Caribbean
Holland America Cruises
ms Nieuw Statendam

7 days, round-trip Western Caribbean Mexico Holiday

Departure Dec 20, 2025
Duration 7 days
Starting from
$899
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⭐ Premium Deals
Celebrity Cruises
Celebrity Apex

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

Departure Dec 20, 2025
Duration 7 days
Starting from
$1,449
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⭐ Premium Deals Bahamas
Princess Cruises
Star Princess

7 days, round-trip Eastern Caribbean with Bahamas Holiday

Departure Dec 20, 2025
Duration 7 days
Starting from
$1,028
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Dec 20, 2025
Duration 7 days
Starting from
$1,299
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⭐ Premium Deals
Emerald Cruises
Emerald Azzurra

6 days, one-way from San Juan to Montserrat Island UK

Departure Dec 20, 2025
Duration 6 days
Starting from
$4,829
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

6 days, round-trip Caribbean Perfect Holiday

Departure Dec 21, 2025
Duration 6 days
Starting from
$986
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💎 Mid-Range Deals Caribbean
MSC Cruises
MSC Seascape

7 days, round-trip Western Caribbean

Departure Dec 21, 2025
Duration 7 days
Starting from
$764
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Brilliance Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 21, 2025
Duration 7 days
Starting from
$966
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Independence Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,119
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💎 Mid-Range Deals Caribbean
Costa Cruises
Costa Pacifica

7 days, round-trip Caribbean from La Romana

Departure Dec 21, 2025
Duration 7 days
Starting from
$651
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⭐ Premium Deals Bahamas
Carnival Cruise Line Cruises
Carnival Pride

7 days, round-trip The Bahamas

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,259
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC Meraviglia

7 days, round-trip The Bahamas

Departure Dec 21, 2025
Duration 7 days
Starting from
$780
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Beyond

7 days, round-trip Antigua, USVI Bahamas Holiday

Departure Dec 21, 2025
Duration 7 days
Starting from
$996
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💎 Mid-Range Deals Caribbean
Princess Cruises
Regal Princess

7 days, round-trip Western Caribbean with Mexico Holiday

Departure Dec 21, 2025
Duration 7 days
Starting from
$758
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,176
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Sky

7 days, round-trip Caribbean Curacao, Aruba Bonaire

Departure Dec 22, 2025
Duration 7 days
Starting from
$1,179
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Mariner Of The Seas

7 days, round-trip Western Caribbean Holiday

Departure Dec 22, 2025
Duration 7 days
Starting from
$1,035
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⭐ Premium Deals
Emerald Cruises
Emerald Sakara

7 days, one-way from Bridgetown to Marigot

Departure Dec 20, 2025
Duration 7 days
Starting from
$4,783
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⭐ Premium Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Dec 20, 2025
Duration 7 days
Starting from
$1,068
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Viva

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

Departure Dec 20, 2025
Duration 7 days
Starting from
$1,479
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Rhapsody Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Dec 21, 2025
Duration 7 days
Starting from
$666
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⭐ Premium Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,651
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⭐ Premium Deals Bahamas
Royal Caribbean Cruises
Odyssey Of The Seas

7 days, round-trip Perfect Day Bahamas Cruise

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,392
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Eastern Caribbean Cruise

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,360
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,508
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⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

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

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,215
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,964
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⭐ Premium Deals
Marella Cruises
Marella Explorer

7 days, round-trip Paradise Islands

Departure Dec 21, 2025
Duration 7 days
Starting from
$2,907
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💎 Mid-Range Deals Mexico
Celebrity Cruises
Celebrity Silhouette

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

Departure Dec 21, 2025
Duration 6 days
Starting from
$949
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💎 Mid-Range Deals Caribbean
Holland America Cruises
ms Eurodam

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

Departure Dec 21, 2025
Duration 7 days
Starting from
$949
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Epic

7 days, round-trip Caribbean Barbados, Antigua St. Lucia

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,129
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

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

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,159
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⭐ Premium Deals Caribbean
Windstar Cruises
Wind Surf

7 days, round-trip Classic Caribbean

Departure Dec 21, 2025
Duration 7 days
Starting from
$3,399
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Constellation

7 days, round-trip Key West Bahamas Holiday

Departure Dec 21, 2025
Duration 7 days
Starting from
$873
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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.