Caribbean Cruise Deals

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

⭐ Premium Deals
Disney Cruise Line Cruises
Disney Fantasy

5 days, round-trip Very Merrytime Bahamian Cruise From Port Canaveral

Departure Dec 21, 2025
Duration 5 days
Starting from
$5,727
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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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💎 Mid-Range Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Gem

5 days, round-trip Bahamas Great Stirrup Cay Key West

Departure Dec 21, 2025
Duration 5 days
Starting from
$747
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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
Holland America Cruises
ms Eurodam

14 days, round-trip EasternWestern Caribbean San Juan Mexico Holiday

Departure Dec 21, 2025
Duration 14 days
Starting from
$1,824
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Volendam

14 days, round-trip Eastern Caribbean Antilles Private Island Holiday

Departure Dec 21, 2025
Duration 14 days
Starting from
$1,999
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Dawn

10 days, round-trip Caribbean Curacao, Aruba Dominican Republic

Departure Dec 21, 2025
Duration 10 days
Starting from
$1,300
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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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⭐ Premium Deals Caribbean
Windstar Cruises
Wind Surf

14 days, round-trip Star Collector Caribbean Explorations

Departure Dec 21, 2025
Duration 14 days
Starting from
$5,999
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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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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Venezia

7 days, round-trip Eastern Caribbean

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,019
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⭐ Premium Deals Caribbean
MSC Explora Journeys Cruises
MSC Explora 1

13 days, round-trip An Extended Celebration Journey into New Caribbean Dawns

Departure Dec 21, 2025
Duration 13 days
Starting from
$8,680
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

16 days, one-way from Bridgetown to San Juan

Departure Dec 21, 2025
Duration 16 days
Starting from
$10,320
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

8 days, one-way from Bridgetown to Miami

Departure Dec 21, 2025
Duration 8 days
Starting from
$4,800
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Joy

5 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Dec 21, 2025
Duration 5 days
Starting from
$1,091
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Eastern Caribbean

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,179
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⭐ Premium Deals Caribbean
Princess Cruises
Sun Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Dec 21, 2025
Duration 14 days
Starting from
$2,378
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC Seashore

7 days, round-trip Caribbean Bahamas

Departure Dec 21, 2025
Duration 7 days
Starting from
$649
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⭐ Premium Deals Bahamas
MSC Cruises
MSC Seashore

12 days, round-trip Caribbean Bahamas

Departure Dec 21, 2025
Duration 12 days
Starting from
$1,674
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💎 Mid-Range Deals Caribbean
Princess Cruises
Sun Princess

7 days, round-trip Western Caribbean with Grand Cayman Holiday

Departure Dec 21, 2025
Duration 7 days
Starting from
$918
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

4 days, round-trip Very Merrytime Bahamian Cruise From Port Canaveral

Departure Dec 22, 2025
Duration 4 days
Starting from
$3,835
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Elation

5 days, round-trip The Bahamas

Departure Dec 22, 2025
Duration 5 days
Starting from
$934
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,849
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⭐ Premium Deals Bahamas
Celebrity Cruises
Celebrity Xcel

7 days, round-trip Bahamas, Mexico Cayman

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,451
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⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,579
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Zuiderdam

32 days, round-trip Ultimate Caribbean Leeward Islands Holiday

Departure Dec 23, 2025
Duration 32 days
Starting from
$4,874
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Breeze

5 days, round-trip Western Caribbean

Departure Dec 24, 2025
Duration 5 days
Starting from
$914
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⭐ Premium Deals
Princess Cruises
Island Princess

16 days, one-way from Fort Lauderdale to Los Angeles

Departure Dec 23, 2025
Duration 16 days
Starting from
$2,129
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🔥 Budget Deals
Margaritaville at Sea Cruises
Margaritaville Paradise

2 days, round-trip Grand Bahama Getaway

Departure Dec 24, 2025
Duration 2 days
Starting from
$358
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Freedom

5 days, round-trip The Bahamas

Departure Dec 24, 2025
Duration 5 days
Starting from
$859
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Martinique

Departure Dec 24, 2025
Duration 7 days
Starting from
$1,278
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Star

12 days, round-trip Caribbean Domincian Republic Grand Cayman

Departure Dec 24, 2025
Duration 12 days
Starting from
$1,532
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Magic

4 days, round-trip Very Merrytime Western Caribbean Cruise From Galveston

Departure Dec 24, 2025
Duration 4 days
Starting from
$3,619
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⭐ Premium Deals Caribbean
Virgin Voyages Cruises
Scarlet Lady

4 days, round-trip Scarlet Caribbean Holidays

Departure Dec 24, 2025
Duration 4 days
Starting from
$1,514
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

3 days, round-trip Bahamian Cruise From Port Canaveral

Departure Dec 26, 2025
Duration 3 days
Starting from
$2,756
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Pacifica

14 days, round-trip Caribbean from Guadeloupe

Departure Dec 25, 2025
Duration 14 days
Starting from
$1,957
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⭐ Premium Deals
Marella Cruises
Marella Discovery 2

7 days, round-trip Exotic Islands

Departure Dec 25, 2025
Duration 7 days
Starting from
$2,718
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⭐ Premium Deals Caribbean
Princess Cruises
Sky Princess

14 days, round-trip Eastern Caribbean Adventurer Holiday

Departure Dec 22, 2025
Duration 14 days
Starting from
$2,367
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⭐ Premium Deals Caribbean
Princess Cruises
Sky Princess

6 days, round-trip Eastern Caribbean with Turks Caicos Holiday

Departure Dec 22, 2025
Duration 6 days
Starting from
$1,228
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

7 days, one-way from Miami to San Juan

Departure Dec 22, 2025
Duration 7 days
Starting from
$4,985
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⭐ Premium Deals Caribbean
MSC Explora Journeys Cruises
MSC Explora 2

14 days, round-trip An Extended Journey of Caribbean Festivities and West Indies Coastal Wonders

Departure Dec 22, 2025
Duration 14 days
Starting from
$10,730
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⭐ Premium Deals Caribbean
Seabourn Cruises
Seabourn Ovation

12 days, round-trip Southern Caribbean Holiday Aruba, Bonaire Curacao

Departure Dec 22, 2025
Duration 12 days
Starting from
$7,241
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⭐ Premium Deals
Silversea Cruises
Silver Ray

14 days, round-trip FortnbspLauderdale, Florida To FortnbspLauderdale, Florida

Departure Dec 23, 2025
Duration 14 days
Starting from
$8,750
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⭐ Premium Deals Caribbean
MSC Cruises
MSC Virtuosa

14 days, round-trip Southern Caribbean

Departure Dec 23, 2025
Duration 14 days
Starting from
$2,889
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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.