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 (410 total)
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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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⭐ 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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⭐ 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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⭐ 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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⭐ 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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⭐ 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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⭐ 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
View Deal
⭐ 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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⭐ 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
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
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
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
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
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

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
Marella Cruises
Marella Discovery

7 days, round-trip Caribbean Charms

Departure Dec 23, 2025
Duration 7 days
Starting from
$2,617
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⭐ Premium Deals
Crystal Cruises
Crystal Serenity

8 days, one-way from Fort Lauderdale to Puntarenas

Departure Dec 22, 2025
Duration 8 days
Starting from
$5,500
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⭐ Premium Deals
Silversea Cruises
Silver Spirit

7 days, one-way from Bridgetown to San Juan

Departure Dec 22, 2025
Duration 7 days
Starting from
$4,900
View Deal
⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Santo Domingo

Departure Dec 22, 2025
Duration 7 days
Starting from
$1,300
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⭐ Premium Deals Bahamas
MSC Cruises
MSC Seaside

7 days, round-trip Caribbean Bahamas

Departure Dec 26, 2025
Duration 7 days
Starting from
$1,378
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

8 days, round-trip Eastern Caribbean Cruise

Departure Dec 26, 2025
Duration 8 days
Starting from
$1,560
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Guadeloupe

Departure Dec 26, 2025
Duration 7 days
Starting from
$1,276
View Deal
⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

7 days, round-trip Western Caribbean Cruise From Port Canaveral

Departure Dec 27, 2025
Duration 7 days
Starting from
$10,237
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⭐ Premium Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,485
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,564
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Vista

8 days, round-trip Southern Caribbean

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,399
View Deal
⭐ Premium Deals
Marella Cruises
Marella Explorer

7 days, round-trip A Taste Of The Tropics

Departure Dec 28, 2025
Duration 7 days
Starting from
$3,516
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Brilliance Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,721
View Deal
⭐ 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
View Deal
⭐ 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
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.