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
Celebrity Cruises
Celebrity Xcel

7 days, round-trip Puerto Plata, St. Thomas St. Maarten

Departure Dec 14, 2025
Duration 7 days
Starting from
$1,194
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⭐ Premium Deals Caribbean
Princess Cruises
Sun Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Dec 14, 2025
Duration 14 days
Starting from
$1,808
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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 15, 2025
Duration 4 days
Starting from
$1,923
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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 15, 2025
Duration 4 days
Starting from
$3,463
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Destiny

5 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Dec 16, 2025
Duration 5 days
Starting from
$4,253
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⭐ Premium Deals Caribbean
Marella Cruises
Marella Discovery

7 days, round-trip Colours Of The Caribbean

Departure Dec 16, 2025
Duration 7 days
Starting from
$1,599
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⭐ Premium Deals Caribbean
Princess Cruises
Enchanted Princess

10 days, round-trip Southern Caribbean with St. Kitts Holiday

Departure Dec 17, 2025
Duration 10 days
Starting from
$1,038
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Fantasy

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

Departure Dec 17, 2025
Duration 4 days
Starting from
$2,653
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⭐ Premium Deals Caribbean
Oceania Cruises
Oceania Nautica

10 days, round-trip Caribbean Elegance Miami to Miami

Departure Dec 17, 2025
Duration 10 days
Starting from
$2,100
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⭐ Premium Deals Caribbean
Princess Cruises
Enchanted Princess

20 days, round-trip Caribbean Explorer Holiday

Departure Dec 17, 2025
Duration 20 days
Starting from
$3,097
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⭐ Premium Deals Bahamas
MSC Cruises
MSC Divina

17 days, round-trip Caribbean Bahamas

Departure Dec 18, 2025
Duration 17 days
Starting from
$1,524
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⭐ Premium Deals
Marella Cruises
Marella Discovery 2

7 days, round-trip Cocktails And Coconuts

Departure Dec 18, 2025
Duration 7 days
Starting from
$2,334
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⭐ Premium Deals Caribbean
Celebrity Cruises
Celebrity Summit

9 days, round-trip Eastern Caribbean Holiday

Departure Dec 18, 2025
Duration 9 days
Starting from
$1,126
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⭐ Premium Deals Caribbean
Cunard Cruises
Queen Elizabeth

12 days, round-trip Eastern Caribbean Celebration

Departure Dec 18, 2025
Duration 12 days
Starting from
$1,499
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⭐ Premium Deals Caribbean
Virgin Voyages Cruises
Brilliant Lady

8 days, round-trip Brilliant Caribbean Holidays

Departure Dec 18, 2025
Duration 8 days
Starting from
$2,384
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

4 days, round-trip Very Merrytime Bahamian Cruise From Fort Lauderdale

Departure Dec 15, 2025
Duration 4 days
Starting from
$2,046
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⭐ Premium Deals Caribbean
Cunard Cruises
Queen Mary 2

27 days, round-trip Transatlantic Crossing And Caribbean Celebration

Departure Dec 15, 2025
Duration 27 days
Starting from
$4,142
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⭐ Premium Deals
Silversea Cruises
Silver Spirit

7 days, round-trip Bridgetown To Bridgetown

Departure Dec 15, 2025
Duration 7 days
Starting from
$2,400
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⭐ Premium Deals
Cunard Cruises
Queen Mary 2

19 days, one-way from Southampton to New York

Departure Dec 15, 2025
Duration 19 days
Starting from
$2,939
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

8 days, round-trip Eastern Caribbean Perfect Day

Departure Dec 20, 2025
Duration 8 days
Starting from
$1,542
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Horizon

8 days, round-trip Southern Caribbean

Departure Dec 20, 2025
Duration 8 days
Starting from
$1,199
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Miracle

8 days, round-trip Western Caribbean

Departure Dec 20, 2025
Duration 8 days
Starting from
$1,044
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 20, 2025
Duration 7 days
Starting from
$1,261
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⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, one-way from Puntarenas to Colon

Departure Dec 20, 2025
Duration 7 days
Starting from
$2,378
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⭐ Premium Deals
Star Clippers Cruises
Royal Clipper

7 days, round-trip Grenadine Islands Christmas Cruise

Departure Dec 20, 2025
Duration 7 days
Starting from
$2,030
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⭐ Premium Deals
Windstar Cruises
Wind Spirit

8 days, one-way from Oranjestad Aruba to Bridgetown

Departure Dec 20, 2025
Duration 8 days
Starting from
$3,299
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⭐ Premium Deals
Windstar Cruises
Wind Spirit

15 days, one-way from Oranjestad Aruba to Bridgetown

Departure Dec 20, 2025
Duration 15 days
Starting from
$5,699
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⭐ Premium Deals
Virgin Voyages Cruises
Scarlet Lady

5 days, round-trip Miami, Grand Turk back

Departure Dec 19, 2025
Duration 5 days
Starting from
$1,800
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Rotterdam

9 days, round-trip Southern Caribbean Holiday Abc Islands

Departure Dec 19, 2025
Duration 9 days
Starting from
$1,199
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Rotterdam

21 days, round-trip Southern Caribbean Panama Canal Holiday

Departure Dec 19, 2025
Duration 21 days
Starting from
$2,459
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

7 days, round-trip Very Merrytime Eastern Caribbean Cruise From Port Canaveral

Departure Dec 20, 2025
Duration 7 days
Starting from
$7,785
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Dec 20, 2025
Duration 7 days
Starting from
$1,284
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⭐ Premium Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Dec 20, 2025
Duration 7 days
Starting from
$1,137
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Dec 20, 2025
Duration 7 days
Starting from
$1,981
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⭐ Premium Deals Bahamas
Royal Caribbean Cruises
Utopia Of The Seas

3 days, round-trip Bahamas Perfect Day Cruise

Departure Dec 19, 2025
Duration 3 days
Starting from
$1,009
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⭐ Premium Deals
Viking Cruises
Viking Sky

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

Departure Dec 19, 2025
Duration 17 days
Starting from
$5,999
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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
Azamara Cruises
Azamara Quest

18 days, one-way from San Juan to Miami

Departure Dec 19, 2025
Duration 18 days
Starting from
$4,819
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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
Silversea Cruises
Silver Shadow

9 days, one-way from Cartagena Colombia to Bridgetown

Departure Dec 19, 2025
Duration 9 days
Starting from
$3,450
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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
Oceania Cruises
Oceania Insignia

10 days, round-trip Yachting Treasures Miami to Miami

Departure Dec 19, 2025
Duration 10 days
Starting from
$2,400
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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 Caribbean
Princess Cruises
Majestic Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Dec 20, 2025
Duration 14 days
Starting from
$2,179
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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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⭐ 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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⭐ Premium Deals
Regent Seven Seas Cruises
Seven Seas Mariner

21 days, round-trip Island Rhythm Coastal Charm Miami To Miami

Departure Dec 20, 2025
Duration 21 days
Starting from
$33,998
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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.