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
Crystal Cruises
Crystal Serenity

8 days, one-way from Cartagena Colombia to Fort Lauderdale

Departure Dec 14, 2025
Duration 8 days
Starting from
$4,200
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Princess Cruises
Majestic Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Dec 14, 2025
Duration 14 days
Starting from
$1,499
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Marella Cruises
Marella Explorer

7 days, round-trip A Taste Of The Tropics

Departure Dec 14, 2025
Duration 7 days
Starting from
$1,982
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Holland America Cruises
ms Nieuw Statendam

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

Departure Dec 13, 2025
Duration 14 days
Starting from
$1,424
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⭐ Premium Deals Bahamas
MSC Cruises
MSC Grandiosa

14 days, round-trip Caribbean Bahamas

Departure Dec 13, 2025
Duration 14 days
Starting from
$1,077
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Virgin Voyages Cruises
Resilient Lady

7 days, round-trip Cayman Coves Jamaican Waterfalls

Departure Dec 13, 2025
Duration 7 days
Starting from
$1,668
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Emerald Cruises
Emerald Azzurra

6 days, one-way from Barbuda Island to San Juan

Departure Dec 13, 2025
Duration 6 days
Starting from
$4,679
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Celebrity Cruises
Celebrity Apex

7 days, round-trip Key West, Bahamas Grand Turk

Departure Dec 13, 2025
Duration 7 days
Starting from
$1,052
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Emerald Cruises
Emerald Azzurra

12 days, one-way from Barbuda Island to Montserrat Island UK

Departure Dec 13, 2025
Duration 12 days
Starting from
$8,945
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Princess Cruises
Star Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Dec 13, 2025
Duration 14 days
Starting from
$1,788
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MSC Cruises
MSC World America

14 days, round-trip Eastern Western Caribbean

Departure Dec 13, 2025
Duration 14 days
Starting from
$1,591
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⭐ Premium Deals
Lindblad Expeditions Cruises
National Geographic Quest

7 days, round-trip 7 Night The Panama Canal Pearl Islands and Darien Jungle Tropical Wonders and Vibrant Cultures Cruise

Departure Dec 14, 2025
Duration 7 days
Starting from
$7,315
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Emerald Cruises
Emerald Sakara

14 days, one-way from Bridgetown to Marigot

Departure Dec 13, 2025
Duration 14 days
Starting from
$9,382
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Emerald Cruises
Emerald Sakara

7 days, round-trip Grenadines Windwards yachting

Departure Dec 13, 2025
Duration 7 days
Starting from
$4,379
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Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 14, 2025
Duration 7 days
Starting from
$1,840
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Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Dec 14, 2025
Duration 7 days
Starting from
$1,865
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MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Dec 14, 2025
Duration 7 days
Starting from
$1,015
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Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Dec 14, 2025
Duration 14 days
Starting from
$1,729
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Windstar Cruises
Wind Surf

7 days, round-trip Beach Fun Sun A Remote Caribbean Getaway

Departure Dec 14, 2025
Duration 7 days
Starting from
$2,699
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Eurodam

14 days, round-trip Eastern Caribbean Bahamas San Juan Holiday

Departure Dec 14, 2025
Duration 14 days
Starting from
$1,384
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Norwegian Cruise Line Cruises
Norwegian Epic

7 days, round-trip Caribbean Curacao Aruba

Departure Dec 14, 2025
Duration 7 days
Starting from
$1,179
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Windstar Cruises
Wind Surf

14 days, round-trip Star Collector Caribbean Explorations

Departure Dec 14, 2025
Duration 14 days
Starting from
$4,899
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Seabourn Cruises
Seabourn Ovation

8 days, one-way from San Juan to Bridgetown

Departure Dec 14, 2025
Duration 8 days
Starting from
$3,399
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Virgin Voyages Cruises
Scarlet Lady

5 days, round-trip Riviera Maya

Departure Dec 14, 2025
Duration 5 days
Starting from
$1,090
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MSC Explora Journeys Cruises
MSC Explora 2

8 days, one-way from Bridgetown to Miami

Departure Dec 14, 2025
Duration 8 days
Starting from
$4,440
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Seabourn Cruises
Seabourn Ovation

20 days, one-way from San Juan to Bridgetown

Departure Dec 14, 2025
Duration 20 days
Starting from
$11,261
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⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip St. Lucia, St. Maarten, Barbados More

Departure Dec 13, 2025
Duration 7 days
Starting from
$1,806
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Star Clippers Cruises
Star Flyer

7 days, round-trip Leeward Islands

Departure Dec 13, 2025
Duration 7 days
Starting from
$1,970
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Zuiderdam

21 days, round-trip Southern Eastern Caribbean Abc Leeward Holiday

Departure Dec 13, 2025
Duration 21 days
Starting from
$2,409
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Celebrity Cruises
Celebrity Silhouette

8 days, round-trip Aruba, Curacao Bonaire

Departure Dec 13, 2025
Duration 8 days
Starting from
$1,263
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Star Clippers Cruises
Star Clipper

7 days, one-way from Panama City to Puntarenas

Departure Dec 13, 2025
Duration 7 days
Starting from
$1,970
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MSC Cruises
MSC Seashore

10 days, round-trip Caribbean Bahamas

Departure Dec 18, 2025
Duration 10 days
Starting from
$1,089
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Cunard Cruises
Queen Elizabeth

21 days, round-trip Caribbean Celebration

Departure Dec 18, 2025
Duration 21 days
Starting from
$2,535
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Disney Cruise Line Cruises
Disney Magic

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

Departure Dec 19, 2025
Duration 5 days
Starting from
$3,825
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Disney Cruise Line Cruises
Disney Wish

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

Departure Dec 19, 2025
Duration 3 days
Starting from
$3,338
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Carnival Cruise Line Cruises
Carnival Vista

8 days, round-trip Eastern Caribbean

Departure Dec 19, 2025
Duration 8 days
Starting from
$1,047
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MSC Cruises
MSC Seaside

14 days, round-trip Caribbean Bahamas

Departure Dec 19, 2025
Duration 14 days
Starting from
$1,570
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Disney Cruise Line Cruises
Disney Dream

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

Departure Dec 19, 2025
Duration 3 days
Starting from
$1,940
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MSC Explora Journeys Cruises
MSC Explora 2

15 days, one-way from Bridgetown to San Juan

Departure Dec 14, 2025
Duration 15 days
Starting from
$7,985
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Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Dec 14, 2025
Duration 7 days
Starting from
$1,069
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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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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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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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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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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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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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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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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.