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 Caribbean
Princess Cruises
Star Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Dec 27, 2025
Duration 14 days
Starting from
$2,228
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⭐ Premium Deals Caribbean
Princess Cruises
Star Princess

7 days, round-trip Western Caribbean with Mexico Holiday

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,378
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

4 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Dec 29, 2025
Duration 4 days
Starting from
$5,199
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Sky

7 days, round-trip Caribbean Curacao, Aruba Bonaire

Departure Dec 29, 2025
Duration 7 days
Starting from
$1,846
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Mariner Of The Seas

7 days, round-trip Western Caribbean Holiday

Departure Dec 29, 2025
Duration 7 days
Starting from
$1,110
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⭐ Premium Deals Bahamas
Royal Caribbean Cruises
Wonder Of The Seas

4 days, round-trip Bahamas Perfect Day Cruise

Departure Dec 29, 2025
Duration 4 days
Starting from
$1,231
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⭐ Premium Deals Bahamas
Royal Caribbean Cruises
Utopia Of The Seas

4 days, round-trip Bahamas Perfect Day Cruise

Departure Dec 29, 2025
Duration 4 days
Starting from
$1,377
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Freedom

5 days, round-trip Eastern Caribbean

Departure Dec 29, 2025
Duration 5 days
Starting from
$1,149
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⭐ Premium Deals Bahamas
Celebrity Cruises
Celebrity Reflection

4 days, round-trip Key West Bahamas

Departure Dec 29, 2025
Duration 4 days
Starting from
$1,014
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Santo Domingo

Departure Dec 29, 2025
Duration 7 days
Starting from
$1,228
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

8 days, round-trip Caribbean from Martinique

Departure Dec 31, 2025
Duration 8 days
Starting from
$1,256
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Fantasy

4 days, round-trip Bahamian Cruise From Port Canaveral

Departure Dec 31, 2025
Duration 4 days
Starting from
$3,549
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⭐ Premium Deals
Marella Cruises
Marella Discovery 2

7 days, round-trip Cocktails And Coconuts

Departure Jan 1, 2026
Duration 7 days
Starting from
$2,358
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⭐ Premium Deals
Lindblad Expeditions Cruises
National Geographic Quest

7 days, one-way from Puntarenas to Panama City

Departure Jan 2, 2026
Duration 7 days
Starting from
$7,546
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

3 days, round-trip Bahamian Cruise From Port Canaveral

Departure Jan 2, 2026
Duration 3 days
Starting from
$2,618
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Eastern Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,504
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⭐ Premium Deals Caribbean
Princess Cruises
Sky Princess

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

Departure Dec 28, 2025
Duration 8 days
Starting from
$1,218
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⭐ Premium Deals Caribbean
Princess Cruises
Sky Princess

14 days, round-trip Eastern Caribbean Adventurer Holiday

Departure Dec 28, 2025
Duration 14 days
Starting from
$1,787
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⭐ Premium Deals
Holland America Cruises
ms Rotterdam

12 days, round-trip Panama Canal Holiday Costa Rica Greater Antilles

Departure Dec 28, 2025
Duration 12 days
Starting from
$1,599
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Rotterdam

21 days, round-trip Panama Canal Southern Caribbean Holiday

Departure Dec 28, 2025
Duration 21 days
Starting from
$2,464
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⭐ Premium Deals Caribbean
Princess Cruises
Sun Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Dec 28, 2025
Duration 14 days
Starting from
$2,198
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⭐ Premium Deals Caribbean
Princess Cruises
Sun Princess

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

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,398
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⭐ Premium Deals
Celebrity Cruises
Celebrity Xcel

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

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,006
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⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,229
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

4 days, round-trip Bahamian Cruise From Port Canaveral

Departure Dec 29, 2025
Duration 4 days
Starting from
$5,555
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,349
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⭐ Premium Deals
Viking Cruises
Viking Sea

10 days, round-trip West Indies Explorer

Departure Dec 29, 2025
Duration 10 days
Starting from
$5,399
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⭐ Premium Deals
Oceania Cruises
Oceania Insignia

10 days, round-trip Maya Isle Mementos Miami to Miami

Departure Dec 29, 2025
Duration 10 days
Starting from
$2,480
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

8 days, one-way from Miami to San Juan

Departure Dec 29, 2025
Duration 8 days
Starting from
$5,640
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⭐ Premium Deals
Silversea Cruises
Silver Spirit

7 days, one-way from San Juan to Bridgetown

Departure Dec 29, 2025
Duration 7 days
Starting from
$4,800
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⭐ Premium Deals Caribbean
MSC Explora Journeys Cruises
MSC Explora 1

15 days, round-trip An Extended Journey into Shimmering New Dawns and Caribbean Secrets

Departure Dec 29, 2025
Duration 15 days
Starting from
$8,760
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⭐ Premium Deals Mexico
Margaritaville at Sea Cruises
Margaritaville Islander

6 days, round-trip Key West Mexico

Departure Dec 30, 2025
Duration 6 days
Starting from
$2,047
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

7 days, one-way from San Juan to Miami

Departure Dec 29, 2025
Duration 7 days
Starting from
$5,890
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

17 days, one-way from San Juan to Miami

Departure Dec 29, 2025
Duration 17 days
Starting from
$11,115
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Destiny

5 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Dec 30, 2025
Duration 5 days
Starting from
$7,275
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⭐ Premium Deals Caribbean
Cunard Cruises
Queen Elizabeth

9 days, round-trip Western Caribbean

Departure Dec 30, 2025
Duration 9 days
Starting from
$1,229
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⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Joy

4 days, round-trip Bahamas Great Stirrup Cay Nassau

Departure Dec 30, 2025
Duration 4 days
Starting from
$1,052
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⭐ Premium Deals
Marella Cruises
Marella Discovery

7 days, round-trip Tropical Isles

Departure Dec 30, 2025
Duration 7 days
Starting from
$2,553
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⭐ Premium Deals Caribbean
Cunard Cruises
Queen Elizabeth

21 days, round-trip Caribbean

Departure Dec 30, 2025
Duration 21 days
Starting from
$2,238
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Liberty

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,178
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⭐ Premium Deals Bahamas
Celebrity Cruises
Celebrity Eclipse

6 days, round-trip Grand Cayman, Bahamas Mexico

Departure Dec 28, 2025
Duration 6 days
Starting from
$1,219
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⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Dec 28, 2025
Duration 14 days
Starting from
$1,999
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⭐ Premium Deals
Celebrity Cruises
Celebrity Beyond

7 days, round-trip St. Thomas Puerto Plata

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,268
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⭐ Premium Deals Bahamas
Carnival Cruise Line Cruises
Carnival Spirit

8 days, round-trip The Bahamas

Departure Dec 28, 2025
Duration 8 days
Starting from
$1,199
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Eurodam

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

Departure Dec 28, 2025
Duration 14 days
Starting from
$1,544
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⭐ Premium Deals
Silversea Cruises
Silver Shadow

7 days, one-way from Bridgetown to Philipsburg St Maarten

Departure Dec 28, 2025
Duration 7 days
Starting from
$6,700
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Eurodam

7 days, round-trip Western Caribbean Greater Antilles Mexico Holiday

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,099
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Epic

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

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,899
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⭐ Premium Deals Caribbean
Windstar Cruises
Wind Surf

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

Departure Dec 28, 2025
Duration 7 days
Starting from
$3,599
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⭐ Premium Deals
Windstar Cruises
Star Seeker

16 days, one-way from Malaga to Miami

Departure Dec 28, 2025
Duration 16 days
Starting from
$5,149
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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.