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
Carnival Cruise Line Cruises
Carnival Sunshine

8 days, round-trip Eastern Caribbean

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,459
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Viva

7 days, round-trip Caribbean Harvest Caye, Cozumel Roatan

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,809
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⭐ Premium Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,710
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⭐ Premium Deals Bahamas
Royal Caribbean Cruises
Odyssey Of The Seas

7 days, round-trip Perfect Day Bahamas Cruise

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,218
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,731
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Rhapsody Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Dec 28, 2025
Duration 6 days
Starting from
$917
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Dec 28, 2025
Duration 6 days
Starting from
$1,514
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,165
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Miracle

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,209
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Horizon

8 days, round-trip Southern Caribbean

Departure Dec 28, 2025
Duration 8 days
Starting from
$1,189
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⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

7 days, round-trip Southern Caribbean with Barbados and Antigua Holiday

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,044
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,570
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Koningsdam

7 days, round-trip Eastern Caribbean San Juan St. Thomas Holiday

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,449
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Nieuw Statendam

7 days, round-trip Eastern Caribbean Holiday Amber Cove Bahamas

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,199
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Encore

7 days, round-trip Caribbean Harvest Caye, Cozumel Roatan

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,549
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⭐ Premium Deals
Celebrity Cruises
Celebrity Apex

7 days, round-trip Key West, Cayman Perfect Day Holiday

Departure Dec 27, 2025
Duration 7 days
Starting from
$2,011
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,719
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⭐ Premium Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,589
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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 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 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
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 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
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 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
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 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
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
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
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
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 Caribbean
Celebrity Cruises
Celebrity Constellation

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,051
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Venezia

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,214
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

7 days, round-trip Caribbean Harvest Caye, Cozumel Roatan

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,439
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Seashore

7 days, round-trip Caribbean Bahamas

Departure Jan 2, 2026
Duration 7 days
Starting from
$492
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,639
View Deal
💎 Mid-Range Deals Caribbean
Princess Cruises
Majestic Princess

8 days, round-trip Eastern Caribbean with St. Thomas

Departure Jan 3, 2026
Duration 8 days
Starting from
$840
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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.