Caribbean Cruise Deals

Discover amazing cruise deals departing in the next 6 months. Updated weekly with the latest prices from major cruise lines!

🔥

317

Budget Deals
Under $500
💎

621

Mid-Range Deals
$500-$1000
⭐

976

Premium Deals
$1000+
All Deals (832 total)
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Pacifica

7 days, round-trip Caribbean from La Romana

Departure Jan 18, 2026
Duration 7 days
Starting from
$1,009
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💎 Mid-Range Deals Mexico
Celebrity Cruises
Celebrity Silhouette

6 days, round-trip Grand Cayman, Mexico Key West

Departure Jan 18, 2026
Duration 6 days
Starting from
$626
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Liberty

7 days, round-trip Western Caribbean

Departure Jan 18, 2026
Duration 7 days
Starting from
$559
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Meraviglia

7 days, round-trip The Bahamas

Departure Jan 18, 2026
Duration 7 days
Starting from
$364
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Jan 18, 2026
Duration 7 days
Starting from
$939
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💎 Mid-Range Deals Caribbean
Princess Cruises
Regal Princess

7 days, round-trip Western Caribbean with Mexico

Departure Jan 18, 2026
Duration 7 days
Starting from
$558
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Epic

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

Departure Jan 18, 2026
Duration 7 days
Starting from
$889
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Dawn

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

Departure Jan 18, 2026
Duration 7 days
Starting from
$699
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⭐ Premium Deals
Silversea Cruises
Silver Shadow

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

Departure Jan 18, 2026
Duration 7 days
Starting from
$5,500
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Constellation

7 days, round-trip Key West Bahamas

Departure Jan 18, 2026
Duration 7 days
Starting from
$585
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⭐ Premium Deals
Windstar Cruises
Wind Surf

7 days, round-trip Jewels of the Windward Islands

Departure Jan 18, 2026
Duration 7 days
Starting from
$3,099
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

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

Departure Jan 18, 2026
Duration 7 days
Starting from
$739
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Grandiosa

6 days, round-trip Caribbean Bahamas

Departure Jan 18, 2026
Duration 6 days
Starting from
$335
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Western Caribbean

Departure Jan 18, 2026
Duration 7 days
Starting from
$644
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💎 Mid-Range Deals Caribbean
Princess Cruises
Sun Princess

7 days, round-trip Western Caribbean with Grand Cayman

Departure Jan 18, 2026
Duration 7 days
Starting from
$678
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⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Jan 18, 2026
Duration 7 days
Starting from
$1,019
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Xcel

7 days, round-trip Bahamas, Mexico Cayman

Departure Jan 18, 2026
Duration 7 days
Starting from
$835
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Rhapsody Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 24, 2026
Duration 7 days
Starting from
$613
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Jewel Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 24, 2026
Duration 7 days
Starting from
$667
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Jan 24, 2026
Duration 8 days
Starting from
$920
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 24, 2026
Duration 7 days
Starting from
$564
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 24, 2026
Duration 7 days
Starting from
$1,141
View Deal
💎 Mid-Range Deals Bahamas
Holland America Cruises
ms Zuiderdam

7 days, round-trip Eastern Caribbean Amber Cove Bahamas

Departure Jan 24, 2026
Duration 7 days
Starting from
$899
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Sunshine

8 days, round-trip Eastern Caribbean

Departure Jan 24, 2026
Duration 8 days
Starting from
$609
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⭐ Premium Deals Caribbean
Windstar Cruises
Wind Spirit

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

Departure Jan 24, 2026
Duration 7 days
Starting from
$3,299
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

8 days, round-trip Eastern Caribbean Cruise

Departure Jan 23, 2026
Duration 8 days
Starting from
$836
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💎 Mid-Range Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Guadeloupe

Departure Jan 23, 2026
Duration 7 days
Starting from
$980
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⭐ Premium Deals Caribbean
Margaritaville at Sea Cruises
Margaritaville Islander

7 days, round-trip Jamaica Western Caribbean

Departure Jan 23, 2026
Duration 7 days
Starting from
$1,335
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⭐ Premium Deals
Windstar Cruises
Star Seeker

7 days, round-trip San Juan the Virgin Islands

Departure Jan 23, 2026
Duration 7 days
Starting from
$5,599
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

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

Departure Jan 24, 2026
Duration 7 days
Starting from
$4,474
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Jan 24, 2026
Duration 7 days
Starting from
$674
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Vista

8 days, round-trip Southern Caribbean

Departure Jan 24, 2026
Duration 8 days
Starting from
$809
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Jan 24, 2026
Duration 7 days
Starting from
$1,420
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💎 Mid-Range Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Jan 24, 2026
Duration 7 days
Starting from
$822
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

7 days, one-way from San Juan to Miami

Departure Jan 21, 2026
Duration 7 days
Starting from
$4,700
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💎 Mid-Range Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Martinique

Departure Jan 22, 2026
Duration 7 days
Starting from
$981
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⭐ Premium Deals
Marella Cruises
Marella Discovery 2

7 days, round-trip Exotic Islands

Departure Jan 22, 2026
Duration 7 days
Starting from
$2,106
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💎 Mid-Range Deals Caribbean
Princess Cruises
Sky Princess

6 days, round-trip Eastern Caribbean with Turks Caicos

Departure Jan 19, 2026
Duration 6 days
Starting from
$598
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⭐ Premium Deals
Marella Cruises
Marella Discovery

7 days, round-trip Tropical Isles

Departure Jan 20, 2026
Duration 7 days
Starting from
$2,054
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⭐ Premium Deals
Seabourn Cruises
Seabourn Ovation

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

Departure Jan 24, 2026
Duration 7 days
Starting from
$4,079
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Grandiosa

7 days, round-trip Caribbean Bahamas

Departure Jan 24, 2026
Duration 7 days
Starting from
$315
View Deal
💎 Mid-Range Deals Mexico
Celebrity Cruises
Celebrity Apex

7 days, round-trip Key West, Mexico Cayman

Departure Jan 24, 2026
Duration 7 days
Starting from
$997
View Deal
💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Encore

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

Departure Jan 24, 2026
Duration 7 days
Starting from
$699
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⭐ Premium Deals
Virgin Voyages Cruises
Resilient Lady

7 days, round-trip Cayman Coves Jamaican Waterfalls

Departure Jan 24, 2026
Duration 7 days
Starting from
$2,366
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Jan 24, 2026
Duration 7 days
Starting from
$677
View Deal
💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Jan 24, 2026
Duration 7 days
Starting from
$709
View Deal
💎 Mid-Range Deals Caribbean
Princess Cruises
Star Princess

7 days, round-trip Western Caribbean with Mexico

Departure Jan 24, 2026
Duration 7 days
Starting from
$708
View Deal
⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Leeward Islands

Departure Jan 24, 2026
Duration 7 days
Starting from
$1,970
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Magic

8 days, round-trip Eastern Caribbean

Departure Jan 24, 2026
Duration 8 days
Starting from
$674
View Deal
⭐ Premium Deals
Star Clippers Cruises
Royal Clipper

7 days, round-trip Windward Islands

Departure Jan 24, 2026
Duration 7 days
Starting from
$2,030
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.