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
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Dec 13, 2025
Duration 8 days
Starting from
$1,022
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⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, one-way from Colon to Puntarenas

Departure Dec 13, 2025
Duration 7 days
Starting from
$2,799
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⭐ Premium Deals
Windstar Cruises
Wind Spirit

7 days, one-way from Colon to Oranjestad Aruba

Departure Dec 13, 2025
Duration 7 days
Starting from
$2,699
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

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

Departure Dec 13, 2025
Duration 7 days
Starting from
$5,183
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⭐ Premium Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Dec 13, 2025
Duration 7 days
Starting from
$1,226
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Dec 13, 2025
Duration 7 days
Starting from
$1,480
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⭐ 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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⭐ Premium Deals
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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⭐ Premium Deals
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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⭐ Premium Deals
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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⭐ Premium Deals Bahamas
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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⭐ 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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⭐ Premium Deals
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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 Caribbean
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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⭐ Premium Deals
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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⭐ Premium Deals
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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⭐ 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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⭐ Premium Deals
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
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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⭐ Premium Deals
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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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⭐ 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
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
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
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
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 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 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
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 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 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 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
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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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.