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
Silversea Cruises
Silver Spirit

7 days, round-trip Bridgetown To Bridgetown

Departure Dec 8, 2025
Duration 7 days
Starting from
$2,900
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⭐ Premium Deals Caribbean
Princess Cruises
Coral Princess

14 days, round-trip Circle Caribbean Holiday

Departure Dec 8, 2025
Duration 14 days
Starting from
$1,328
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Pearl

11 days, round-trip Caribbean Curacao, Aruba Dominican Republic

Departure Dec 8, 2025
Duration 11 days
Starting from
$1,019
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

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

Departure Dec 8, 2025
Duration 4 days
Starting from
$2,314
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Mariner Of The Seas

5 days, round-trip Western Caribbean Cruise

Departure Dec 8, 2025
Duration 5 days
Starting from
$1,122
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⭐ Premium Deals
Silversea Cruises
Silver Dawn

14 days, one-way from Lisbon to Fort Lauderdale

Departure Dec 8, 2025
Duration 14 days
Starting from
$3,750
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⭐ Premium Deals
Silversea Cruises
Silver Dawn

28 days, one-way from Lisbon to Fort Lauderdale

Departure Dec 8, 2025
Duration 28 days
Starting from
$11,900
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⭐ Premium Deals
Marella Cruises
Marella Explorer

7 days, round-trip Paradise Islands

Departure Dec 7, 2025
Duration 7 days
Starting from
$2,129
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Destiny

4 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Dec 7, 2025
Duration 4 days
Starting from
$2,821
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Epic

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

Departure Dec 7, 2025
Duration 7 days
Starting from
$1,079
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⭐ Premium Deals Caribbean
Oceania Cruises
Oceania Insignia

12 days, round-trip Sunkissed Caribbean Shores Miami to Miami

Departure Dec 7, 2025
Duration 12 days
Starting from
$2,499
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Eurodam

14 days, round-trip Eastern Caribbean Bahamas San Juan

Departure Dec 7, 2025
Duration 14 days
Starting from
$1,174
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⭐ Premium Deals Caribbean
Windstar Cruises
Wind Surf

7 days, round-trip Classic Caribbean

Departure Dec 7, 2025
Duration 7 days
Starting from
$2,499
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⭐ Premium Deals Caribbean
Windstar Cruises
Wind Surf

14 days, round-trip Star Collector Caribbean Explorations

Departure Dec 7, 2025
Duration 14 days
Starting from
$4,199
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⭐ Premium Deals
Virgin Voyages Cruises
Brilliant Lady

11 days, round-trip Aruban Sunsets Calm Cayman Days

Departure Dec 7, 2025
Duration 11 days
Starting from
$2,840
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⭐ Premium Deals
Princess Cruises
Island Princess

16 days, one-way from San Francisco to Fort Lauderdale

Departure Dec 7, 2025
Duration 16 days
Starting from
$1,848
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⭐ Premium Deals
Holland America Cruises
ms Rotterdam

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

Departure Dec 7, 2025
Duration 12 days
Starting from
$1,199
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Rotterdam

21 days, round-trip Panama Canal Southern Caribbean Holiday

Departure Dec 7, 2025
Duration 21 days
Starting from
$2,124
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⭐ Premium Deals Caribbean
Princess Cruises
Sun Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Dec 7, 2025
Duration 14 days
Starting from
$1,538
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

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

Departure Dec 8, 2025
Duration 4 days
Starting from
$3,439
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⭐ Premium Deals Bahamas
Celebrity Cruises
Celebrity Xcel

7 days, round-trip Bahamas, Mexico Cayman

Departure Dec 7, 2025
Duration 7 days
Starting from
$1,230
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

8 days, round-trip Southern Caribbean Cruise

Departure Dec 12, 2025
Duration 8 days
Starting from
$1,325
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Fantasy

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

Departure Dec 12, 2025
Duration 5 days
Starting from
$2,877
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⭐ Premium Deals
Silversea Cruises
Silver Ray

11 days, round-trip FortnbspLauderdale, Florida To FortnbspLauderdale, Florida

Departure Dec 12, 2025
Duration 11 days
Starting from
$5,100
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⭐ Premium Deals Mexico
Norwegian Cruise Line Cruises
Norwegian Jewel

11 days, round-trip Panama Canal Mexico, Costa Rica Belize

Departure Dec 12, 2025
Duration 11 days
Starting from
$1,159
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Martinique

Departure Dec 11, 2025
Duration 7 days
Starting from
$1,116
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⭐ Premium Deals
Marella Cruises
Marella Discovery 2

7 days, round-trip Exotic Islands

Departure Dec 11, 2025
Duration 7 days
Starting from
$1,814
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Destiny

5 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Dec 11, 2025
Duration 5 days
Starting from
$3,940
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

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

Departure Dec 12, 2025
Duration 3 days
Starting from
$1,946
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⭐ Premium Deals
Regent Seven Seas Cruises
Seven Seas Grandeur

11 days, round-trip Rhythm Of Paradise Miami To Miami

Departure Dec 11, 2025
Duration 11 days
Starting from
$18,398
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

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

Departure Dec 12, 2025
Duration 3 days
Starting from
$1,550
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⭐ Premium Deals
Azamara Cruises
Azamara Quest

6 days, one-way from Bridgetown to San Juan

Departure Dec 13, 2025
Duration 6 days
Starting from
$1,659
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⭐ Premium Deals Caribbean
Azamara Cruises
Azamara Quest

14 days, round-trip Cruise Eastern Caribbean Cruise San Juan, St. Johns Bridgetown

Departure Dec 13, 2025
Duration 14 days
Starting from
$3,559
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⭐ 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
Cunard Cruises
Queen Elizabeth

21 days, round-trip Caribbean

Departure Dec 9, 2025
Duration 21 days
Starting from
$2,160
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Koningsdam

11 days, round-trip Eastern Caribbean Windward Leeward Islands

Departure Dec 9, 2025
Duration 11 days
Starting from
$1,199
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Koningsdam

18 days, round-trip Eastern Caribbean Leeward Islands Bahamas Holiday

Departure Dec 9, 2025
Duration 18 days
Starting from
$1,809
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⭐ Premium Deals
Virgin Voyages Cruises
Scarlet Lady

4 days, round-trip Fire Sunset Soireacutees

Departure Dec 10, 2025
Duration 4 days
Starting from
$1,522
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⭐ Premium Deals
Silversea Cruises
Silver Shadow

9 days, one-way from Bridgetown to Cartagena Colombia

Departure Dec 10, 2025
Duration 9 days
Starting from
$2,800
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⭐ Premium Deals
Regent Seven Seas Cruises
Seven Seas Mariner

10 days, round-trip Passage To Paradise Miami To Miami

Departure Dec 10, 2025
Duration 10 days
Starting from
$17,398
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Magic

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

Departure Dec 11, 2025
Duration 4 days
Starting from
$2,235
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⭐ Premium Deals Caribbean
Azamara Cruises
Azamara Onward

11 days, round-trip Cruise Eastern Caribbean Cruise St. Thomas, Sint Maarten British Virgin Islands

Departure Dec 12, 2025
Duration 11 days
Starting from
$1,789
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

9 days, one-way from Miami to Bridgetown

Departure Dec 12, 2025
Duration 9 days
Starting from
$3,975
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⭐ Premium Deals Caribbean
Celebrity Cruises
Celebrity Ascent

10 days, round-trip Ultimate Southern Caribbean

Departure Dec 12, 2025
Duration 10 days
Starting from
$5,688
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⭐ Premium Deals Caribbean
MSC Explora Journeys Cruises
MSC Explora 1

17 days, round-trip An Extended Journey of Caribbean Celebration Island Bliss

Departure Dec 12, 2025
Duration 17 days
Starting from
$8,025
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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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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.