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
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 4, 2026
Duration 7 days
Starting from
$1,007
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⭐ Premium Deals Caribbean
Cunard Cruises
Queen Victoria

35 days, round-trip Eastern Caribbean

Departure Jan 4, 2026
Duration 35 days
Starting from
$4,249
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Epic

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

Departure Jan 4, 2026
Duration 7 days
Starting from
$1,119
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⭐ Premium Deals Mexico
Norwegian Cruise Line Cruises
Norwegian Jewel

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

Departure Jan 4, 2026
Duration 11 days
Starting from
$1,179
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⭐ Premium Deals Caribbean
Windstar Cruises
Wind Surf

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

Departure Jan 4, 2026
Duration 7 days
Starting from
$3,199
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⭐ Premium Deals
Silversea Cruises
Silver Shadow

7 days, round-trip Philipsburg, St.nbspMaarten To Philipsburg, St.nbspMaarten

Departure Jan 4, 2026
Duration 7 days
Starting from
$4,900
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Dream

14 days, round-trip Caribbean Panama

Departure Jan 4, 2026
Duration 14 days
Starting from
$1,654
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⭐ Premium Deals
Holland America Cruises
ms Volendam

133 days, round-trip Grand World Voyage

Departure Jan 4, 2026
Duration 133 days
Starting from
$24,999
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

4 days, round-trip Bahamian Cruise From Port Canaveral

Departure Jan 5, 2026
Duration 4 days
Starting from
$2,764
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

4 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Jan 5, 2026
Duration 4 days
Starting from
$2,158
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Sky

9 days, round-trip Caribbean Aruba Barbados

Departure Jan 5, 2026
Duration 9 days
Starting from
$1,209
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⭐ Premium Deals
Windstar Cruises
Wind Surf

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

Departure Jan 4, 2026
Duration 14 days
Starting from
$5,399
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⭐ Premium Deals Caribbean
Windstar Cruises
Wind Surf

55 days, round-trip Star Collector Grand Caribbean Adventure

Departure Jan 4, 2026
Duration 55 days
Starting from
$21,949
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⭐ Premium Deals
Windstar Cruises
Wind Surf

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

Departure Jan 4, 2026
Duration 21 days
Starting from
$8,649
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⭐ Premium Deals
Windstar Cruises
Wind Surf

28 days, one-way from Philipsburg St Maarten to Oranjestad Aruba

Departure Jan 4, 2026
Duration 28 days
Starting from
$11,599
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⭐ Premium Deals Caribbean
Princess Cruises
Sun Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Jan 4, 2026
Duration 14 days
Starting from
$1,518
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⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Jan 4, 2026
Duration 7 days
Starting from
$1,039
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Santo Domingo

Departure Jan 5, 2026
Duration 7 days
Starting from
$1,047
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⭐ Premium Deals Caribbean
Oceania Cruises
Oceania Nautica

12 days, round-trip Azure Caribbean Miami to Miami

Departure Jan 5, 2026
Duration 12 days
Starting from
$3,499
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⭐ Premium Deals
Silversea Cruises
Silver Spirit

21 days, round-trip Bridgetown To Bridgetown

Departure Jan 5, 2026
Duration 21 days
Starting from
$10,300
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⭐ Premium Deals
Silversea Cruises
Silver Spirit

11 days, one-way from Bridgetown to Fort Lauderdale

Departure Jan 5, 2026
Duration 11 days
Starting from
$7,400
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⭐ Premium Deals
Princess Cruises
Coral Princess

16 days, one-way from Fort Lauderdale to Los Angeles

Departure Jan 5, 2026
Duration 16 days
Starting from
$1,789
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⭐ Premium Deals
Princess Cruises
Coral Princess

22 days, one-way from Fort Lauderdale to Honolulu

Departure Jan 5, 2026
Duration 22 days
Starting from
$2,769
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⭐ Premium Deals
Princess Cruises
Coral Princess

131 days, one-way from Fort Lauderdale to Los Angeles

Departure Jan 5, 2026
Duration 131 days
Starting from
$20,765
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⭐ Premium Deals
Marella Cruises
Marella Discovery 2

7 days, round-trip Exotic Islands

Departure Jan 8, 2026
Duration 7 days
Starting from
$2,151
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Destiny

4 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Jan 8, 2026
Duration 4 days
Starting from
$3,578
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⭐ Premium Deals
Oceania Cruises
Oceania Insignia

19 days, one-way from Miami to Bridgetown

Departure Jan 8, 2026
Duration 19 days
Starting from
$5,699
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Pacifica

14 days, round-trip Caribbean from Guadeloupe

Departure Jan 8, 2026
Duration 14 days
Starting from
$1,751
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⭐ Premium Deals Caribbean
Cunard Cruises
Queen Elizabeth

12 days, round-trip Eastern Caribbean

Departure Jan 8, 2026
Duration 12 days
Starting from
$1,599
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⭐ Premium Deals
Oceania Cruises
Oceania Insignia

7 days, round-trip Tropical Retreats Miami to Miami

Departure Jan 8, 2026
Duration 7 days
Starting from
$1,520
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⭐ Premium Deals Caribbean
Cunard Cruises
Queen Elizabeth

21 days, round-trip Caribbean

Departure Jan 8, 2026
Duration 21 days
Starting from
$2,411
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⭐ Premium Deals
Princess Cruises
Island Princess

16 days, one-way from Los Angeles to Fort Lauderdale

Departure Jan 8, 2026
Duration 16 days
Starting from
$1,948
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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 Jan 9, 2026
Duration 7 days
Starting from
$7,539
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

3 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Jan 9, 2026
Duration 3 days
Starting from
$1,774
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

3 days, round-trip Bahamian Cruise From Port Canaveral

Departure Jan 9, 2026
Duration 3 days
Starting from
$2,270
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Fantasy

5 days, round-trip Bahamian Cruise From Port Canaveral

Departure Jan 9, 2026
Duration 5 days
Starting from
$3,087
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⭐ Premium Deals
Silversea Cruises
Silver Ray

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

Departure Jan 6, 2026
Duration 10 days
Starting from
$7,800
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⭐ Premium Deals Caribbean
MSC Explora Journeys Cruises
MSC Explora 1

15 days, round-trip An Extended Journey through Caribbean Cinematic Paradise

Departure Jan 6, 2026
Duration 15 days
Starting from
$7,920
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⭐ Premium Deals
Azamara Cruises
Azamara Onward

15 days, one-way from Miami to Callao-Lima

Departure Jan 6, 2026
Duration 15 days
Starting from
$4,919
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⭐ Premium Deals
Cunard Cruises
Queen Anne

116 days, round-trip Full World Voyage

Departure Jan 6, 2026
Duration 116 days
Starting from
$20,429
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

7 days, one-way from San Juan to Miami

Departure Jan 6, 2026
Duration 7 days
Starting from
$3,690
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Magic

4 days, round-trip Western Caribbean Cruise From Galveston

Departure Jan 7, 2026
Duration 4 days
Starting from
$1,888
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⭐ Premium Deals Caribbean
Princess Cruises
Enchanted Princess

10 days, round-trip Eastern Caribbean with St. Kitts

Departure Jan 6, 2026
Duration 10 days
Starting from
$1,498
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⭐ Premium Deals Caribbean
Princess Cruises
Enchanted Princess

20 days, round-trip Caribbean Explorer

Departure Jan 6, 2026
Duration 20 days
Starting from
$3,127
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⭐ Premium Deals
Virgin Voyages Cruises
Scarlet Lady

4 days, round-trip Fire Sunset Soireacutees

Departure Jan 7, 2026
Duration 4 days
Starting from
$1,352
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

10 days, round-trip A Journey to the Land Bridge Connecting the Americas

Departure Jan 5, 2026
Duration 10 days
Starting from
$6,165
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Getaway

10 days, round-trip Caribbean Dominican Republic Antigua

Departure Jan 5, 2026
Duration 10 days
Starting from
$1,049
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⭐ Premium Deals
MSC Cruises
MSC Magnifica

118 days, round-trip World Cruise

Departure Jan 5, 2026
Duration 118 days
Starting from
$16,806
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⭐ Premium Deals Caribbean
MSC Explora Journeys Cruises
MSC Explora 2

20 days, round-trip An Extended Journey from Panamas Gateway to Caribbean Paradise

Departure Jan 5, 2026
Duration 20 days
Starting from
$11,700
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⭐ Premium Deals
Silversea Cruises
Silver Dawn

13 days, one-way from Fort Lauderdale to Callao-Lima

Departure Jan 6, 2026
Duration 13 days
Starting from
$11,100
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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.