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
Costa Cruises
Costa Pacifica

14 days, round-trip Caribbean from La Romana

Departure Jan 4, 2026
Duration 14 days
Starting from
$1,784
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⭐ Premium Deals
Virgin Voyages Cruises
Brilliant Lady

11 days, round-trip Aruba, Bonaire, Colombia, Jamaica More

Departure Jan 4, 2026
Duration 11 days
Starting from
$3,632
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⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Jan 4, 2026
Duration 14 days
Starting from
$1,393
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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
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 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
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 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

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 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
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
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
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
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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⭐ Premium Deals
Azamara Cruises
Azamara Quest

11 days, one-way from Miami to Bridgetown

Departure Jan 6, 2026
Duration 11 days
Starting from
$3,329
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Rotterdam

9 days, round-trip Southern Caribbean Abc Islands With History Channel

Departure Jan 9, 2026
Duration 9 days
Starting from
$1,199
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⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Jan 11, 2026
Duration 14 days
Starting from
$1,249
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Pride

14 days, round-trip Caribbean Panama

Departure Jan 11, 2026
Duration 14 days
Starting from
$4,190
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⭐ Premium Deals Caribbean
Seabourn Cruises
Seabourn Ovation

14 days, round-trip Exotic Caribbean Isles

Departure Jan 10, 2026
Duration 14 days
Starting from
$7,649
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⭐ Premium Deals
Emerald Cruises
Emerald Azzurra

12 days, one-way from Barbuda Island to Montserrat Island UK

Departure Jan 10, 2026
Duration 12 days
Starting from
$9,526
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⭐ Premium Deals Caribbean
Princess Cruises
Star Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Jan 10, 2026
Duration 14 days
Starting from
$1,598
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⭐ Premium Deals Caribbean
MSC Cruises
MSC World America

14 days, round-trip Eastern Western Caribbean

Departure Jan 10, 2026
Duration 14 days
Starting from
$2,359
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Viva

14 days, round-trip Caribbean Cozumel Dominican Republic

Departure Jan 10, 2026
Duration 14 days
Starting from
$1,919
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⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

14 days, round-trip SouthernEastern Caribbean Adventurer

Departure Jan 11, 2026
Duration 14 days
Starting from
$2,160
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Pacifica

14 days, round-trip Caribbean from La Romana

Departure Jan 11, 2026
Duration 14 days
Starting from
$1,708
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⭐ Premium Deals Caribbean
Princess Cruises
Sun Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Jan 11, 2026
Duration 14 days
Starting from
$1,458
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⭐ Premium Deals
Silversea Cruises
Silver Shadow

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

Departure Jan 11, 2026
Duration 14 days
Starting from
$8,200
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⭐ Premium Deals
Windstar Cruises
Wind Surf

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

Departure Jan 11, 2026
Duration 14 days
Starting from
$6,299
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Sky

12 days, round-trip Caribbean Curacao, Aruba Barbados

Departure Jan 14, 2026
Duration 12 days
Starting from
$2,039
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Koningsdam

10 days, round-trip Western Caribbean Greater Antilles, Belize Mexico

Departure Jan 14, 2026
Duration 10 days
Starting from
$1,349
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Odyssey Of The Seas

11 days, round-trip Southern Caribbean Cruise

Departure Jan 15, 2026
Duration 11 days
Starting from
$1,334
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⭐ Premium Deals Caribbean
Celebrity Cruises
Celebrity Ascent

11 days, round-trip Best of Southern Caribbean

Departure Jan 12, 2026
Duration 11 days
Starting from
$7,498
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⭐ Premium Deals Mexico
Norwegian Cruise Line Cruises
Norwegian Pearl

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

Departure Jan 13, 2026
Duration 11 days
Starting from
$1,439
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⭐ Premium Deals
Viking Cruises
Viking Mars

14 days, round-trip Panama Canal Central America

Departure Jan 13, 2026
Duration 14 days
Starting from
$6,899
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⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Jan 17, 2026
Duration 14 days
Starting from
$3,258
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⭐ Premium Deals
Azamara Cruises
Azamara Quest

14 days, one-way from Bridgetown to Rio de Janeiro

Departure Jan 17, 2026
Duration 14 days
Starting from
$4,409
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⭐ Premium Deals
Silversea Cruises
Silver Ray

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

Departure Jan 16, 2026
Duration 11 days
Starting from
$8,700
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⭐ Premium Deals
Silversea Cruises
Silver Spirit

10 days, one-way from Fort Lauderdale to Bridgetown

Departure Jan 16, 2026
Duration 10 days
Starting from
$7,000
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⭐ Premium Deals Caribbean
Princess Cruises
Caribbean Princess

12 days, round-trip Circle Caribbean

Departure Jan 16, 2026
Duration 12 days
Starting from
$1,488
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⭐ Premium Deals Caribbean
Princess Cruises
Enchanted Princess

10 days, round-trip Southern Caribbean with Martinique

Departure Jan 16, 2026
Duration 10 days
Starting from
$1,759
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

10 days, round-trip A Journey of Miami Magnetism Lesser Antilles Allure

Departure Jan 15, 2026
Duration 10 days
Starting from
$5,890
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⭐ Premium Deals
Oceania Cruises
Oceania Nautica

10 days, one-way from Miami to Panama City

Departure Jan 17, 2026
Duration 10 days
Starting from
$2,145
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⭐ Premium Deals
Star Clippers Cruises
Star Clipper

11 days, one-way from Montego Bay to St Johns Antigua

Departure Jan 17, 2026
Duration 11 days
Starting from
$3,090
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⭐ Premium Deals Caribbean
Emerald Cruises
Emerald Azzurra

14 days, round-trip Discover the yachting islands of the Caribbean

Departure Jan 17, 2026
Duration 14 days
Starting from
$9,526
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⭐ Premium Deals
Oceania Cruises
Oceania Insignia

12 days, one-way from Miami to Bridgetown

Departure Jan 15, 2026
Duration 12 days
Starting from
$2,800
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⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Jan 18, 2026
Duration 14 days
Starting from
$1,159
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Spirit

14 days, round-trip Southern Caribbean

Departure Jan 17, 2026
Duration 14 days
Starting from
$1,694
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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.