Caribbean Cruise Deals

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

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Virgin Voyages Cruises
Brilliant Lady

9 days, round-trip Antigua Waves Grand Turk Caves

Departure Nov 28, 2025
Duration 9 days
Starting from
$2,322
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Cunard Cruises
Queen Mary 2

12 days, round-trip Eastern Caribbean

Departure Nov 26, 2025
Duration 12 days
Starting from
$1,199
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Regent Seven Seas Cruises
Seven Seas Mariner

14 days, one-way from Barcelona to Miami

Departure Nov 26, 2025
Duration 14 days
Starting from
$18,798
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Viking Cruises
Viking Mars

14 days, round-trip Panama Canal Central America

Departure Nov 26, 2025
Duration 14 days
Starting from
$5,299
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Cunard Cruises
Queen Elizabeth

12 days, round-trip Eastern Caribbean

Departure Nov 27, 2025
Duration 12 days
Starting from
$1,299
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Azamara Cruises
Azamara Quest

14 days, round-trip Eastern Caribbean Voyage

Departure Nov 29, 2025
Duration 14 days
Starting from
$4,349
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Royal Caribbean Cruises
Vision Of The Seas

12 days, round-trip Southern Caribbean Cruise

Departure Nov 29, 2025
Duration 12 days
Starting from
$1,106
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Princess Cruises
Caribbean Princess

12 days, round-trip Panama Canal with Costa Rica Caribbean

Departure Nov 29, 2025
Duration 12 days
Starting from
$1,229
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Princess Cruises
Majestic Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Nov 30, 2025
Duration 14 days
Starting from
$1,722
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Azamara Cruises
Azamara Onward

12 days, round-trip Cruise Eastern Caribbean Cruise Puerto Rico, Antigua British Virgin Islands

Departure Nov 30, 2025
Duration 12 days
Starting from
$2,119
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Norwegian Cruise Line Cruises
Norwegian Breakaway

12 days, round-trip Caribbean St. Thomas Saint Kitts

Departure Nov 30, 2025
Duration 12 days
Starting from
$1,005
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Eurodam

14 days, round-trip Eastern Caribbean Bahamas San Juan

Departure Nov 30, 2025
Duration 14 days
Starting from
$1,214
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MSC Cruises
MSC World America

14 days, round-trip Eastern Western Caribbean

Departure Nov 29, 2025
Duration 14 days
Starting from
$1,451
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Princess Cruises
Star Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Nov 29, 2025
Duration 14 days
Starting from
$2,178
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Windstar Cruises
Star Pride

13 days, one-way from San Juan to Colon

Departure Nov 30, 2025
Duration 13 days
Starting from
$6,514
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Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Nov 30, 2025
Duration 14 days
Starting from
$1,333
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Star Clippers Cruises
Star Clipper

14 days, one-way from Bridgetown to Panama City

Departure Nov 29, 2025
Duration 14 days
Starting from
$4,240
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Holland America Cruises
ms Koningsdam

10 days, round-trip Southern Caribbean Amber Cove Abc Islands

Departure Nov 29, 2025
Duration 10 days
Starting from
$1,199
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Nieuw Statendam

14 days, round-trip Western Eastern Caribbean Mexico Bahamas

Departure Nov 29, 2025
Duration 14 days
Starting from
$1,189
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Carnival Cruise Line Cruises
Carnival Venezia

14 days, round-trip Southern Caribbean

Departure Nov 30, 2025
Duration 14 days
Starting from
$1,464
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Princess Cruises
Sky Princess

14 days, round-trip Eastern Caribbean Adventurer

Departure Nov 30, 2025
Duration 14 days
Starting from
$1,668
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Princess Cruises
Sun Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Nov 30, 2025
Duration 14 days
Starting from
$1,528
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Regent Seven Seas Cruises
Seven Seas Splendor

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

Departure Dec 3, 2025
Duration 14 days
Starting from
$25,198
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Princess Cruises
Enchanted Princess

14 days, round-trip Circle Caribbean

Departure Dec 3, 2025
Duration 14 days
Starting from
$1,808
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Viking Cruises
Viking Sky

14 days, one-way from Barcelona to Fort Lauderdale

Departure Dec 5, 2025
Duration 14 days
Starting from
$3,299
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Seabourn Cruises
Seabourn Encore

10 days, one-way from Miami to Panama City

Departure Dec 2, 2025
Duration 10 days
Starting from
$5,702
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Seabourn Cruises
Seabourn Ovation

12 days, round-trip Treasures Of Aruba, Bonaire Curacao

Departure Dec 2, 2025
Duration 12 days
Starting from
$5,881
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Silversea Cruises
Silver Ray

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

Departure Dec 2, 2025
Duration 10 days
Starting from
$5,550
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Norwegian Cruise Line Cruises
Norwegian Jewel

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

Departure Dec 1, 2025
Duration 11 days
Starting from
$1,169
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Silversea Cruises
Silver Shadow

9 days, one-way from Cartagena Colombia to Bridgetown

Departure Dec 1, 2025
Duration 9 days
Starting from
$3,400
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Celebrity Cruises
Celebrity Ascent

11 days, round-trip Best of Southern Caribbean

Departure Dec 1, 2025
Duration 11 days
Starting from
$1,815
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Regent Seven Seas Cruises
Seven Seas Grandeur

10 days, round-trip Island Adventures Miami To Miami

Departure Dec 1, 2025
Duration 10 days
Starting from
$18,798
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Windstar Cruises
Wind Surf

12 days, round-trip Star Collector Ivory Beaches Sapphire Seas of the Caribbean

Departure Dec 2, 2025
Duration 12 days
Starting from
$3,483
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Marella Cruises
Marella Discovery

14 days, one-way from Vigo to La Romana

Departure Dec 2, 2025
Duration 14 days
Starting from
$2,196
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Princess Cruises
Majestic Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Dec 6, 2025
Duration 14 days
Starting from
$1,625
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Azamara Cruises
Azamara Quest

13 days, round-trip Eastern Caribbean Voyage

Departure Dec 6, 2025
Duration 13 days
Starting from
$3,369
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Nieuw Statendam

14 days, round-trip Eastern Caribbean Bahamas San Juan

Departure Dec 6, 2025
Duration 14 days
Starting from
$1,284
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MSC Cruises
MSC World America

14 days, round-trip Eastern Western Caribbean

Departure Dec 6, 2025
Duration 14 days
Starting from
$1,372
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Princess Cruises
Star Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Dec 6, 2025
Duration 14 days
Starting from
$1,578
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Viking Cruises
Viking Sea

14 days, one-way from Barcelona to San Juan

Departure Dec 5, 2025
Duration 14 days
Starting from
$3,299
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MSC Explora Journeys Cruises
MSC Explora 2

9 days, one-way from Miami to Bridgetown

Departure Dec 5, 2025
Duration 9 days
Starting from
$4,920
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Costa Cruises
Costa Pacifica

14 days, one-way from Marseille to La Romana

Departure Dec 7, 2025
Duration 14 days
Starting from
$1,209
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Windstar Cruises
Star Pride

13 days, one-way from San Juan to Puntarenas

Departure Dec 7, 2025
Duration 13 days
Starting from
$4,199
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Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Dec 7, 2025
Duration 14 days
Starting from
$1,203
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Costa Cruises
Costa Pacifica

13 days, one-way from Barcelona to La Romana

Departure Dec 8, 2025
Duration 13 days
Starting from
$1,160
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Carnival Cruise Line Cruises
Carnival Legend

10 days, round-trip Caribbean Panama

Departure Dec 8, 2025
Duration 10 days
Starting from
$1,219
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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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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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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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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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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.