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 Mexico
Norwegian Cruise Line Cruises
Norwegian Jewel

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

Departure Nov 21, 2025
Duration 10 days
Starting from
$1,214
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⭐ Premium Deals Caribbean
Celebrity Cruises
Celebrity Ascent

10 days, round-trip Ultimate Southern Caribbean

Departure Nov 21, 2025
Duration 10 days
Starting from
$5,998
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⭐ Premium Deals
Silversea Cruises
Silver Shadow

9 days, one-way from Bridgetown to Cartagena Colombia

Departure Nov 22, 2025
Duration 9 days
Starting from
$6,100
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⭐ Premium Deals Caribbean
Princess Cruises
Star Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Nov 22, 2025
Duration 14 days
Starting from
$1,648
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⭐ Premium Deals
Costa Cruises
Costa Fascinosa

14 days, one-way from Marseille to Pointe-a-Pitre

Departure Nov 21, 2025
Duration 14 days
Starting from
$1,202
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⭐ Premium Deals
Costa Cruises
Costa Fascinosa

13 days, one-way from Marseille to Fort-de-France

Departure Nov 21, 2025
Duration 13 days
Starting from
$1,139
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💎 Mid-Range Deals
MSC Cruises
MSC Grandiosa

14 days, one-way from Barcelona to Miami

Departure Nov 21, 2025
Duration 14 days
Starting from
$596
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Eurodam

14 days, round-trip Western Eastern Caribbean Bahamas San Juan

Departure Nov 23, 2025
Duration 14 days
Starting from
$1,224
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⭐ Premium Deals Caribbean
Princess Cruises
Coral Princess

14 days, round-trip Circle Caribbean

Departure Nov 24, 2025
Duration 14 days
Starting from
$1,368
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Legend

10 days, round-trip Western Caribbean

Departure Nov 24, 2025
Duration 10 days
Starting from
$1,024
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⭐ Premium Deals Caribbean
MSC Cruises
MSC World America

14 days, round-trip Eastern Western Caribbean

Departure Nov 22, 2025
Duration 14 days
Starting from
$1,441
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⭐ Premium Deals
Windstar Cruises
Star Pride

14 days, round-trip Star Collector Lovely Leewards

Departure Nov 23, 2025
Duration 14 days
Starting from
$6,614
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⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Nov 23, 2025
Duration 14 days
Starting from
$1,533
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⭐ Premium Deals
Silversea Cruises
Silver Spirit

13 days, one-way from Lisbon to Bridgetown

Departure Nov 25, 2025
Duration 13 days
Starting from
$3,450
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⭐ Premium Deals Caribbean
Princess Cruises
Enchanted Princess

10 days, round-trip Southern Caribbean with Martinique Holiday

Departure Nov 23, 2025
Duration 10 days
Starting from
$1,052
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC Seashore

11 days, round-trip Caribbean Bahamas

Departure Nov 23, 2025
Duration 11 days
Starting from
$780
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⭐ Premium Deals Caribbean
Princess Cruises
Sun Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Nov 23, 2025
Duration 14 days
Starting from
$1,668
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⭐ Premium Deals
Crystal Cruises
Crystal Serenity

9 days, one-way from Fort Lauderdale to Bridgetown

Departure Nov 28, 2025
Duration 9 days
Starting from
$4,600
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⭐ Premium Deals
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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💎 Mid-Range Deals Caribbean
Holland America Cruises
ms Rotterdam

9 days, round-trip Southern Caribbean Abc Islands

Departure Nov 28, 2025
Duration 9 days
Starting from
$949
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⭐ Premium Deals Caribbean
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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⭐ Premium Deals
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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⭐ Premium Deals
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals Caribbean
Princess Cruises
Sun Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Nov 30, 2025
Duration 14 days
Starting from
$1,528
View Deal
⭐ Premium Deals
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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⭐ Premium Deals Caribbean
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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⭐ Premium Deals
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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⭐ Premium Deals
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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⭐ Premium Deals
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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⭐ Premium Deals
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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⭐ Premium Deals Mexico
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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⭐ Premium Deals
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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⭐ Premium Deals Caribbean
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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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.