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
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
Margaritaville at Sea Cruises
Margaritaville Islander

4 days, round-trip Cozumel Express

Departure Nov 24, 2025
Duration 4 days
Starting from
$1,020
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,864
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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
Emerald Cruises
Emerald Sakara

7 days, one-way from Bridgetown to Marigot

Departure Nov 22, 2025
Duration 7 days
Starting from
$4,388
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⭐ Premium Deals Bahamas
Royal Caribbean Cruises
Odyssey Of The Seas

7 days, round-trip Perfect Day Bahamas Cruise

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,024
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Nov 23, 2025
Duration 6 days
Starting from
$1,010
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⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, round-trip Windward Islands Surf Sunsets

Departure Nov 23, 2025
Duration 7 days
Starting from
$2,899
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,499
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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
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,336
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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
Seabourn Cruises
Seabourn Sojourn

22 days, one-way from Miami to Los Angeles

Departure Nov 25, 2025
Duration 22 days
Starting from
$8,435
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⭐ Premium Deals
Regent Seven Seas Cruises
Seven Seas Grandeur

7 days, round-trip Basking In The Breeze Miami To Miami

Departure Nov 24, 2025
Duration 7 days
Starting from
$13,798
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Destiny

4 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Nov 24, 2025
Duration 4 days
Starting from
$5,134
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⭐ Premium Deals
Regent Seven Seas Cruises
Seven Seas Grandeur

17 days, round-trip Yucatan Gems Serene Isles Miami To Miami

Departure Nov 24, 2025
Duration 17 days
Starting from
$31,998
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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
Disney Cruise Line Cruises
Disney Fantasy

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

Departure Nov 25, 2025
Duration 5 days
Starting from
$5,077
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⭐ Premium Deals
Silversea Cruises
Silver Spirit

20 days, one-way from Lisbon to Bridgetown

Departure Nov 25, 2025
Duration 20 days
Starting from
$7,100
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⭐ Premium Deals
Costa Cruises
Costa Deliziosa

132 days, round-trip World Tour from Savona

Departure Nov 25, 2025
Duration 132 days
Starting from
$18,957
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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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⭐ Premium Deals
Marella Cruises
Marella Explorer

7 days, round-trip Paradise Islands

Departure Nov 23, 2025
Duration 7 days
Starting from
$2,007
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Eastern Caribbean

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,044
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⭐ Premium Deals Bahamas
Celebrity Cruises
Celebrity Xcel

7 days, round-trip Bahamas, Mexico Cayman

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,323
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⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,329
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,298
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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
Disney Cruise Line Cruises
Disney Wish

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

Departure Nov 24, 2025
Duration 4 days
Starting from
$4,671
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⭐ Premium Deals
Norwegian Cruise Line Cruises
Norwegian Viva

15 days, one-way from Lisbon to Galveston

Departure Nov 28, 2025
Duration 15 days
Starting from
$1,199
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Rotterdam

21 days, round-trip Southern Caribbean Panama Canal Abc Islands

Departure Nov 28, 2025
Duration 21 days
Starting from
$1,849
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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 Nov 29, 2025
Duration 7 days
Starting from
$4,847
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 29, 2025
Duration 7 days
Starting from
$1,386
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⭐ Premium Deals
Oceania Cruises
Oceania Marina

22 days, one-way from Miami to San Antonio

Departure Nov 29, 2025
Duration 22 days
Starting from
$5,699
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⭐ Premium Deals Caribbean
Crystal Cruises
Crystal Serenity

24 days, round-trip The Americas Caribbean - Fort Lauderdale To Fort Lauderdale

Departure Nov 28, 2025
Duration 24 days
Starting from
$12,300
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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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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

16 days, one-way from Miami to Bridgetown

Departure Nov 28, 2025
Duration 16 days
Starting from
$7,955
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

7 days, round-trip A Journey to Mayan Mysteries

Departure Nov 28, 2025
Duration 7 days
Starting from
$3,415
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

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

Departure Nov 28, 2025
Duration 3 days
Starting from
$2,726
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

8 days, one-way from Miami to San Juan

Departure Nov 27, 2025
Duration 8 days
Starting from
$4,455
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⭐ Premium Deals Caribbean
Cunard Cruises
Queen Elizabeth

21 days, round-trip Caribbean

Departure Nov 27, 2025
Duration 21 days
Starting from
$1,908
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⭐ Premium Deals Caribbean
MSC Explora Journeys Cruises
MSC Explora 1

15 days, round-trip An Extended Journey into the Tropical Enchantment of Caribbean Splendour

Departure Nov 27, 2025
Duration 15 days
Starting from
$5,920
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Magic

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

Departure Nov 28, 2025
Duration 5 days
Starting from
$3,685
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

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

Departure Nov 26, 2025
Duration 5 days
Starting from
$4,096
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⭐ Premium Deals
Costa Cruises
Costa Deliziosa

130 days, round-trip World Tour from Marseilles

Departure Nov 26, 2025
Duration 130 days
Starting from
$18,957
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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
Virgin Voyages Cruises
Scarlet Lady

4 days, round-trip Fire Sunset Soireacutees

Departure Nov 26, 2025
Duration 4 days
Starting from
$1,802
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⭐ Premium Deals
Costa Cruises
Costa Deliziosa

128 days, round-trip World Tour from Barcelona

Departure Nov 27, 2025
Duration 128 days
Starting from
$18,940
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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.