Caribbean Cruise Deals

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

💎 Mid-Range Deals
MSC Cruises
MSC Divina

16 days, one-way from Valencia to Miami

Departure Oct 21, 2025
Duration 16 days
Starting from
$686
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🔥 Budget Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Joy

4 days, round-trip Bahamas Great Stirrup Cay Nassau

Departure Oct 20, 2025
Duration 4 days
Starting from
$429
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🔥 Budget Deals Caribbean
Carnival Cruise Line Cruises
Carnival Breeze

5 days, round-trip Western Caribbean

Departure Oct 20, 2025
Duration 5 days
Starting from
$459
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🔥 Budget Deals Caribbean
Carnival Cruise Line Cruises
Carnival Freedom

5 days, round-trip Eastern Caribbean

Departure Oct 20, 2025
Duration 5 days
Starting from
$394
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Rhapsody Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Oct 19, 2025
Duration 7 days
Starting from
$708
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⭐ Premium Deals Caribbean
Margaritaville at Sea Cruises
Margaritaville Islander

7 days, round-trip Jamaica Western Caribbean

Departure Oct 19, 2025
Duration 7 days
Starting from
$1,028
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Meraviglia

7 days, round-trip The Bahamas

Departure Oct 19, 2025
Duration 7 days
Starting from
$427
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Oct 19, 2025
Duration 7 days
Starting from
$1,464
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💎 Mid-Range Deals
MSC Cruises
MSC Divina

18 days, one-way from Marseille to Miami

Departure Oct 19, 2025
Duration 18 days
Starting from
$770
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⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, one-way from New York to San Juan

Departure Oct 19, 2025
Duration 7 days
Starting from
$1,999
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Oct 19, 2025
Duration 7 days
Starting from
$1,761
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⭐ Premium Deals
Carnival Cruise Line Cruises
Carnival Pride

7 days, round-trip Bermuda

Departure Oct 19, 2025
Duration 7 days
Starting from
$1,079
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🔥 Budget Deals Caribbean
Carnival Cruise Line Cruises
Carnival Paradise

4 days, round-trip Western Caribbean

Departure Oct 19, 2025
Duration 4 days
Starting from
$264
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Oct 19, 2025
Duration 7 days
Starting from
$1,034
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💎 Mid-Range Deals Caribbean
Princess Cruises
Grand Princess

7 days, round-trip Southern Caribbean with Barbados and Antigua

Departure Oct 19, 2025
Duration 7 days
Starting from
$809
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⭐ Premium Deals
Princess Cruises
Majestic Princess

14 days, one-way from Quebec City to Fort Lauderdale

Departure Oct 19, 2025
Duration 14 days
Starting from
$1,469
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⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Oct 19, 2025
Duration 14 days
Starting from
$1,437
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🔥 Budget Deals Caribbean
Carnival Cruise Line Cruises
Carnival Breeze

5 days, round-trip Western Caribbean

Departure Oct 25, 2025
Duration 5 days
Starting from
$449
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

7 days, round-trip Caribbean Harvest Caye, Cozumel Roatan

Departure Oct 25, 2025
Duration 7 days
Starting from
$769
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Oct 25, 2025
Duration 7 days
Starting from
$1,163
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💎 Mid-Range Deals
MSC Cruises
MSC Seaside

22 days, one-way from Naples to Miami

Departure Oct 25, 2025
Duration 22 days
Starting from
$957
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Horizon

8 days, round-trip Southern Caribbean

Departure Oct 25, 2025
Duration 8 days
Starting from
$819
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⭐ Premium Deals
Regent Seven Seas Cruises
Seven Seas Grandeur

30 days, one-way from Civitavecchia-Rome to Miami

Departure Oct 25, 2025
Duration 30 days
Starting from
$56,398
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Oct 26, 2025
Duration 7 days
Starting from
$1,783
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Oct 25, 2025
Duration 7 days
Starting from
$686
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⭐ Premium Deals Caribbean
MSC Cruises
MSC World America

14 days, round-trip Eastern Western Caribbean

Departure Oct 25, 2025
Duration 14 days
Starting from
$2,315
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Rhapsody Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Oct 26, 2025
Duration 7 days
Starting from
$708
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⭐ Premium Deals
Royal Caribbean Cruises
Allure Of The Seas

13 days, one-way from Barcelona to Fort Lauderdale

Departure Oct 26, 2025
Duration 13 days
Starting from
$1,223
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⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

5 days, round-trip Dominican Daze Halloween Edition

Departure Oct 24, 2025
Duration 5 days
Starting from
$1,792
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⭐ Premium Deals
MSC Cruises
MSC Seaside

23 days, one-way from Palermo to Miami

Departure Oct 24, 2025
Duration 23 days
Starting from
$1,559
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⭐ Premium Deals
Hapag-Lloyd Cruises
Hanseatic Inspiration

14 days, one-way from Halifax to Panama City

Departure Oct 25, 2025
Duration 14 days
Starting from
$5,797
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

7 days, round-trip Halloween On The High Seas Eastern Caribbean Cruise From Port Canaveral

Departure Oct 25, 2025
Duration 7 days
Starting from
$4,929
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Oct 25, 2025
Duration 7 days
Starting from
$1,438
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Oct 25, 2025
Duration 7 days
Starting from
$694
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🔥 Budget Deals Caribbean
Royal Caribbean Cruises
Enchantment Of The Seas

5 days, round-trip Western Caribbean Cruise

Departure Oct 25, 2025
Duration 5 days
Starting from
$375
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

6 days, round-trip Eastern Caribbean Perfect Day

Departure Oct 25, 2025
Duration 6 days
Starting from
$539
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🔥 Budget Deals Caribbean
Carnival Cruise Line Cruises
Carnival Freedom

5 days, round-trip Eastern Caribbean

Departure Oct 25, 2025
Duration 5 days
Starting from
$379
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Dream

5 days, round-trip Halloween On The High Seas Western Caribbean Cruise From Fort Lauderdale

Departure Oct 25, 2025
Duration 5 days
Starting from
$2,011
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Oct 25, 2025
Duration 7 days
Starting from
$577
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Silhouette

6 days, round-trip Grand Cayman, Mexico Bahamas

Departure Oct 26, 2025
Duration 6 days
Starting from
$638
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Seascape

4 days, round-trip The Bahamas

Departure Oct 26, 2025
Duration 4 days
Starting from
$197
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Sunshine

6 days, round-trip The Bahamas

Departure Oct 26, 2025
Duration 6 days
Starting from
$664
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Meraviglia

7 days, round-trip The Bahamas

Departure Oct 26, 2025
Duration 7 days
Starting from
$357
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⭐ Premium Deals Caribbean
Margaritaville at Sea Cruises
Margaritaville Islander

7 days, round-trip Mexico Western Caribbean

Departure Oct 26, 2025
Duration 7 days
Starting from
$1,042
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Pride

7 days, round-trip The Bahamas

Departure Oct 26, 2025
Duration 7 days
Starting from
$904
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💎 Mid-Range Deals Caribbean
Princess Cruises
Emerald Princess

7 days, round-trip Western Caribbean with Mexico

Departure Oct 26, 2025
Duration 7 days
Starting from
$614
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Liberty

7 days, round-trip Western Caribbean

Departure Oct 26, 2025
Duration 7 days
Starting from
$735
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⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, round-trip San Juan the Virgin Islands

Departure Oct 26, 2025
Duration 7 days
Starting from
$2,159
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Oct 26, 2025
Duration 7 days
Starting from
$1,759
View Deal
💎 Mid-Range Deals Caribbean
Holland America Cruises
ms Eurodam

7 days, round-trip Eastern Caribbean San Juan St. Thomas

Departure Oct 26, 2025
Duration 7 days
Starting from
$799
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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.