Caribbean Cruise Deals

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

🔥

400

Budget Deals
Under $500
💎

703

Mid-Range Deals
$500-$1000
⭐

1,086

Premium Deals
$1000+
All Deals (917 total)
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💎 Mid-Range Deals Caribbean
Princess Cruises
Grand Princess

7 days, round-trip Southern Caribbean with Barbados and St. Kitts

Departure Oct 26, 2025
Duration 7 days
Starting from
$689
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Oct 26, 2025
Duration 6 days
Starting from
$643
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Magic

7 days, round-trip Halloween On The High Seas Southern Caribbean Cruise From San Juan

Departure Oct 24, 2025
Duration 7 days
Starting from
$2,522
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Vista

6 days, round-trip Eastern Caribbean

Departure Oct 26, 2025
Duration 6 days
Starting from
$640
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💎 Mid-Range Deals
Celebrity Cruises
Celebrity Beyond

7 days, round-trip St. Thomas Puerto Plata

Departure Oct 26, 2025
Duration 7 days
Starting from
$699
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Oct 26, 2025
Duration 7 days
Starting from
$670
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⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Oct 26, 2025
Duration 7 days
Starting from
$1,049
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Eastern Caribbean

Departure Oct 26, 2025
Duration 7 days
Starting from
$744
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Seashore

7 days, round-trip Caribbean Bahamas

Departure Oct 26, 2025
Duration 7 days
Starting from
$388
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💎 Mid-Range Deals
Royal Caribbean Cruises
Jewel Of The Seas

8 days, one-way from Fort Lauderdale to San Juan

Departure Oct 31, 2025
Duration 8 days
Starting from
$765
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Magic

7 days, round-trip Halloween On The High Seas Southern Caribbean Cruise From San Juan

Departure Oct 31, 2025
Duration 7 days
Starting from
$2,864
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⭐ Premium Deals
Azamara Cruises
Azamara Quest

8 days, one-way from Miami to San Juan

Departure Oct 31, 2025
Duration 8 days
Starting from
$2,039
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

8 days, round-trip Eastern Caribbean Cruise

Departure Oct 31, 2025
Duration 8 days
Starting from
$821
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⭐ Premium Deals
Virgin Voyages Cruises
Scarlet Lady

7 days, round-trip Scarlets Haunted Halloween Soireacutee

Departure Oct 31, 2025
Duration 7 days
Starting from
$1,666
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 1, 2025
Duration 7 days
Starting from
$1,459
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Nov 1, 2025
Duration 7 days
Starting from
$654
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🔥 Budget Deals Bahamas
Carnival Cruise Line Cruises
Carnival Paradise

6 days, round-trip The Bahamas

Departure Oct 27, 2025
Duration 6 days
Starting from
$492
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Nov 2, 2025
Duration 7 days
Starting from
$689
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Beyond

7 days, round-trip Tortola, Antigua Bahamas

Departure Nov 2, 2025
Duration 7 days
Starting from
$817
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💎 Mid-Range Deals Caribbean
Princess Cruises
Majestic Princess

6 days, round-trip Western Caribbean with Mexico

Departure Nov 2, 2025
Duration 6 days
Starting from
$598
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Western Caribbean

Departure Nov 2, 2025
Duration 7 days
Starting from
$683
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Eastern Caribbean Cruise

Departure Nov 2, 2025
Duration 7 days
Starting from
$892
View Deal
⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Nov 2, 2025
Duration 7 days
Starting from
$1,099
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💎 Mid-Range Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Nov 2, 2025
Duration 7 days
Starting from
$959
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⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, round-trip San Juan the Virgin Islands

Departure Nov 2, 2025
Duration 7 days
Starting from
$2,319
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⭐ Premium Deals
Royal Caribbean Cruises
Brilliance Of The Seas

7 days, one-way from Boston to San Juan

Departure Nov 2, 2025
Duration 7 days
Starting from
$1,198
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💎 Mid-Range Deals Caribbean
Princess Cruises
Grand Princess

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

Departure Nov 2, 2025
Duration 7 days
Starting from
$679
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💎 Mid-Range Deals Caribbean
Princess Cruises
Regal Princess

7 days, round-trip Western Caribbean with Mexico

Departure Nov 2, 2025
Duration 7 days
Starting from
$568
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Nov 1, 2025
Duration 7 days
Starting from
$577
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

7 days, round-trip Western Caribbean Cruise From Port Canaveral

Departure Nov 1, 2025
Duration 7 days
Starting from
$4,357
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Vista

8 days, round-trip Southern Caribbean

Departure Nov 1, 2025
Duration 8 days
Starting from
$914
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Sunshine

8 days, round-trip Eastern Caribbean

Departure Nov 1, 2025
Duration 8 days
Starting from
$659
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⭐ Premium Deals
Celebrity Cruises
Celebrity Silhouette

8 days, round-trip Aruba, Curacao Bonaire

Departure Nov 1, 2025
Duration 8 days
Starting from
$1,297
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💎 Mid-Range Deals Caribbean
Holland America Cruises
ms Zuiderdam

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

Departure Nov 1, 2025
Duration 7 days
Starting from
$798
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 1, 2025
Duration 7 days
Starting from
$1,263
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Dream

8 days, round-trip The Bahamas

Departure Nov 1, 2025
Duration 8 days
Starting from
$979
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Nov 1, 2025
Duration 8 days
Starting from
$1,104
View Deal
💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

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

Departure Nov 1, 2025
Duration 7 days
Starting from
$689
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⭐ Premium Deals Caribbean
Virgin Voyages Cruises
Brilliant Lady

7 days, round-trip Western Caribbean From Miami to Bimini

Departure Nov 1, 2025
Duration 7 days
Starting from
$2,226
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Nov 1, 2025
Duration 7 days
Starting from
$713
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Horizon

6 days, round-trip Western Caribbean

Departure Nov 2, 2025
Duration 6 days
Starting from
$574
View Deal
🔥 Budget Deals Bahamas
MSC Cruises
MSC Meraviglia

7 days, round-trip The Bahamas

Departure Nov 2, 2025
Duration 7 days
Starting from
$333
View Deal
💎 Mid-Range Deals
Royal Caribbean Cruises
Rhapsody Of The Seas

6 days, one-way from San Juan to Tampa

Departure Nov 2, 2025
Duration 6 days
Starting from
$626
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 2, 2025
Duration 7 days
Starting from
$1,681
View Deal
⭐ Premium Deals
Lindblad Expeditions Cruises
National Geographic Quest

7 days, one-way from Panama City to Cartagena Colombia

Departure Nov 2, 2025
Duration 7 days
Starting from
$6,741
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⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

6 days, one-way from Miami to San Juan

Departure Nov 2, 2025
Duration 6 days
Starting from
$1,428
View Deal
⭐ Premium Deals Caribbean
Margaritaville at Sea Cruises
Margaritaville Islander

7 days, round-trip Mexico Western Caribbean

Departure Nov 2, 2025
Duration 7 days
Starting from
$1,525
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Independence Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 2, 2025
Duration 7 days
Starting from
$703
View Deal
💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Liberty

7 days, round-trip Western Caribbean

Departure Nov 2, 2025
Duration 7 days
Starting from
$658
View Deal
💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Spirit

6 days, round-trip The Bahamas

Departure Nov 2, 2025
Duration 6 days
Starting from
$684
View Deal
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.