Caribbean Cruise Deals

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

🔥

317

Budget Deals
Under $500
💎

621

Mid-Range Deals
$500-$1000
⭐

976

Premium Deals
$1000+
All Deals (832 total)
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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
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⭐ 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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🔥 Budget Deals Bahamas
MSC Cruises
MSC Meraviglia

7 days, round-trip The Bahamas

Departure Nov 2, 2025
Duration 7 days
Starting from
$333
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💎 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
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
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⭐ 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
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Nov 8, 2025
Duration 7 days
Starting from
$664
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 8, 2025
Duration 7 days
Starting from
$1,307
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Jewel Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 8, 2025
Duration 7 days
Starting from
$749
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Rhapsody Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Nov 8, 2025
Duration 7 days
Starting from
$566
View Deal
⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

7 days, round-trip Very Merrytime Eastern Caribbean Cruise From Port Canaveral

Departure Nov 8, 2025
Duration 7 days
Starting from
$5,475
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 8, 2025
Duration 7 days
Starting from
$861
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Nov 8, 2025
Duration 7 days
Starting from
$577
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

8 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 8, 2025
Duration 8 days
Starting from
$1,042
View Deal
⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Magic

7 days, round-trip Southern Caribbean Cruise From San Juan

Departure Nov 7, 2025
Duration 7 days
Starting from
$2,676
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💎 Mid-Range Deals Caribbean
Princess Cruises
Grand Princess

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

Departure Nov 9, 2025
Duration 7 days
Starting from
$809
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💎 Mid-Range Deals Caribbean
Princess Cruises
Regal Princess

7 days, round-trip Western Caribbean with Mexico

Departure Nov 9, 2025
Duration 7 days
Starting from
$588
View Deal
💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Brilliance Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 9, 2025
Duration 7 days
Starting from
$825
View Deal
💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Eastern Caribbean Cruise

Departure Nov 9, 2025
Duration 7 days
Starting from
$901
View Deal
⭐ Premium Deals Caribbean
Virgin Voyages Cruises
Resilient Lady

6 days, round-trip Western Caribbean Charm

Departure Nov 9, 2025
Duration 6 days
Starting from
$1,298
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Eastern Caribbean

Departure Nov 9, 2025
Duration 7 days
Starting from
$773
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⭐ Premium Deals
Celebrity Cruises
Celebrity Beyond

7 days, round-trip St. Thomas Puerto Plata

Departure Nov 9, 2025
Duration 7 days
Starting from
$1,026
View Deal
💎 Mid-Range Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Nov 9, 2025
Duration 7 days
Starting from
$979
View Deal
💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Jamaica Cozumel

Departure Nov 9, 2025
Duration 7 days
Starting from
$900
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💎 Mid-Range Deals
Celebrity Cruises
Celebrity Apex

7 days, round-trip St. Kitts, San Juan Puerto Plata

Departure Nov 8, 2025
Duration 7 days
Starting from
$864
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Encore

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

Departure Nov 8, 2025
Duration 7 days
Starting from
$949
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Nov 8, 2025
Duration 7 days
Starting from
$879
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Nov 8, 2025
Duration 7 days
Starting from
$759
View Deal
💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Nov 9, 2025
Duration 7 days
Starting from
$990
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 9, 2025
Duration 7 days
Starting from
$1,468
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 9, 2025
Duration 7 days
Starting from
$1,528
View Deal
💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Vista

6 days, round-trip Eastern Caribbean

Departure Nov 9, 2025
Duration 6 days
Starting from
$604
View Deal
🔥 Budget Deals Bahamas
MSC Cruises
MSC Meraviglia

7 days, round-trip The Bahamas

Departure Nov 9, 2025
Duration 7 days
Starting from
$410
View Deal
💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Horizon

8 days, round-trip Southern Caribbean

Departure Nov 8, 2025
Duration 8 days
Starting from
$819
View Deal
⭐ Premium Deals Caribbean
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip Saint Isles Seas of the Caribbean

Departure Nov 8, 2025
Duration 7 days
Starting from
$2,926
View Deal
⭐ Premium Deals
Azamara Cruises
Azamara Quest

7 days, one-way from San Juan to Bridgetown

Departure Nov 8, 2025
Duration 7 days
Starting from
$2,209
View Deal
💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Spirit

8 days, round-trip The Bahamas

Departure Nov 8, 2025
Duration 8 days
Starting from
$899
View Deal
💎 Mid-Range Deals Caribbean
Holland America Cruises
ms Zuiderdam

7 days, round-trip Western Caribbean Greater Antilles Mexico

Departure Nov 8, 2025
Duration 7 days
Starting from
$699
View Deal
💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

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

Departure Nov 8, 2025
Duration 7 days
Starting from
$679
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

8 days, round-trip Southern Caribbean with ABC Islands

Departure Nov 8, 2025
Duration 8 days
Starting from
$1,128
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.