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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⭐ Premium Deals
Virgin Voyages Cruises
Resilient Lady

7 days, round-trip San Juan Sunrises Dominican Dreams

Departure Nov 15, 2025
Duration 7 days
Starting from
$1,890
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💎 Mid-Range Deals Caribbean
Princess Cruises
Star Princess

7 days, round-trip Western Caribbean with Mexico

Departure Nov 15, 2025
Duration 7 days
Starting from
$899
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Nov 15, 2025
Duration 7 days
Starting from
$720
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 16, 2025
Duration 7 days
Starting from
$1,451
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💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Odyssey Of The Seas

7 days, round-trip Perfect Day Bahamas Cruise

Departure Nov 16, 2025
Duration 7 days
Starting from
$890
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 16, 2025
Duration 7 days
Starting from
$1,754
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Nov 16, 2025
Duration 6 days
Starting from
$705
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC Seaside

8 days, round-trip Caribbean Bahamas

Departure Nov 16, 2025
Duration 8 days
Starting from
$744
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💎 Mid-Range Deals Bahamas
Holland America Cruises
ms Zuiderdam

7 days, round-trip Eastern Caribbean Amber Cove Bahamas

Departure Nov 15, 2025
Duration 7 days
Starting from
$629
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Dream

6 days, round-trip Western Caribbean

Departure Nov 15, 2025
Duration 6 days
Starting from
$554
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Sunshine

6 days, round-trip The Bahamas

Departure Nov 15, 2025
Duration 6 days
Starting from
$579
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🔥 Budget Deals Caribbean
Carnival Cruise Line Cruises
Carnival Magic

6 days, round-trip Eastern Caribbean

Departure Nov 15, 2025
Duration 6 days
Starting from
$444
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

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

Departure Nov 15, 2025
Duration 7 days
Starting from
$598
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Reflection

6 days, round-trip Grand Cayman, Bahamas Mexico

Departure Nov 15, 2025
Duration 6 days
Starting from
$646
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Joy

7 days, round-trip Caribbean Great Stirrup Cay Dominican Republic

Departure Nov 15, 2025
Duration 7 days
Starting from
$1,449
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⭐ Premium Deals Bahamas
Celebrity Cruises
Celebrity Apex

7 days, round-trip Key West, Bahamas Grand Turk

Departure Nov 15, 2025
Duration 7 days
Starting from
$1,095
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

7 days, one-way from San Juan to Miami

Departure Nov 20, 2025
Duration 7 days
Starting from
$3,690
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⭐ Premium Deals
Virgin Voyages Cruises
Brilliant Lady

8 days, round-trip Sunny San Juan Isles of Beach Miles

Departure Nov 20, 2025
Duration 8 days
Starting from
$2,064
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⭐ Premium Deals
Seabourn Cruises
Seabourn Sojourn

7 days, round-trip Dominican Republic Delights

Departure Nov 18, 2025
Duration 7 days
Starting from
$3,513
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💎 Mid-Range Deals Mexico
Margaritaville at Sea Cruises
Margaritaville Islander

6 days, round-trip Key West Mexico

Departure Nov 18, 2025
Duration 6 days
Starting from
$601
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⭐ Premium Deals
Crystal Cruises
Crystal Serenity

8 days, one-way from Bridgetown to Fort Lauderdale

Departure Nov 20, 2025
Duration 8 days
Starting from
$4,200
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Nov 22, 2025
Duration 7 days
Starting from
$663
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Miracle

8 days, round-trip Western Caribbean

Departure Nov 22, 2025
Duration 8 days
Starting from
$879
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 22, 2025
Duration 7 days
Starting from
$910
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Nov 22, 2025
Duration 6 days
Starting from
$809
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⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip Thanksgiving in the Lesser Antilles

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,806
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💎 Mid-Range Deals Caribbean
Princess Cruises
Majestic Princess

8 days, round-trip Eastern Caribbean with St. Thomas Holiday

Departure Nov 22, 2025
Duration 8 days
Starting from
$938
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⭐ Premium Deals
Azamara Cruises
Azamara Quest

7 days, one-way from San Juan to Bridgetown

Departure Nov 22, 2025
Duration 7 days
Starting from
$2,089
View Deal
💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Liberty

8 days, round-trip The Bahamas

Departure Nov 22, 2025
Duration 8 days
Starting from
$876
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⭐ Premium Deals
Celebrity Cruises
Celebrity Eclipse

8 days, round-trip Antigua, St. Maarten, San Juan Puerto Plata

Departure Nov 22, 2025
Duration 8 days
Starting from
$1,291
View Deal
💎 Mid-Range Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Breakaway

8 days, round-trip Bahamas Great Stirrup Cay, Orlando Nassau

Departure Nov 22, 2025
Duration 8 days
Starting from
$749
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Spirit

8 days, round-trip The Bahamas

Departure Nov 22, 2025
Duration 8 days
Starting from
$979
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Sunshine

8 days, round-trip Eastern Caribbean

Departure Nov 21, 2025
Duration 8 days
Starting from
$784
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,587
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,154
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

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

Departure Nov 22, 2025
Duration 7 days
Starting from
$7,029
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Jewel Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 22, 2025
Duration 7 days
Starting from
$819
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

8 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 22, 2025
Duration 8 days
Starting from
$1,521
View Deal
⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Treasure Islands

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,970
View Deal
💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

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

Departure Nov 22, 2025
Duration 7 days
Starting from
$999
View Deal
⭐ Premium Deals
Virgin Voyages Cruises
Resilient Lady

7 days, round-trip Cayman Coves Jamaican Waterfalls

Departure Nov 22, 2025
Duration 7 days
Starting from
$2,086
View Deal
💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Encore

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

Departure Nov 22, 2025
Duration 7 days
Starting from
$799
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Joy

7 days, round-trip Caribbean Great Stirrup Cay Dominican Republic

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,399
View Deal
⭐ Premium Deals
Celebrity Cruises
Celebrity Apex

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

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,357
View Deal
⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

6 days, one-way from Bridgetown to Miami

Departure Nov 22, 2025
Duration 6 days
Starting from
$3,465
View Deal
💎 Mid-Range Deals Bahamas
Princess Cruises
Star Princess

7 days, round-trip Eastern Caribbean with Bahamas Holiday

Departure Nov 22, 2025
Duration 7 days
Starting from
$908
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,268
View Deal
💎 Mid-Range Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Nov 22, 2025
Duration 7 days
Starting from
$789
View Deal
💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Magic

8 days, round-trip Eastern Caribbean

Departure Nov 21, 2025
Duration 8 days
Starting from
$883
View Deal
💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Vision Of The Seas

8 days, round-trip Southeast Coast Bahamas

Departure Nov 21, 2025
Duration 8 days
Starting from
$852
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.