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
Royal Caribbean Cruises
Independence Of The Seas

7 days, round-trip Western Carib Perfect Day Holiday

Departure Nov 9, 2025
Duration 7 days
Starting from
$722
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Sunshine

6 days, round-trip The Bahamas

Departure Nov 9, 2025
Duration 6 days
Starting from
$574
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Silhouette

6 days, round-trip Grand Cayman, Mexico Bahamas

Departure Nov 9, 2025
Duration 6 days
Starting from
$818
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💎 Mid-Range Deals Caribbean
MSC Cruises
MSC Seascape

7 days, round-trip Western Caribbean

Departure Nov 9, 2025
Duration 7 days
Starting from
$525
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Liberty

7 days, round-trip Western Caribbean

Departure Nov 9, 2025
Duration 7 days
Starting from
$712
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Dream

6 days, round-trip Western Caribbean

Departure Nov 9, 2025
Duration 6 days
Starting from
$609
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Nov 9, 2025
Duration 6 days
Starting from
$790
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⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, round-trip San Juan the Virgin Islands

Departure Nov 9, 2025
Duration 7 days
Starting from
$2,318
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Magic

6 days, round-trip Eastern Caribbean

Departure Nov 9, 2025
Duration 6 days
Starting from
$534
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Vista

6 days, round-trip Eastern Caribbean

Departure Nov 15, 2025
Duration 6 days
Starting from
$615
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Nov 15, 2025
Duration 7 days
Starting from
$654
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Paradise

6 days, round-trip Western Caribbean

Departure Nov 10, 2025
Duration 6 days
Starting from
$660
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💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Vision Of The Seas

8 days, round-trip Southeast Coast Bahamas

Departure Nov 13, 2025
Duration 8 days
Starting from
$730
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⭐ Premium Deals
Celebrity Cruises
Celebrity Ascent

8 days, round-trip Aruba, Curacao Cayman

Departure Nov 13, 2025
Duration 8 days
Starting from
$1,548
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Magic

6 days, one-way from San Juan to Galveston

Departure Nov 14, 2025
Duration 6 days
Starting from
$2,460
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

8 days, one-way from Miami to San Juan

Departure Nov 12, 2025
Duration 8 days
Starting from
$4,465
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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 15, 2025
Duration 7 days
Starting from
$5,057
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 15, 2025
Duration 7 days
Starting from
$1,553
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 15, 2025
Duration 7 days
Starting from
$1,113
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Jewel Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 15, 2025
Duration 7 days
Starting from
$779
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Nov 15, 2025
Duration 7 days
Starting from
$540
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Rhapsody Of The Seas

8 days, round-trip Western Caribbean Cruise

Departure Nov 15, 2025
Duration 8 days
Starting from
$667
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Nov 15, 2025
Duration 8 days
Starting from
$1,124
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⭐ Premium Deals
Azamara Cruises
Azamara Quest

7 days, one-way from Bridgetown to San Juan

Departure Nov 15, 2025
Duration 7 days
Starting from
$2,089
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⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip Sunny Miles of Tropical Isles

Departure Nov 15, 2025
Duration 7 days
Starting from
$1,948
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⭐ Premium Deals
Celebrity Cruises
Celebrity Silhouette

8 days, round-trip Aruba, Curacao Bonaire

Departure Nov 15, 2025
Duration 8 days
Starting from
$1,204
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Seashore

7 days, round-trip Caribbean Bahamas

Departure Nov 16, 2025
Duration 7 days
Starting from
$456
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Eastern Caribbean

Departure Nov 16, 2025
Duration 7 days
Starting from
$689
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💎 Mid-Range Deals Caribbean
Princess Cruises
Sun Princess

7 days, round-trip Eastern Caribbean with St. Thomas

Departure Nov 16, 2025
Duration 7 days
Starting from
$989
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💎 Mid-Range Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Nov 16, 2025
Duration 7 days
Starting from
$968
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Nov 16, 2025
Duration 7 days
Starting from
$899
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⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, round-trip San Juan the Virgin Islands

Departure Nov 16, 2025
Duration 7 days
Starting from
$2,699
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Pride

7 days, round-trip The Bahamas

Departure Nov 16, 2025
Duration 7 days
Starting from
$844
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Brilliance Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 16, 2025
Duration 7 days
Starting from
$764
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💎 Mid-Range Deals Caribbean
Celebrity Cruises
Celebrity Constellation

7 days, round-trip Western Caribbean

Departure Nov 16, 2025
Duration 7 days
Starting from
$802
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💎 Mid-Range Deals Caribbean
Holland America Cruises
ms Eurodam

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

Departure Nov 16, 2025
Duration 7 days
Starting from
$698
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💎 Mid-Range Deals Caribbean
Princess Cruises
Regal Princess

7 days, round-trip Western Caribbean - The Love Boat Celebration at Sea

Departure Nov 16, 2025
Duration 7 days
Starting from
$698
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Beyond

7 days, round-trip Tortola, Antigua Bahamas

Departure Nov 16, 2025
Duration 7 days
Starting from
$832
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 16, 2025
Duration 7 days
Starting from
$818
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💎 Mid-Range Deals Caribbean
Princess Cruises
Grand Princess

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

Departure Nov 16, 2025
Duration 7 days
Starting from
$904
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Meraviglia

7 days, round-trip The Bahamas

Departure Nov 16, 2025
Duration 7 days
Starting from
$367
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Nov 16, 2025
Duration 7 days
Starting from
$848
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💎 Mid-Range Deals Caribbean
Princess Cruises
Majestic Princess

6 days, round-trip Western Caribbean with Mexico

Departure Nov 16, 2025
Duration 6 days
Starting from
$598
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🔥 Budget Deals Caribbean
MSC Cruises
MSC Seascape

7 days, round-trip Western Caribbean

Departure Nov 16, 2025
Duration 7 days
Starting from
$464
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Spirit

6 days, round-trip The Bahamas

Departure Nov 16, 2025
Duration 6 days
Starting from
$729
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Horizon

6 days, round-trip Western Caribbean

Departure Nov 16, 2025
Duration 6 days
Starting from
$564
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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 16, 2025
Duration 7 days
Starting from
$645
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Liberty

6 days, round-trip Western Caribbean

Departure Nov 16, 2025
Duration 6 days
Starting from
$539
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Eclipse

6 days, round-trip Grand Cayman, Bahamas Mexico

Departure Nov 16, 2025
Duration 6 days
Starting from
$629
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Nov 15, 2025
Duration 7 days
Starting from
$824
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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.