Caribbean Cruise Deals

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

⭐ 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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🔥 Budget Deals Caribbean
Royal Caribbean Cruises
Enchantment Of The Seas

5 days, round-trip Western Caribbean Cruise

Departure Nov 3, 2025
Duration 5 days
Starting from
$422
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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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🔥 Budget Deals Caribbean
Carnival Cruise Line Cruises
Carnival Paradise

4 days, round-trip Western Caribbean

Departure Nov 2, 2025
Duration 4 days
Starting from
$264
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Pride

14 days, round-trip Southern Caribbean

Departure Nov 2, 2025
Duration 14 days
Starting from
$1,819
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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
Princess Cruises
Emerald Princess

16 days, one-way from Fort Lauderdale to Los Angeles

Departure Nov 2, 2025
Duration 16 days
Starting from
$1,188
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⭐ Premium Deals
Windstar Cruises
Star Pride

14 days, round-trip Star Collector Lovely Leewards

Departure Nov 2, 2025
Duration 14 days
Starting from
$5,469
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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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⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Nov 2, 2025
Duration 14 days
Starting from
$1,427
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💎 Mid-Range Deals
Norwegian Cruise Line Cruises
Norwegian Dawn

14 days, one-way from Barcelona to Tampa

Departure Nov 2, 2025
Duration 14 days
Starting from
$799
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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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⭐ Premium Deals
Oceania Cruises
Oceania Regatta

12 days, one-way from Los Angeles to Colon

Departure Nov 2, 2025
Duration 12 days
Starting from
$2,405
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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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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Mariner Of The Seas

5 days, round-trip Western Caribbean Cruise

Departure Nov 1, 2025
Duration 5 days
Starting from
$553
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🔥 Budget Deals Bahamas
Carnival Cruise Line Cruises
Carnival Sunrise

5 days, round-trip The Bahamas

Departure Nov 1, 2025
Duration 5 days
Starting from
$374
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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
Seabourn Cruises
Seabourn Sojourn

10 days, one-way from Montreal to Miami

Departure Nov 1, 2025
Duration 10 days
Starting from
$3,998
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🔥 Budget Deals Bahamas
Celebrity Cruises
Celebrity Summit

5 days, round-trip Key West Bahamas

Departure Nov 1, 2025
Duration 5 days
Starting from
$388
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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
Vision Of The Seas

12 days, round-trip Southern Caribbean Cruise

Departure Nov 1, 2025
Duration 12 days
Starting from
$1,158
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Zuiderdam

14 days, round-trip Eastern Western Caribbean San Juan Mexico

Departure Nov 1, 2025
Duration 14 days
Starting from
$1,229
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🔥 Budget Deals Caribbean
Royal Caribbean Cruises
Freedom Of The Seas

5 days, round-trip Eastern Caribbean Cruise

Departure Nov 1, 2025
Duration 5 days
Starting from
$349
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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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🔥 Budget Deals Caribbean
Royal Caribbean Cruises
Explorer Of The Seas

5 days, round-trip Western Caribbean Perfect Day

Departure Nov 1, 2025
Duration 5 days
Starting from
$476
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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
Star Clippers Cruises
Royal Clipper

14 days, one-way from Bridgetown to Panama City

Departure Nov 1, 2025
Duration 14 days
Starting from
$4,350
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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
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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 1, 2025
Duration 7 days
Starting from
$689
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⭐ Premium Deals
Holland America Cruises
ms Koningsdam

28 days, one-way from San Diego to Fort Lauderdale

Departure Nov 1, 2025
Duration 28 days
Starting from
$2,554
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⭐ Premium Deals
Holland America Cruises
ms Koningsdam

17 days, one-way from San Diego to Fort Lauderdale

Departure Nov 1, 2025
Duration 17 days
Starting from
$1,399
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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
Princess Cruises
Enchanted Princess

12 days, one-way from New York to Fort Lauderdale

Departure Nov 1, 2025
Duration 12 days
Starting from
$888
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⭐ Premium Deals
Princess Cruises
Sun Princess

15 days, one-way from Barcelona to Fort Lauderdale

Departure Nov 1, 2025
Duration 15 days
Starting from
$1,019
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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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⭐ Premium Deals Bahamas
MSC Cruises
MSC World America

14 days, round-trip Caribbean Bahamas

Departure Nov 1, 2025
Duration 14 days
Starting from
$1,472
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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
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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 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
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⭐ 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
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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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🔥 Budget Deals Bahamas
MSC Cruises
MSC Seascape

2 days, round-trip Caribbean Bahamas

Departure Nov 2, 2025
Duration 2 days
Starting from
$183
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💎 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
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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.