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 Bahamas
MSC Cruises
MSC Grandiosa

14 days, round-trip Caribbean Bahamas

Departure Jan 24, 2026
Duration 14 days
Starting from
$726
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💎 Mid-Range Deals Mexico
Celebrity Cruises
Celebrity Apex

7 days, round-trip Key West, Mexico Cayman

Departure Jan 24, 2026
Duration 7 days
Starting from
$997
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⭐ Premium Deals Caribbean
Seabourn Cruises
Seabourn Ovation

14 days, round-trip Exotic Caribbean Isles

Departure Jan 24, 2026
Duration 14 days
Starting from
$7,394
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Encore

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

Departure Jan 24, 2026
Duration 7 days
Starting from
$699
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⭐ Premium Deals
Virgin Voyages Cruises
Resilient Lady

7 days, round-trip Cayman Coves Jamaican Waterfalls

Departure Jan 24, 2026
Duration 7 days
Starting from
$2,366
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Jan 24, 2026
Duration 7 days
Starting from
$677
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⭐ Premium Deals Caribbean
MSC Cruises
MSC World America

14 days, round-trip Eastern Western Caribbean

Departure Jan 24, 2026
Duration 14 days
Starting from
$2,062
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Jan 24, 2026
Duration 7 days
Starting from
$709
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⭐ Premium Deals Caribbean
Princess Cruises
Star Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Jan 24, 2026
Duration 14 days
Starting from
$1,458
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💎 Mid-Range Deals Caribbean
Princess Cruises
Star Princess

7 days, round-trip Western Caribbean with Mexico

Departure Jan 24, 2026
Duration 7 days
Starting from
$708
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⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Leeward Islands

Departure Jan 24, 2026
Duration 7 days
Starting from
$1,970
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Magic

8 days, round-trip Eastern Caribbean

Departure Jan 24, 2026
Duration 8 days
Starting from
$674
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⭐ Premium Deals
Holland America Cruises
ms Zuiderdam

22 days, one-way from Miami to San Diego

Departure Jan 24, 2026
Duration 22 days
Starting from
$2,774
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⭐ Premium Deals
Star Clippers Cruises
Royal Clipper

7 days, round-trip Windward Islands

Departure Jan 24, 2026
Duration 7 days
Starting from
$2,030
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🔥 Budget Deals Caribbean
Royal Caribbean Cruises
Freedom Of The Seas

5 days, round-trip Eastern Caribbean Cruise

Departure Jan 24, 2026
Duration 5 days
Starting from
$382
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⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip Barbados, Antigua, BVI More

Departure Jan 24, 2026
Duration 7 days
Starting from
$2,786
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Koningsdam

11 days, round-trip Eastern Caribbean Windward Leeward Islands

Departure Jan 24, 2026
Duration 11 days
Starting from
$1,599
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⭐ Premium Deals
Emerald Cruises
Emerald Azzurra

6 days, one-way from Barbuda Island to San Juan

Departure Jan 24, 2026
Duration 6 days
Starting from
$4,829
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⭐ Premium Deals
Emerald Cruises
Emerald Azzurra

12 days, one-way from Barbuda Island to Montserrat Island UK

Departure Jan 24, 2026
Duration 12 days
Starting from
$9,526
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💎 Mid-Range Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Jan 25, 2026
Duration 7 days
Starting from
$804
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Magic

4 days, round-trip Western Caribbean Cruise From Galveston With Marvel Day At Sea

Departure Jan 25, 2026
Duration 4 days
Starting from
$1,816
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Jan 25, 2026
Duration 7 days
Starting from
$1,558
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Viva

14 days, round-trip Caribbean Cozumel Dominican Republic

Departure Jan 24, 2026
Duration 14 days
Starting from
$1,889
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💎 Mid-Range Deals Caribbean
Princess Cruises
Majestic Princess

6 days, round-trip Western Caribbean with Mexico

Departure Jan 25, 2026
Duration 6 days
Starting from
$628
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Jan 25, 2026
Duration 6 days
Starting from
$603
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Miracle

7 days, round-trip Western Caribbean

Departure Jan 25, 2026
Duration 7 days
Starting from
$689
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 25, 2026
Duration 7 days
Starting from
$1,228
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Jan 25, 2026
Duration 7 days
Starting from
$760
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💎 Mid-Range Deals Caribbean
Princess Cruises
Grand Princess

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

Departure Jan 25, 2026
Duration 7 days
Starting from
$594
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⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Jan 25, 2026
Duration 14 days
Starting from
$1,370
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⭐ Premium Deals
Marella Cruises
Marella Explorer

7 days, round-trip A Taste Of The Tropics

Departure Jan 25, 2026
Duration 7 days
Starting from
$2,280
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Pride

7 days, round-trip The Bahamas

Departure Jan 25, 2026
Duration 7 days
Starting from
$904
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Jan 25, 2026
Duration 7 days
Starting from
$919
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⭐ Premium Deals Caribbean
Princess Cruises
Sky Princess

14 days, round-trip Eastern Caribbean Adventurer

Departure Jan 25, 2026
Duration 14 days
Starting from
$1,499
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💎 Mid-Range Deals Caribbean
Princess Cruises
Sky Princess

8 days, round-trip Eastern Caribbean with Puerto Rico

Departure Jan 25, 2026
Duration 8 days
Starting from
$898
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Liberty

7 days, round-trip Western Caribbean

Departure Jan 25, 2026
Duration 7 days
Starting from
$534
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Epic

7 days, round-trip Caribbean Barbados, Antigua St. Lucia

Departure Jan 25, 2026
Duration 7 days
Starting from
$849
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💎 Mid-Range Deals Mexico
Celebrity Cruises
Celebrity Eclipse

6 days, round-trip Grand Cayman, Mexico Key West

Departure Jan 25, 2026
Duration 6 days
Starting from
$676
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⭐ Premium Deals
Windstar Cruises
Wind Surf

15 days, one-way from Bridgetown to Colon

Departure Jan 25, 2026
Duration 15 days
Starting from
$6,199
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⭐ Premium Deals
Windstar Cruises
Wind Surf

7 days, one-way from Bridgetown to Oranjestad Aruba

Departure Jan 25, 2026
Duration 7 days
Starting from
$3,299
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⭐ Premium Deals
Silversea Cruises
Silver Shadow

9 days, one-way from Bridgetown to Cartagena Colombia

Departure Jan 25, 2026
Duration 9 days
Starting from
$6,300
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Dawn

10 days, round-trip Caribbean Curacao, Aruba Dominican Republic

Departure Jan 25, 2026
Duration 10 days
Starting from
$979
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

20 days, round-trip An Extended Journey to Delightful Island Towns and Tropical Treasures

Departure Jan 25, 2026
Duration 20 days
Starting from
$10,530
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

10 days, round-trip A Journey of Dutch Delights in the ABC Islands

Departure Jan 25, 2026
Duration 10 days
Starting from
$5,605
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⭐ Premium Deals
Virgin Voyages Cruises
Scarlet Lady

5 days, round-trip Riviera Maya

Departure Jan 25, 2026
Duration 5 days
Starting from
$1,490
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

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

Departure Jan 25, 2026
Duration 7 days
Starting from
$759
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 25, 2026
Duration 7 days
Starting from
$736
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Beyond

7 days, round-trip Tortola, Antigua Bahamas

Departure Jan 25, 2026
Duration 7 days
Starting from
$834
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Independence Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Jan 25, 2026
Duration 7 days
Starting from
$646
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Brilliance Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 25, 2026
Duration 7 days
Starting from
$678
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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.