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
Holland America Cruises
ms Nieuw Statendam

7 days, round-trip Eastern Caribbean Amber Cove Bahamas

Departure Jan 17, 2026
Duration 7 days
Starting from
$749
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Jan 17, 2026
Duration 7 days
Starting from
$721
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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 17, 2026
Duration 7 days
Starting from
$699
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Jan 17, 2026
Duration 7 days
Starting from
$808
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💎 Mid-Range Deals Bahamas
Princess Cruises
Star Princess

7 days, round-trip Eastern Caribbean with Bahamas

Departure Jan 17, 2026
Duration 7 days
Starting from
$800
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Vista

6 days, round-trip Eastern Caribbean

Departure Jan 18, 2026
Duration 6 days
Starting from
$539
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⭐ Premium Deals Caribbean
MSC Cruises
MSC World America

14 days, round-trip Eastern Western Caribbean

Departure Jan 17, 2026
Duration 14 days
Starting from
$2,286
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⭐ Premium Deals Caribbean
Princess Cruises
Star Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Jan 17, 2026
Duration 14 days
Starting from
$1,518
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Pacifica

14 days, round-trip Caribbean from La Romana

Departure Jan 18, 2026
Duration 14 days
Starting from
$1,708
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Sunshine

6 days, round-trip The Bahamas

Departure Jan 18, 2026
Duration 6 days
Starting from
$574
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Pacifica

7 days, round-trip Caribbean from La Romana

Departure Jan 18, 2026
Duration 7 days
Starting from
$1,009
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💎 Mid-Range Deals Mexico
Celebrity Cruises
Celebrity Silhouette

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

Departure Jan 18, 2026
Duration 6 days
Starting from
$626
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Liberty

7 days, round-trip Western Caribbean

Departure Jan 18, 2026
Duration 7 days
Starting from
$559
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Meraviglia

7 days, round-trip The Bahamas

Departure Jan 18, 2026
Duration 7 days
Starting from
$364
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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 18, 2026
Duration 7 days
Starting from
$939
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💎 Mid-Range Deals Caribbean
Princess Cruises
Regal Princess

7 days, round-trip Western Caribbean with Mexico

Departure Jan 18, 2026
Duration 7 days
Starting from
$558
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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 18, 2026
Duration 7 days
Starting from
$889
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Dream

14 days, round-trip Eastern Caribbean

Departure Jan 18, 2026
Duration 14 days
Starting from
$1,709
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Dawn

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

Departure Jan 18, 2026
Duration 7 days
Starting from
$699
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⭐ Premium Deals
Silversea Cruises
Silver Shadow

7 days, one-way from Philipsburg St Maarten to Bridgetown

Departure Jan 18, 2026
Duration 7 days
Starting from
$5,500
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⭐ Premium Deals
Windstar Cruises
Wind Surf

14 days, one-way from Bridgetown to Oranjestad Aruba

Departure Jan 18, 2026
Duration 14 days
Starting from
$6,099
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Constellation

7 days, round-trip Key West Bahamas

Departure Jan 18, 2026
Duration 7 days
Starting from
$585
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⭐ Premium Deals
Windstar Cruises
Wind Surf

7 days, round-trip Jewels of the Windward Islands

Departure Jan 18, 2026
Duration 7 days
Starting from
$3,099
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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 18, 2026
Duration 7 days
Starting from
$739
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Grandiosa

6 days, round-trip Caribbean Bahamas

Departure Jan 18, 2026
Duration 6 days
Starting from
$335
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Western Caribbean

Departure Jan 18, 2026
Duration 7 days
Starting from
$644
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⭐ Premium Deals
Holland America Cruises
ms Rotterdam

12 days, round-trip Panama Canal Discovery Costa Rica Greater Antilles

Departure Jan 18, 2026
Duration 12 days
Starting from
$1,399
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💎 Mid-Range Deals Caribbean
Princess Cruises
Sun Princess

7 days, round-trip Western Caribbean with Grand Cayman

Departure Jan 18, 2026
Duration 7 days
Starting from
$678
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⭐ Premium Deals Caribbean
Princess Cruises
Sun Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Jan 18, 2026
Duration 14 days
Starting from
$1,478
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⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Jan 18, 2026
Duration 7 days
Starting from
$1,019
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Rotterdam

21 days, round-trip Panama Canal Southern Caribbean Abc Islands

Departure Jan 18, 2026
Duration 21 days
Starting from
$2,384
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Xcel

7 days, round-trip Bahamas, Mexico Cayman

Departure Jan 18, 2026
Duration 7 days
Starting from
$835
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Rhapsody Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 24, 2026
Duration 7 days
Starting from
$613
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Mariner Of The Seas

5 days, round-trip Western Caribbean Cruise

Departure Jan 24, 2026
Duration 5 days
Starting from
$548
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🔥 Budget Deals Bahamas
Carnival Cruise Line Cruises
Carnival Sunrise

5 days, round-trip The Bahamas

Departure Jan 24, 2026
Duration 5 days
Starting from
$389
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Jewel Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 24, 2026
Duration 7 days
Starting from
$667
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Jan 24, 2026
Duration 8 days
Starting from
$920
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🔥 Budget Deals Caribbean
Royal Caribbean Cruises
Explorer Of The Seas

5 days, round-trip Western Caribbean Cruise

Departure Jan 24, 2026
Duration 5 days
Starting from
$462
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 24, 2026
Duration 7 days
Starting from
$564
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 24, 2026
Duration 7 days
Starting from
$1,141
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🔥 Budget Deals Caribbean
Carnival Cruise Line Cruises
Carnival Paradise

5 days, round-trip Western Caribbean

Departure Jan 24, 2026
Duration 5 days
Starting from
$434
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💎 Mid-Range Deals Bahamas
Holland America Cruises
ms Zuiderdam

7 days, round-trip Eastern Caribbean Amber Cove Bahamas

Departure Jan 24, 2026
Duration 7 days
Starting from
$899
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Vision Of The Seas

12 days, round-trip Southern Caribbean Cruise

Departure Jan 24, 2026
Duration 12 days
Starting from
$1,189
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Sunshine

8 days, round-trip Eastern Caribbean

Departure Jan 24, 2026
Duration 8 days
Starting from
$609
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⭐ Premium Deals Caribbean
Windstar Cruises
Wind Spirit

7 days, round-trip Beach Fun Sun A Remote Caribbean Getaway

Departure Jan 24, 2026
Duration 7 days
Starting from
$3,299
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🔥 Budget Deals Bahamas
Margaritaville at Sea Cruises
Margaritaville Paradise

4 days, round-trip Bahamas Duo

Departure Jan 23, 2026
Duration 4 days
Starting from
$409
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

8 days, round-trip Eastern Caribbean Cruise

Departure Jan 23, 2026
Duration 8 days
Starting from
$836
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💎 Mid-Range Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Guadeloupe

Departure Jan 23, 2026
Duration 7 days
Starting from
$980
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⭐ Premium Deals Caribbean
Margaritaville at Sea Cruises
Margaritaville Islander

7 days, round-trip Jamaica Western Caribbean

Departure Jan 23, 2026
Duration 7 days
Starting from
$1,335
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⭐ Premium Deals
Windstar Cruises
Star Seeker

7 days, round-trip San Juan the Virgin Islands

Departure Jan 23, 2026
Duration 7 days
Starting from
$5,599
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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.