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 Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Jan 10, 2026
Duration 8 days
Starting from
$996
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 10, 2026
Duration 7 days
Starting from
$534
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⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip Virgin Island Views Saint Isle Blues

Departure Jan 10, 2026
Duration 7 days
Starting from
$1,948
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Magic

8 days, round-trip Southern Caribbean

Departure Jan 10, 2026
Duration 8 days
Starting from
$734
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⭐ Premium Deals
Star Clippers Cruises
Royal Clipper

7 days, round-trip Windward Islands

Departure Jan 10, 2026
Duration 7 days
Starting from
$2,030
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⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Leeward Islands

Departure Jan 10, 2026
Duration 7 days
Starting from
$1,970
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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 11, 2026
Duration 7 days
Starting from
$694
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Miracle

6 days, round-trip Western Caribbean

Departure Jan 11, 2026
Duration 6 days
Starting from
$609
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💎 Mid-Range Deals Caribbean
Princess Cruises
Grand Princess

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

Departure Jan 11, 2026
Duration 7 days
Starting from
$684
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Horizon

6 days, round-trip Western Caribbean

Departure Jan 11, 2026
Duration 6 days
Starting from
$569
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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 11, 2026
Duration 7 days
Starting from
$712
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⭐ Premium Deals
Marella Cruises
Marella Explorer

7 days, round-trip A Taste Of The Tropics

Departure Jan 11, 2026
Duration 7 days
Starting from
$2,280
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Brilliance Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 11, 2026
Duration 7 days
Starting from
$708
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⭐ Premium Deals
Windstar Cruises
Star Pride

6 days, one-way from Panama City to Oranjestad Aruba

Departure Jan 11, 2026
Duration 6 days
Starting from
$2,499
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 11, 2026
Duration 7 days
Starting from
$658
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⭐ Premium Deals
Emerald Cruises
Emerald Azzurra

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

Departure Jan 10, 2026
Duration 6 days
Starting from
$4,815
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⭐ Premium Deals
Celebrity Cruises
Celebrity Silhouette

8 days, round-trip Aruba, Curacao Grand Cayman

Departure Jan 10, 2026
Duration 8 days
Starting from
$1,234
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💎 Mid-Range Deals Mexico
Celebrity Cruises
Celebrity Apex

7 days, round-trip Key West, Mexico Cayman

Departure Jan 10, 2026
Duration 7 days
Starting from
$950
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⭐ Premium Deals
Seabourn Cruises
Seabourn Ovation

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

Departure Jan 10, 2026
Duration 7 days
Starting from
$4,249
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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 10, 2026
Duration 7 days
Starting from
$699
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Joy

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

Departure Jan 10, 2026
Duration 7 days
Starting from
$1,029
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💎 Mid-Range Deals Caribbean
Princess Cruises
Star Princess

7 days, round-trip Western Caribbean with Mexico

Departure Jan 10, 2026
Duration 7 days
Starting from
$758
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Western Caribbean

Departure Jan 10, 2026
Duration 7 days
Starting from
$709
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⭐ Premium Deals
Virgin Voyages Cruises
Resilient Lady

7 days, round-trip Cayman Isles Jamaican Miles

Departure Jan 10, 2026
Duration 7 days
Starting from
$2,226
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💎 Mid-Range Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Jan 11, 2026
Duration 7 days
Starting from
$772
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Jan 10, 2026
Duration 7 days
Starting from
$724
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Jan 11, 2026
Duration 7 days
Starting from
$1,818
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💎 Mid-Range Deals Caribbean
Princess Cruises
Majestic Princess

6 days, round-trip Eastern Caribbean with Turks Caicos

Departure Jan 11, 2026
Duration 6 days
Starting from
$640
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Jan 11, 2026
Duration 6 days
Starting from
$613
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 11, 2026
Duration 7 days
Starting from
$1,512
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Beyond

7 days, round-trip Tortola, Antigua Bahamas

Departure Jan 11, 2026
Duration 7 days
Starting from
$842
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💎 Mid-Range Deals Caribbean
Costa Cruises
Costa Pacifica

7 days, round-trip Caribbean from La Romana

Departure Jan 11, 2026
Duration 7 days
Starting from
$586
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🔥 Budget Deals Caribbean
MSC Cruises
MSC Seascape

7 days, round-trip Western Caribbean

Departure Jan 11, 2026
Duration 7 days
Starting from
$424
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💎 Mid-Range Deals Caribbean
Princess Cruises
Regal Princess

7 days, round-trip Western Caribbean with Mexico

Departure Jan 11, 2026
Duration 7 days
Starting from
$588
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Meraviglia

7 days, round-trip The Bahamas

Departure Jan 11, 2026
Duration 7 days
Starting from
$303
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Liberty

7 days, round-trip Western Caribbean

Departure Jan 11, 2026
Duration 7 days
Starting from
$579
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💎 Mid-Range Deals Caribbean
Princess Cruises
Sky Princess

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

Departure Jan 11, 2026
Duration 8 days
Starting from
$948
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Spirit

6 days, round-trip The Bahamas

Departure Jan 11, 2026
Duration 6 days
Starting from
$614
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⭐ Premium Deals
Celebrity Cruises
Celebrity Xcel

7 days, round-trip Puerto Plata, St. Thomas St. Maarten

Departure Jan 11, 2026
Duration 7 days
Starting from
$1,045
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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 11, 2026
Duration 7 days
Starting from
$919
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⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Jan 11, 2026
Duration 7 days
Starting from
$1,009
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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 11, 2026
Duration 7 days
Starting from
$889
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⭐ Premium Deals
Silversea Cruises
Silver Shadow

7 days, round-trip Philipsburg, St.nbspMaarten To Philipsburg, St.nbspMaarten

Departure Jan 11, 2026
Duration 7 days
Starting from
$6,000
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💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Eclipse

6 days, round-trip Grand Cayman, Bahamas Mexico

Departure Jan 11, 2026
Duration 6 days
Starting from
$689
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💎 Mid-Range Deals Caribbean
Celebrity Cruises
Celebrity Constellation

7 days, round-trip Western Caribbean

Departure Jan 11, 2026
Duration 7 days
Starting from
$625
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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 11, 2026
Duration 7 days
Starting from
$719
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⭐ Premium Deals
Windstar Cruises
Wind Surf

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

Departure Jan 11, 2026
Duration 7 days
Starting from
$3,199
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💎 Mid-Range Deals Caribbean
Princess Cruises
Sun Princess

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

Departure Jan 11, 2026
Duration 7 days
Starting from
$779
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Eastern Caribbean

Departure Jan 11, 2026
Duration 7 days
Starting from
$743
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⭐ Premium Deals
Marella Cruises
Marella Discovery 2

7 days, round-trip Cocktails And Coconuts

Departure Jan 15, 2026
Duration 7 days
Starting from
$2,107
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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.