Caribbean Cruise Deals

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

🔥

400

Budget Deals
Under $500
💎

703

Mid-Range Deals
$500-$1000
⭐

1,086

Premium Deals
$1000+
All Deals (917 total)
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Venezia

7 days, round-trip Eastern Caribbean

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,019
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

8 days, one-way from Bridgetown to Miami

Departure Dec 21, 2025
Duration 8 days
Starting from
$4,800
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Eastern Caribbean

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,179
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC Seashore

7 days, round-trip Caribbean Bahamas

Departure Dec 21, 2025
Duration 7 days
Starting from
$649
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💎 Mid-Range Deals Caribbean
Princess Cruises
Sun Princess

7 days, round-trip Western Caribbean with Grand Cayman Holiday

Departure Dec 21, 2025
Duration 7 days
Starting from
$918
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,849
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⭐ Premium Deals Bahamas
Celebrity Cruises
Celebrity Xcel

7 days, round-trip Bahamas, Mexico Cayman

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,451
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⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Dec 21, 2025
Duration 7 days
Starting from
$1,579
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Martinique

Departure Dec 24, 2025
Duration 7 days
Starting from
$1,278
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⭐ Premium Deals
Marella Cruises
Marella Discovery 2

7 days, round-trip Exotic Islands

Departure Dec 25, 2025
Duration 7 days
Starting from
$2,718
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⭐ Premium Deals Caribbean
Princess Cruises
Sky Princess

6 days, round-trip Eastern Caribbean with Turks Caicos Holiday

Departure Dec 22, 2025
Duration 6 days
Starting from
$1,228
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

7 days, one-way from Miami to San Juan

Departure Dec 22, 2025
Duration 7 days
Starting from
$4,985
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⭐ Premium Deals Caribbean
Marella Cruises
Marella Discovery

7 days, round-trip Caribbean Charms

Departure Dec 23, 2025
Duration 7 days
Starting from
$2,617
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⭐ Premium Deals
Crystal Cruises
Crystal Serenity

8 days, one-way from Fort Lauderdale to Puntarenas

Departure Dec 22, 2025
Duration 8 days
Starting from
$5,500
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⭐ Premium Deals
Silversea Cruises
Silver Spirit

7 days, one-way from Bridgetown to San Juan

Departure Dec 22, 2025
Duration 7 days
Starting from
$4,900
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Santo Domingo

Departure Dec 22, 2025
Duration 7 days
Starting from
$1,300
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⭐ Premium Deals Bahamas
MSC Cruises
MSC Seaside

7 days, round-trip Caribbean Bahamas

Departure Dec 26, 2025
Duration 7 days
Starting from
$1,378
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

8 days, round-trip Eastern Caribbean Cruise

Departure Dec 26, 2025
Duration 8 days
Starting from
$1,560
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Guadeloupe

Departure Dec 26, 2025
Duration 7 days
Starting from
$1,276
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

7 days, round-trip Western Caribbean Cruise From Port Canaveral

Departure Dec 27, 2025
Duration 7 days
Starting from
$10,237
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Enchantment Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Dec 27, 2025
Duration 7 days
Starting from
$961
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⭐ Premium Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,485
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,564
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Vista

8 days, round-trip Southern Caribbean

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,399
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⭐ Premium Deals
Marella Cruises
Marella Explorer

7 days, round-trip A Taste Of The Tropics

Departure Dec 28, 2025
Duration 7 days
Starting from
$3,516
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Brilliance Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,721
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Independence Of The Seas

7 days, round-trip Eastern Caribbean Holiday

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,203
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💎 Mid-Range Deals Caribbean
MSC Cruises
MSC Seascape

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$933
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC Divina

7 days, round-trip Caribbean Bahamas

Departure Dec 28, 2025
Duration 7 days
Starting from
$778
View Deal
⭐ Premium Deals Bahamas
Carnival Cruise Line Cruises
Carnival Pride

7 days, round-trip The Bahamas

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,849
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⭐ Premium Deals
Windstar Cruises
Wind Spirit

7 days, round-trip Windward Island Delights

Departure Dec 28, 2025
Duration 7 days
Starting from
$3,499
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💎 Mid-Range Deals Caribbean
Costa Cruises
Costa Pacifica

7 days, round-trip Caribbean from La Romana

Departure Dec 28, 2025
Duration 7 days
Starting from
$756
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,396
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC Meraviglia

7 days, round-trip The Bahamas

Departure Dec 28, 2025
Duration 7 days
Starting from
$980
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⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

6 days, round-trip Western Caribbean with Mexico Holiday

Departure Dec 28, 2025
Duration 6 days
Starting from
$1,208
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💎 Mid-Range Deals Caribbean
Princess Cruises
Regal Princess

7 days, round-trip Western Caribbean with Mexico

Departure Dec 28, 2025
Duration 7 days
Starting from
$998
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Magic

8 days, round-trip Eastern Caribbean

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,284
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⭐ Premium Deals
Star Clippers Cruises
Royal Clipper

7 days, round-trip Windward Islands New Years Cruise

Departure Dec 27, 2025
Duration 7 days
Starting from
$2,230
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⭐ Premium Deals
Star Clippers Cruises
Star Clipper

7 days, one-way from Puntarenas to Panama City

Departure Dec 27, 2025
Duration 7 days
Starting from
$2,170
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⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Leeward Islands New Years Cruise

Departure Dec 27, 2025
Duration 7 days
Starting from
$2,170
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⭐ Premium Deals
Emerald Cruises
Emerald Sakara

7 days, round-trip Cruising the Leeward Islands

Departure Dec 27, 2025
Duration 7 days
Starting from
$10,699
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⭐ Premium Deals
Celebrity Cruises
Celebrity Silhouette

8 days, round-trip Aruba, Curacao Bonaire

Departure Dec 27, 2025
Duration 8 days
Starting from
$2,488
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⭐ Premium Deals Bahamas
Carnival Cruise Line Cruises
Carnival Dream

8 days, round-trip The Bahamas

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,469
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⭐ Premium Deals Bahamas
MSC Cruises
MSC Grandiosa

8 days, round-trip Caribbean Bahamas

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,108
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Dec 27, 2025
Duration 7 days
Starting from
$2,484
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,608
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Jewel Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,526
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,994
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,052
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⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, one-way from Colon to Puntarenas

Departure Dec 27, 2025
Duration 7 days
Starting from
$2,999
View Deal
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.