Caribbean Cruise Deals

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

🔥

317

Budget Deals
Under $500
💎

621

Mid-Range Deals
$500-$1000
⭐

976

Premium Deals
$1000+
All Deals (832 total)
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⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

8 days, round-trip Southern Caribbean with ABC Islands

Departure Dec 6, 2025
Duration 8 days
Starting from
$1,058
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💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Spirit

8 days, round-trip The Bahamas

Departure Dec 6, 2025
Duration 8 days
Starting from
$754
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💎 Mid-Range Deals Caribbean
Holland America Cruises
ms Zuiderdam

7 days, round-trip Eastern Caribbean San Juan St. Thomas

Departure Dec 6, 2025
Duration 7 days
Starting from
$699
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Dec 6, 2025
Duration 6 days
Starting from
$1,077
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💎 Mid-Range Deals
Celebrity Cruises
Celebrity Eclipse

8 days, round-trip Antigua, St. Maarten, San Juan Puerto Plata

Departure Dec 6, 2025
Duration 8 days
Starting from
$947
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⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Treasure Islands

Departure Dec 6, 2025
Duration 7 days
Starting from
$1,970
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⭐ Premium Deals
Star Clippers Cruises
Royal Clipper

7 days, round-trip Grenadine Islands

Departure Dec 6, 2025
Duration 7 days
Starting from
$2,030
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Jewel Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 6, 2025
Duration 7 days
Starting from
$711
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Dec 6, 2025
Duration 7 days
Starting from
$1,519
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⭐ Premium Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Dec 6, 2025
Duration 7 days
Starting from
$1,396
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Rhapsody Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Dec 6, 2025
Duration 7 days
Starting from
$599
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

8 days, round-trip Eastern Caribbean Perfect Day

Departure Dec 6, 2025
Duration 8 days
Starting from
$1,048
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⭐ Premium Deals
Windstar Cruises
Wind Spirit

7 days, one-way from Puntarenas to Colon

Departure Dec 6, 2025
Duration 7 days
Starting from
$4,199
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

6 days, round-trip Southern Caribbean Cruise

Departure Dec 6, 2025
Duration 6 days
Starting from
$801
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⭐ Premium Deals
Azamara Cruises
Azamara Quest

7 days, one-way from San Juan to Bridgetown

Departure Dec 6, 2025
Duration 7 days
Starting from
$2,489
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Dec 6, 2025
Duration 7 days
Starting from
$606
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💎 Mid-Range Deals Bahamas
Holland America Cruises
ms Nieuw Statendam

7 days, round-trip Eastern Caribbean Amber Cove Bahamas

Departure Dec 6, 2025
Duration 7 days
Starting from
$799
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🔥 Budget Deals Bahamas
MSC Cruises
MSC Grandiosa

7 days, round-trip Caribbean Bahamas

Departure Dec 6, 2025
Duration 7 days
Starting from
$466
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💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Encore

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

Departure Dec 6, 2025
Duration 7 days
Starting from
$699
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💎 Mid-Range Deals
Celebrity Cruises
Celebrity Apex

7 days, round-trip St. Kitts, San Juan Puerto Plata

Departure Dec 6, 2025
Duration 7 days
Starting from
$942
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Dec 6, 2025
Duration 7 days
Starting from
$795
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⭐ Premium Deals
Virgin Voyages Cruises
Resilient Lady

7 days, round-trip Cayman Coves Jamaican Waterfalls

Departure Dec 6, 2025
Duration 7 days
Starting from
$1,806
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💎 Mid-Range Deals Bahamas
Princess Cruises
Star Princess

7 days, round-trip Eastern Caribbean with Bahamas

Departure Dec 6, 2025
Duration 7 days
Starting from
$890
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⭐ Premium Deals
Emerald Cruises
Emerald Sakara

7 days, one-way from Marigot to Bridgetown

Departure Dec 6, 2025
Duration 7 days
Starting from
$6,330
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💎 Mid-Range Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Dec 6, 2025
Duration 7 days
Starting from
$692
View Deal
💎 Mid-Range Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Joy

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

Departure Dec 5, 2025
Duration 7 days
Starting from
$999
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💎 Mid-Range Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Guadeloupe

Departure Dec 5, 2025
Duration 7 days
Starting from
$995
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

7 days, one-way from San Juan to Miami

Departure Dec 5, 2025
Duration 7 days
Starting from
$4,100
View Deal
💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Dec 6, 2025
Duration 7 days
Starting from
$654
View Deal
⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

7 days, round-trip Very Merrytime Eastern Caribbean Cruise From Port Canaveral

Departure Dec 6, 2025
Duration 7 days
Starting from
$5,321
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Vista

6 days, round-trip Eastern Caribbean

Departure Dec 7, 2025
Duration 6 days
Starting from
$570
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⭐ Premium Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Dec 7, 2025
Duration 7 days
Starting from
$1,757
View Deal
⭐ Premium Deals
Lindblad Expeditions Cruises
National Geographic Quest

7 days, one-way from Colon to Panama City

Departure Dec 7, 2025
Duration 7 days
Starting from
$7,315
View Deal
💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Odyssey Of The Seas

7 days, round-trip Perfect Day Bahamas Cruise

Departure Dec 7, 2025
Duration 7 days
Starting from
$869
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Miracle

7 days, round-trip Western Caribbean

Departure Dec 7, 2025
Duration 7 days
Starting from
$779
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 7, 2025
Duration 7 days
Starting from
$1,520
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Dec 7, 2025
Duration 7 days
Starting from
$1,621
View Deal
🔥 Budget Deals Caribbean
MSC Cruises
MSC Seascape

7 days, round-trip Western Caribbean

Departure Dec 7, 2025
Duration 7 days
Starting from
$484
View Deal
⭐ Premium Deals
Crystal Cruises
Crystal Serenity

7 days, one-way from Bridgetown to Cartagena Colombia

Departure Dec 7, 2025
Duration 7 days
Starting from
$3,600
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Independence Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Dec 7, 2025
Duration 7 days
Starting from
$795
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⭐ Premium Deals
Windstar Cruises
Star Pride

6 days, one-way from San Juan to Colon

Departure Dec 7, 2025
Duration 6 days
Starting from
$2,599
View Deal
💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Pride

7 days, round-trip The Bahamas

Departure Dec 7, 2025
Duration 7 days
Starting from
$829
View Deal
💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Dec 7, 2025
Duration 6 days
Starting from
$894
View Deal
💎 Mid-Range Deals Caribbean
Princess Cruises
Grand Princess

7 days, round-trip Southern Caribbean with Barbados and St. Lucia

Departure Dec 7, 2025
Duration 7 days
Starting from
$689
View Deal
💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Brilliance Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 7, 2025
Duration 7 days
Starting from
$800
View Deal
🔥 Budget Deals Bahamas
MSC Cruises
MSC Meraviglia

7 days, round-trip The Bahamas

Departure Dec 7, 2025
Duration 7 days
Starting from
$313
View Deal
💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Eastern Caribbean Cruise

Departure Dec 7, 2025
Duration 7 days
Starting from
$939
View Deal
💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Dec 7, 2025
Duration 7 days
Starting from
$755
View Deal
💎 Mid-Range Deals
Celebrity Cruises
Celebrity Beyond

7 days, round-trip St. Thomas Puerto Plata

Departure Dec 7, 2025
Duration 7 days
Starting from
$890
View Deal
⭐ Premium Deals
Silversea Cruises
Silver Spirit

7 days, round-trip Bridgetown To Bridgetown

Departure Dec 8, 2025
Duration 7 days
Starting from
$2,900
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.