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
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Santo Domingo

Departure Jan 12, 2026
Duration 7 days
Starting from
$1,047
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⭐ Premium Deals Caribbean
Marella Cruises
Marella Discovery

7 days, round-trip Caribbean Charms

Departure Jan 13, 2026
Duration 7 days
Starting from
$2,349
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

8 days, one-way from Miami to San Juan

Departure Jan 13, 2026
Duration 8 days
Starting from
$4,465
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⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

8 days, round-trip Southern Caribbean with ABC Islands

Departure Jan 17, 2026
Duration 8 days
Starting from
$1,488
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Jan 17, 2026
Duration 7 days
Starting from
$674
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💎 Mid-Range Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Jan 17, 2026
Duration 7 days
Starting from
$839
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Jan 17, 2026
Duration 7 days
Starting from
$1,440
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Jewel Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 17, 2026
Duration 7 days
Starting from
$676
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

8 days, round-trip Eastern Caribbean Perfect Day

Departure Jan 17, 2026
Duration 8 days
Starting from
$950
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 17, 2026
Duration 7 days
Starting from
$1,231
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Miracle

8 days, round-trip Caribbean Panama

Departure Jan 17, 2026
Duration 8 days
Starting from
$1,354
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💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Horizon

8 days, round-trip Southern Caribbean

Departure Jan 17, 2026
Duration 8 days
Starting from
$769
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Grandeur Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 17, 2026
Duration 7 days
Starting from
$545
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💎 Mid-Range Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Guadeloupe

Departure Jan 16, 2026
Duration 7 days
Starting from
$995
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💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Vision Of The Seas

8 days, round-trip Southeast Coast Bahamas

Departure Jan 16, 2026
Duration 8 days
Starting from
$700
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

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

Departure Jan 17, 2026
Duration 7 days
Starting from
$5,124
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⭐ Premium Deals
Lindblad Expeditions Cruises
National Geographic Quest

7 days, round-trip 7 Night The Panama Canal Pearl Islands and Darien Jungle Tropical Wonders and Vibrant Cultures Cruise

Departure Jan 16, 2026
Duration 7 days
Starting from
$7,539
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Jan 17, 2026
Duration 6 days
Starting from
$527
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⭐ Premium Deals
Windstar Cruises
Star Pride

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

Departure Jan 17, 2026
Duration 8 days
Starting from
$3,099
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⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Treasure Islands

Departure Jan 17, 2026
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 Jan 17, 2026
Duration 7 days
Starting from
$2,030
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⭐ Premium Deals
Emerald Cruises
Emerald Sakara

7 days, one-way from Bridgetown to Marigot

Departure Jan 17, 2026
Duration 7 days
Starting from
$12,118
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⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip St. Kitts, Barbados, Martinique More

Departure Jan 17, 2026
Duration 7 days
Starting from
$1,946
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⭐ Premium Deals
Emerald Cruises
Emerald Azzurra

6 days, one-way from San Juan to Montserrat Island UK

Departure Jan 17, 2026
Duration 6 days
Starting from
$5,080
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💎 Mid-Range Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Martinique

Departure Jan 15, 2026
Duration 7 days
Starting from
$996
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⭐ Premium Deals
Windstar Cruises
Star Seeker

8 days, one-way from Miami to San Juan

Departure Jan 15, 2026
Duration 8 days
Starting from
$7,949
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🔥 Budget Deals Caribbean
Royal Caribbean Cruises
Rhapsody Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Jan 18, 2026
Duration 6 days
Starting from
$436
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Jan 18, 2026
Duration 7 days
Starting from
$1,681
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 18, 2026
Duration 7 days
Starting from
$1,378
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💎 Mid-Range Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Jan 18, 2026
Duration 7 days
Starting from
$793
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💎 Mid-Range Deals Caribbean
Princess Cruises
Grand Princess

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

Departure Jan 18, 2026
Duration 7 days
Starting from
$625
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⭐ Premium Deals
Marella Cruises
Marella Explorer

7 days, round-trip Paradise Islands

Departure Jan 18, 2026
Duration 7 days
Starting from
$2,038
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Jan 18, 2026
Duration 6 days
Starting from
$778
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Eastern Caribbean Cruise

Departure Jan 18, 2026
Duration 7 days
Starting from
$887
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Brilliance Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 18, 2026
Duration 7 days
Starting from
$811
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Independence Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Jan 18, 2026
Duration 7 days
Starting from
$705
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💎 Mid-Range Deals
Celebrity Cruises
Celebrity Beyond

7 days, round-trip St. Thomas Puerto Plata

Departure Jan 18, 2026
Duration 7 days
Starting from
$931
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💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 18, 2026
Duration 7 days
Starting from
$663
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🔥 Budget Deals Caribbean
MSC Cruises
MSC Seascape

7 days, round-trip Western Caribbean

Departure Jan 18, 2026
Duration 7 days
Starting from
$454
View Deal
⭐ Premium Deals
Seabourn Cruises
Seabourn Ovation

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

Departure Jan 17, 2026
Duration 7 days
Starting from
$4,249
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⭐ Premium Deals
Celebrity Cruises
Celebrity Eclipse

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

Departure Jan 17, 2026
Duration 8 days
Starting from
$1,022
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⭐ Premium Deals
Virgin Voyages Cruises
Resilient Lady

7 days, round-trip San Juan, Samanaacute Bimini

Departure Jan 17, 2026
Duration 7 days
Starting from
$2,226
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💎 Mid-Range Deals
Celebrity Cruises
Celebrity Apex

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

Departure Jan 17, 2026
Duration 7 days
Starting from
$917
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💎 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
View Deal
💎 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
View Deal
💎 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
View Deal
💎 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
View Deal
💎 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
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.