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+
⭐ Premium Deals (377 total)
Showing page 5 of 8
Clear All Filters
⭐ 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
View Deal
⭐ 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
View Deal
⭐ Premium Deals Caribbean
Marella Cruises
Marella Discovery

7 days, round-trip Caribbean Charms

Departure Dec 23, 2025
Duration 7 days
Starting from
$2,617
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ Premium Deals Bahamas
MSC Cruises
MSC Seaside

7 days, round-trip Caribbean Bahamas

Departure Dec 26, 2025
Duration 7 days
Starting from
$1,378
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ Premium Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,485
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
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
View Deal
⭐ Premium Deals
Windstar Cruises
Wind Spirit

7 days, round-trip Windward Island Delights

Departure Dec 28, 2025
Duration 7 days
Starting from
$3,499
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ Premium Deals
Celebrity Cruises
Celebrity Silhouette

8 days, round-trip Aruba, Curacao Bonaire

Departure Dec 27, 2025
Duration 8 days
Starting from
$2,488
View Deal
⭐ 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
View Deal
⭐ Premium Deals Bahamas
MSC Cruises
MSC Grandiosa

8 days, round-trip Caribbean Bahamas

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,108
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Sunshine

8 days, round-trip Eastern Caribbean

Departure Dec 27, 2025
Duration 8 days
Starting from
$1,459
View Deal
⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Viva

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

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,809
View Deal
⭐ Premium Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,710
View Deal
⭐ Premium Deals Bahamas
Royal Caribbean Cruises
Odyssey Of The Seas

7 days, round-trip Perfect Day Bahamas Cruise

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,218
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,731
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Dec 28, 2025
Duration 6 days
Starting from
$1,514
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,165
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Miracle

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,209
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Horizon

8 days, round-trip Southern Caribbean

Departure Dec 28, 2025
Duration 8 days
Starting from
$1,189
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

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

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,044
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,570
View Deal
⭐ Premium Deals Caribbean
Holland America Cruises
ms Koningsdam

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

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,449
View Deal
⭐ Premium Deals Bahamas
Holland America Cruises
ms Nieuw Statendam

7 days, round-trip Eastern Caribbean Holiday Amber Cove Bahamas

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,199
View Deal
⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Encore

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

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,549
View Deal
⭐ Premium Deals
Celebrity Cruises
Celebrity Apex

7 days, round-trip Key West, Cayman Perfect Day Holiday

Departure Dec 27, 2025
Duration 7 days
Starting from
$2,011
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,719
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.