Caribbean Cruise Deals

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

⭐ Premium Deals
Royal Caribbean Cruises
Allure Of The Seas

13 days, one-way from Barcelona to Fort Lauderdale

Departure Oct 26, 2025
Duration 13 days
Starting from
$1,223
View Deal
⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

5 days, round-trip Dominican Daze Halloween Edition

Departure Oct 24, 2025
Duration 5 days
Starting from
$1,792
View Deal
⭐ Premium Deals
MSC Cruises
MSC Seaside

23 days, one-way from Palermo to Miami

Departure Oct 24, 2025
Duration 23 days
Starting from
$1,559
View Deal
⭐ Premium Deals
Hapag-Lloyd Cruises
Hanseatic Inspiration

14 days, one-way from Halifax to Panama City

Departure Oct 25, 2025
Duration 14 days
Starting from
$5,797
View Deal
⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

7 days, round-trip Halloween On The High Seas Eastern Caribbean Cruise From Port Canaveral

Departure Oct 25, 2025
Duration 7 days
Starting from
$4,929
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Oct 25, 2025
Duration 7 days
Starting from
$1,438
View Deal
⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Dream

5 days, round-trip Halloween On The High Seas Western Caribbean Cruise From Fort Lauderdale

Departure Oct 25, 2025
Duration 5 days
Starting from
$2,011
View Deal
⭐ Premium Deals Caribbean
Margaritaville at Sea Cruises
Margaritaville Islander

7 days, round-trip Mexico Western Caribbean

Departure Oct 26, 2025
Duration 7 days
Starting from
$1,042
View Deal
⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, round-trip San Juan the Virgin Islands

Departure Oct 26, 2025
Duration 7 days
Starting from
$2,159
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Oct 26, 2025
Duration 7 days
Starting from
$1,759
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Oct 26, 2025
Duration 14 days
Starting from
$1,307
View Deal
⭐ Premium Deals
Norwegian Cruise Line Cruises
Norwegian Encore

16 days, one-way from Los Angeles to Miami

Departure Oct 23, 2025
Duration 16 days
Starting from
$1,399
View Deal
⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

3 days, round-trip Halloween On The High Seas Bahamian Cruise From Port Canaveral

Departure Oct 24, 2025
Duration 3 days
Starting from
$1,946
View Deal
⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Magic

7 days, round-trip Halloween On The High Seas Southern Caribbean Cruise From San Juan

Departure Oct 24, 2025
Duration 7 days
Starting from
$2,522
View Deal
⭐ Premium Deals
Virgin Voyages Cruises
Resilient Lady

14 days, one-way from Barcelona to Miami

Departure Oct 26, 2025
Duration 14 days
Starting from
$3,080
View Deal
⭐ Premium Deals
MSC Cruises
MSC Seaside

21 days, one-way from Livorno to Miami

Departure Oct 26, 2025
Duration 21 days
Starting from
$1,510
View Deal
⭐ Premium Deals
Holland America Cruises
ms Rotterdam

12 days, round-trip Panama Canal Discovery Costa Rica Greater Antilles

Departure Oct 26, 2025
Duration 12 days
Starting from
$1,099
View Deal
⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Oct 26, 2025
Duration 7 days
Starting from
$1,049
View Deal
⭐ Premium Deals Caribbean
Holland America Cruises
ms Rotterdam

21 days, round-trip Panama Canal Southern Caribbean Abc Islands

Departure Oct 26, 2025
Duration 21 days
Starting from
$1,809
View Deal
⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

4 days, round-trip Halloween On The High Seas Bahamian Cruise From Port Canaveral

Departure Oct 27, 2025
Duration 4 days
Starting from
$2,235
View Deal
⭐ Premium Deals
Star Clippers Cruises
Star Flyer

24 days, one-way from Malaga to Philipsburg St Maarten

Departure Oct 29, 2025
Duration 24 days
Starting from
$4,820
View Deal
⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

4 days, round-trip Valiants Haunted Halloween Soireacutee

Departure Oct 29, 2025
Duration 4 days
Starting from
$1,834
View Deal
⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

4 days, round-trip Halloween On The High Seas Bahamian Cruise From Fort Lauderdale

Departure Oct 30, 2025
Duration 4 days
Starting from
$1,778
View Deal
⭐ Premium Deals
Celebrity Cruises
Celebrity Eclipse

13 days, one-way from Barcelona to Fort Lauderdale

Departure Oct 30, 2025
Duration 13 days
Starting from
$1,178
View Deal
⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

13 days, one-way from Barcelona to San Juan

Departure Oct 27, 2025
Duration 13 days
Starting from
$5,235
View Deal
⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

24 days, one-way from Barcelona to San Juan

Departure Oct 27, 2025
Duration 24 days
Starting from
$9,525
View Deal
⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

16 days, one-way from Barcelona to Miami

Departure Oct 27, 2025
Duration 16 days
Starting from
$5,345
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Caribbean Princess

10 days, round-trip Southern Caribbean with Martinique

Departure Oct 28, 2025
Duration 10 days
Starting from
$1,193
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Caribbean Princess

20 days, round-trip Caribbean Explorer

Departure Oct 28, 2025
Duration 20 days
Starting from
$2,088
View Deal
⭐ Premium Deals
Princess Cruises
Coral Princess

16 days, one-way from Los Angeles to Fort Lauderdale

Departure Oct 28, 2025
Duration 16 days
Starting from
$1,799
View Deal
⭐ Premium Deals Caribbean
Cunard Cruises
Queen Elizabeth

21 days, round-trip Caribbean

Departure Oct 28, 2025
Duration 21 days
Starting from
$2,025
View Deal
⭐ Premium Deals
MSC Cruises
MSC Seaside

24 days, one-way from Barcelona to Miami

Departure Oct 28, 2025
Duration 24 days
Starting from
$1,692
View Deal
⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

3 days, round-trip Halloween On The High Seas Bahamian Cruise From Port Canaveral

Departure Oct 31, 2025
Duration 3 days
Starting from
$1,886
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

9 days, round-trip Eastern Caribbean

Departure Oct 30, 2025
Duration 9 days
Starting from
$1,249
View Deal
⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Magic

7 days, round-trip Halloween On The High Seas Southern Caribbean Cruise From San Juan

Departure Oct 31, 2025
Duration 7 days
Starting from
$2,864
View Deal
⭐ Premium Deals
Azamara Cruises
Azamara Quest

8 days, one-way from Miami to San Juan

Departure Oct 31, 2025
Duration 8 days
Starting from
$2,039
View Deal
⭐ Premium Deals
Azamara Cruises
Azamara Quest

15 days, one-way from Miami to Bridgetown

Departure Oct 31, 2025
Duration 15 days
Starting from
$4,529
View Deal
⭐ Premium Deals
Celebrity Cruises
Celebrity Constellation

16 days, one-way from Civitavecchia-Rome to Tampa

Departure Oct 31, 2025
Duration 16 days
Starting from
$1,031
View Deal
⭐ Premium Deals
Celebrity Cruises
Celebrity Ascent

13 days, one-way from Civitavecchia-Rome to Fort Lauderdale

Departure Oct 31, 2025
Duration 13 days
Starting from
$1,003
View Deal
⭐ Premium Deals
Virgin Voyages Cruises
Scarlet Lady

7 days, round-trip Scarlets Haunted Halloween Soireacutee

Departure Oct 31, 2025
Duration 7 days
Starting from
$1,666
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 1, 2025
Duration 7 days
Starting from
$1,459
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Legend

10 days, round-trip Caribbean Panama

Departure Oct 27, 2025
Duration 10 days
Starting from
$1,489
View Deal
⭐ Premium Deals
Oceania Cruises
Oceania Insignia

16 days, one-way from Boston to Miami

Departure Oct 27, 2025
Duration 16 days
Starting from
$3,120
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Nov 2, 2025
Duration 14 days
Starting from
$1,934
View Deal
⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

26 days, one-way from Barcelona to Miami

Departure Nov 2, 2025
Duration 26 days
Starting from
$11,360
View Deal
⭐ Premium Deals
Regent Seven Seas Cruises
Seven Seas Splendor

15 days, one-way from New York to Miami

Departure Nov 2, 2025
Duration 15 days
Starting from
$28,998
View Deal
⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Nov 2, 2025
Duration 7 days
Starting from
$1,099
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Pride

14 days, round-trip Southern Caribbean

Departure Nov 2, 2025
Duration 14 days
Starting from
$1,819
View Deal
⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, round-trip San Juan the Virgin Islands

Departure Nov 2, 2025
Duration 7 days
Starting from
$2,319
View Deal
⭐ Premium Deals
Princess Cruises
Emerald Princess

16 days, one-way from Fort Lauderdale to Los Angeles

Departure Nov 2, 2025
Duration 16 days
Starting from
$1,188
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.