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+
⭐ Premium Deals (410 total)
Showing page 6 of 9
Clear All Filters
⭐ 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
⭐ Premium Deals Bahamas
MSC Cruises
MSC World America

7 days, round-trip Caribbean Bahamas

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,589
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Star Princess

7 days, round-trip Western Caribbean with Mexico Holiday

Departure Dec 27, 2025
Duration 7 days
Starting from
$1,378
View Deal
⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Sky

7 days, round-trip Caribbean Curacao, Aruba Bonaire

Departure Dec 29, 2025
Duration 7 days
Starting from
$1,846
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Mariner Of The Seas

7 days, round-trip Western Caribbean Holiday

Departure Dec 29, 2025
Duration 7 days
Starting from
$1,110
View Deal
⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Santo Domingo

Departure Dec 29, 2025
Duration 7 days
Starting from
$1,228
View Deal
⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

8 days, round-trip Caribbean from Martinique

Departure Dec 31, 2025
Duration 8 days
Starting from
$1,256
View Deal
⭐ Premium Deals
Marella Cruises
Marella Discovery 2

7 days, round-trip Cocktails And Coconuts

Departure Jan 1, 2026
Duration 7 days
Starting from
$2,358
View Deal
⭐ Premium Deals
Lindblad Expeditions Cruises
National Geographic Quest

7 days, one-way from Puntarenas to Panama City

Departure Jan 2, 2026
Duration 7 days
Starting from
$7,546
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Eastern Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,504
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Sky Princess

8 days, round-trip Eastern Caribbean with Puerto Rico Holiday

Departure Dec 28, 2025
Duration 8 days
Starting from
$1,218
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Sun Princess

7 days, round-trip Eastern Caribbean with Puerto Rico Holiday

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,398
View Deal
⭐ Premium Deals
Celebrity Cruises
Celebrity Xcel

7 days, round-trip Puerto Plata, St. Thomas St. Maarten

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,006
View Deal
⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,229
View Deal
⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Dec 28, 2025
Duration 7 days
Starting from
$2,349
View Deal
⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

8 days, one-way from Miami to San Juan

Departure Dec 29, 2025
Duration 8 days
Starting from
$5,640
View Deal
⭐ Premium Deals
Silversea Cruises
Silver Spirit

7 days, one-way from San Juan to Bridgetown

Departure Dec 29, 2025
Duration 7 days
Starting from
$4,800
View Deal
⭐ Premium Deals Mexico
Margaritaville at Sea Cruises
Margaritaville Islander

6 days, round-trip Key West Mexico

Departure Dec 30, 2025
Duration 6 days
Starting from
$2,047
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.