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 (1,914 total)
Showing page 29 of 39
💎 Mid-Range Deals Caribbean
Princess Cruises
Regal Princess

7 days, round-trip Western Caribbean with Mexico

Departure Jan 4, 2026
Duration 7 days
Starting from
$628
View Deal
💎 Mid-Range Deals Bahamas
Holland America Cruises
ms Eurodam

7 days, round-trip Eastern Caribbean Amber Cove Bahamas

Departure Jan 4, 2026
Duration 7 days
Starting from
$699
View Deal
⭐ Premium Deals
Virgin Voyages Cruises
Brilliant Lady

11 days, round-trip Aruba, Bonaire, Colombia, Jamaica More

Departure Jan 4, 2026
Duration 11 days
Starting from
$3,632
View Deal
🔥 Budget Deals Bahamas
MSC Cruises
MSC Meraviglia

7 days, round-trip The Bahamas

Departure Jan 4, 2026
Duration 7 days
Starting from
$384
View Deal
💎 Mid-Range Deals Caribbean
Princess Cruises
Grand Princess

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

Departure Jan 4, 2026
Duration 7 days
Starting from
$769
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Jan 4, 2026
Duration 7 days
Starting from
$1,513
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 4, 2026
Duration 7 days
Starting from
$1,508
View Deal
💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Eastern Caribbean Cruise

Departure Jan 4, 2026
Duration 7 days
Starting from
$760
View Deal
💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Miracle

7 days, round-trip Western Caribbean

Departure Jan 4, 2026
Duration 7 days
Starting from
$679
View Deal
💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Pride

7 days, round-trip The Bahamas

Departure Jan 4, 2026
Duration 7 days
Starting from
$799
View Deal
⭐ Premium Deals
Disney Cruise Line Cruises
Disney Destiny

4 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Jan 4, 2026
Duration 4 days
Starting from
$3,431
View Deal
💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Jan 4, 2026
Duration 6 days
Starting from
$768
View Deal
⭐ Premium Deals
Marella Cruises
Marella Explorer

7 days, round-trip Paradise Islands

Departure Jan 4, 2026
Duration 7 days
Starting from
$2,249
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Jan 4, 2026
Duration 14 days
Starting from
$1,393
View Deal
💎 Mid-Range Deals
Celebrity Cruises
Celebrity Beyond

7 days, round-trip St. Thomas Puerto Plata

Departure Jan 4, 2026
Duration 7 days
Starting from
$865
View Deal
💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Independence Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Jan 4, 2026
Duration 7 days
Starting from
$724
View Deal
💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Brilliance Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 4, 2026
Duration 7 days
Starting from
$828
View Deal
🔥 Budget Deals Caribbean
MSC Cruises
MSC Seascape

7 days, round-trip Western Caribbean

Departure Jan 4, 2026
Duration 7 days
Starting from
$484
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 4, 2026
Duration 7 days
Starting from
$1,007
View Deal
💎 Mid-Range Deals Bahamas
Carnival Cruise Line Cruises
Carnival Liberty

7 days, round-trip The Bahamas

Departure Jan 4, 2026
Duration 7 days
Starting from
$679
View Deal
💎 Mid-Range Deals Mexico
Celebrity Cruises
Celebrity Silhouette

6 days, round-trip Grand Cayman, Mexico Key West

Departure Jan 4, 2026
Duration 6 days
Starting from
$647
View Deal
💎 Mid-Range Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Gem

12 days, round-trip Caribbean Dominican Republic Bahamas

Departure Jan 4, 2026
Duration 12 days
Starting from
$949
View Deal
💎 Mid-Range Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Breakaway

8 days, round-trip Bahamas Great Stirrup Cay, Orlando Nassau

Departure Jan 4, 2026
Duration 8 days
Starting from
$809
View Deal
⭐ Premium Deals Caribbean
Cunard Cruises
Queen Victoria

35 days, round-trip Eastern Caribbean

Departure Jan 4, 2026
Duration 35 days
Starting from
$4,249
View Deal
⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Epic

7 days, round-trip Caribbean Barbados, Antigua St. Lucia

Departure Jan 4, 2026
Duration 7 days
Starting from
$1,119
View Deal
⭐ Premium Deals Mexico
Norwegian Cruise Line Cruises
Norwegian Jewel

11 days, round-trip Panama Canal Mexico, Costa Rica Belize

Departure Jan 4, 2026
Duration 11 days
Starting from
$1,179
View Deal
⭐ Premium Deals Caribbean
Windstar Cruises
Wind Surf

7 days, round-trip Beach Fun Sun A Remote Caribbean Getaway

Departure Jan 4, 2026
Duration 7 days
Starting from
$3,199
View Deal
⭐ Premium Deals
Silversea Cruises
Silver Shadow

7 days, round-trip Philipsburg, St.nbspMaarten To Philipsburg, St.nbspMaarten

Departure Jan 4, 2026
Duration 7 days
Starting from
$4,900
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Dream

14 days, round-trip Caribbean Panama

Departure Jan 4, 2026
Duration 14 days
Starting from
$1,654
View Deal
⭐ Premium Deals
Holland America Cruises
ms Volendam

133 days, round-trip Grand World Voyage

Departure Jan 4, 2026
Duration 133 days
Starting from
$24,999
View Deal
🔥 Budget Deals Bahamas
Carnival Cruise Line Cruises
Carnival Glory

4 days, round-trip The Bahamas

Departure Jan 5, 2026
Duration 4 days
Starting from
$324
View Deal
🔥 Budget Deals Bahamas
MSC Cruises
MSC Seaside

4 days, round-trip Caribbean Bahamas

Departure Jan 5, 2026
Duration 4 days
Starting from
$210
View Deal
⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

4 days, round-trip Bahamian Cruise From Port Canaveral

Departure Jan 5, 2026
Duration 4 days
Starting from
$2,764
View Deal
🔥 Budget Deals Caribbean
Carnival Cruise Line Cruises
Carnival Valor

5 days, round-trip Western Caribbean

Departure Jan 5, 2026
Duration 5 days
Starting from
$393
View Deal
⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

4 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Jan 5, 2026
Duration 4 days
Starting from
$2,158
View Deal
💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Wonder Of The Seas

4 days, round-trip Bahamas Perfect Day Cruise

Departure Jan 5, 2026
Duration 4 days
Starting from
$639
View Deal
💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Sunrise

5 days, round-trip Western Caribbean

Departure Jan 5, 2026
Duration 5 days
Starting from
$504
View Deal
🔥 Budget Deals Caribbean
Royal Caribbean Cruises
Mariner Of The Seas

5 days, round-trip Western Caribbean Cruise

Departure Jan 5, 2026
Duration 5 days
Starting from
$484
View Deal
🔥 Budget Deals Bahamas
Royal Caribbean Cruises
Radiance Of The Seas

4 days, round-trip Bahamas Getaway Cruise

Departure Jan 5, 2026
Duration 4 days
Starting from
$454
View Deal
⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Sky

9 days, round-trip Caribbean Aruba Barbados

Departure Jan 5, 2026
Duration 9 days
Starting from
$1,209
View Deal
🔥 Budget Deals Bahamas
Royal Caribbean Cruises
Liberty Of The Seas

4 days, round-trip Bahamas Perfect Day Cruise

Departure Jan 5, 2026
Duration 4 days
Starting from
$470
View Deal
🔥 Budget Deals Bahamas
Celebrity Cruises
Celebrity Summit

5 days, round-trip Key West Bahamas

Departure Jan 5, 2026
Duration 5 days
Starting from
$399
View Deal
💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Horizon

6 days, round-trip Western Caribbean

Departure Jan 5, 2026
Duration 6 days
Starting from
$544
View Deal
💎 Mid-Range Deals Bahamas
Royal Caribbean Cruises
Utopia Of The Seas

4 days, round-trip Bahamas Perfect Day Cruise

Departure Jan 5, 2026
Duration 4 days
Starting from
$754
View Deal
⭐ Premium Deals
Windstar Cruises
Wind Surf

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

Departure Jan 4, 2026
Duration 14 days
Starting from
$5,399
View Deal
💎 Mid-Range Deals Bahamas
Celebrity Cruises
Celebrity Constellation

7 days, round-trip Western Caribbean Bahamas

Departure Jan 4, 2026
Duration 7 days
Starting from
$592
View Deal
⭐ Premium Deals Caribbean
Windstar Cruises
Wind Surf

55 days, round-trip Star Collector Grand Caribbean Adventure

Departure Jan 4, 2026
Duration 55 days
Starting from
$21,949
View Deal
⭐ Premium Deals
Windstar Cruises
Wind Surf

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

Departure Jan 4, 2026
Duration 21 days
Starting from
$8,649
View Deal
⭐ Premium Deals
Windstar Cruises
Wind Surf

28 days, one-way from Philipsburg St Maarten to Oranjestad Aruba

Departure Jan 4, 2026
Duration 28 days
Starting from
$11,599
View Deal
💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Eastern Caribbean

Departure Jan 4, 2026
Duration 7 days
Starting from
$679
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.