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 7 of 9
Clear All Filters
⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

7 days, one-way from San Juan to Miami

Departure Dec 29, 2025
Duration 7 days
Starting from
$5,890
View Deal
⭐ Premium Deals
Marella Cruises
Marella Discovery

7 days, round-trip Tropical Isles

Departure Dec 30, 2025
Duration 7 days
Starting from
$2,553
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Liberty

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,178
View Deal
⭐ Premium Deals Bahamas
Celebrity Cruises
Celebrity Eclipse

6 days, round-trip Grand Cayman, Bahamas Mexico

Departure Dec 28, 2025
Duration 6 days
Starting from
$1,219
View Deal
⭐ Premium Deals
Celebrity Cruises
Celebrity Beyond

7 days, round-trip St. Thomas Puerto Plata

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,268
View Deal
⭐ Premium Deals Bahamas
Carnival Cruise Line Cruises
Carnival Spirit

8 days, round-trip The Bahamas

Departure Dec 28, 2025
Duration 8 days
Starting from
$1,199
View Deal
⭐ Premium Deals
Silversea Cruises
Silver Shadow

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

Departure Dec 28, 2025
Duration 7 days
Starting from
$6,700
View Deal
⭐ Premium Deals Caribbean
Holland America Cruises
ms Eurodam

7 days, round-trip Western Caribbean Greater Antilles Mexico Holiday

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,099
View Deal
⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Epic

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

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,899
View Deal
⭐ Premium Deals Caribbean
Windstar Cruises
Wind Surf

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

Departure Dec 28, 2025
Duration 7 days
Starting from
$3,599
View Deal
⭐ Premium Deals Caribbean
Celebrity Cruises
Celebrity Constellation

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,051
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Venezia

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,214
View Deal
⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

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

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,439
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,639
View Deal
⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

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

Departure Jan 3, 2026
Duration 7 days
Starting from
$5,670
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

8 days, round-trip Eastern Caribbean Perfect Day

Departure Jan 3, 2026
Duration 8 days
Starting from
$1,048
View Deal
⭐ Premium Deals
Regent Seven Seas Cruises
Seven Seas Mariner

7 days, round-trip Lush Islands, Lovely Shores Miami To Miami

Departure Jan 3, 2026
Duration 7 days
Starting from
$12,998
View Deal
⭐ Premium Deals
Seabourn Cruises
Seabourn Ovation

7 days, round-trip Treasures Of Aruba, Bonaire Curacao

Departure Jan 3, 2026
Duration 7 days
Starting from
$3,399
View Deal
⭐ Premium Deals
Virgin Voyages Cruises
Resilient Lady

7 days, round-trip Cozumel, Grand Cayman Bimini

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,662
View Deal
⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Joy

7 days, round-trip Caribbean Great Stirrup Cay Dominican Republic

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,029
View Deal
⭐ Premium Deals
Celebrity Cruises
Celebrity Apex

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

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,113
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,281
View Deal
⭐ Premium Deals
Star Clippers Cruises
Royal Clipper

7 days, round-trip Grenadine Islands

Departure Jan 3, 2026
Duration 7 days
Starting from
$2,030
View Deal
⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Treasure Islands

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,970
View Deal
⭐ Premium Deals
Emerald Cruises
Emerald Sakara

7 days, one-way from Marigot to Bridgetown

Departure Jan 3, 2026
Duration 7 days
Starting from
$4,563
View Deal
⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip Aruban Sights Antiguan

Departure Jan 3, 2026
Duration 7 days
Starting from
$2,508
View Deal
⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Guadeloupe

Departure Jan 2, 2026
Duration 7 days
Starting from
$1,095
View Deal
⭐ Premium Deals
Emerald Cruises
Emerald Azzurra

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

Departure Jan 3, 2026
Duration 6 days
Starting from
$3,880
View Deal
⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Viva

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

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,049
View Deal
⭐ Premium Deals Caribbean
Costa Cruises
Costa Pacifica

7 days, round-trip Caribbean from La Romana

Departure Jan 4, 2026
Duration 7 days
Starting from
$1,165
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
⭐ 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
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
⭐ 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 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 Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Jan 4, 2026
Duration 7 days
Starting from
$1,039
View Deal
⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Santo Domingo

Departure Jan 5, 2026
Duration 7 days
Starting from
$1,047
View Deal
⭐ Premium Deals
Marella Cruises
Marella Discovery 2

7 days, round-trip Exotic Islands

Departure Jan 8, 2026
Duration 7 days
Starting from
$2,151
View Deal
⭐ Premium Deals
Oceania Cruises
Oceania Insignia

7 days, round-trip Tropical Retreats Miami to Miami

Departure Jan 8, 2026
Duration 7 days
Starting from
$1,520
View Deal
⭐ 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 9, 2026
Duration 7 days
Starting from
$7,539
View Deal
⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

7 days, one-way from San Juan to Miami

Departure Jan 6, 2026
Duration 7 days
Starting from
$3,690
View Deal
⭐ Premium Deals Caribbean
Marella Cruises
Marella Discovery

7 days, round-trip Colours Of The Caribbean

Departure Jan 6, 2026
Duration 7 days
Starting from
$2,427
View Deal
⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

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

Departure Jan 10, 2026
Duration 7 days
Starting from
$4,474
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Jan 10, 2026
Duration 7 days
Starting from
$1,373
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 10, 2026
Duration 7 days
Starting from
$1,115
View Deal
⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip Virgin Island Views Saint Isle Blues

Departure Jan 10, 2026
Duration 7 days
Starting from
$1,948
View Deal
⭐ Premium Deals
Star Clippers Cruises
Royal Clipper

7 days, round-trip Windward Islands

Departure Jan 10, 2026
Duration 7 days
Starting from
$2,030
View Deal
⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Leeward Islands

Departure Jan 10, 2026
Duration 7 days
Starting from
$1,970
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.