Caribbean Cruise Deals

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

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317

Budget Deals
Under $500
💎

621

Mid-Range Deals
$500-$1000
⭐

976

Premium Deals
$1000+
⭐ Premium Deals (377 total)
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Eastern Caribbean Cruise

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,241
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Epic

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

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,348
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⭐ Premium Deals Bahamas
Carnival Cruise Line Cruises
Carnival Pride

7 days, round-trip The Bahamas

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,024
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⭐ Premium Deals
Celebrity Cruises
Celebrity Beyond

7 days, round-trip St. Thomas Puerto Plata

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,359
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,864
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⭐ Premium Deals
Emerald Cruises
Emerald Sakara

7 days, one-way from Bridgetown to Marigot

Departure Nov 22, 2025
Duration 7 days
Starting from
$4,388
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⭐ Premium Deals Bahamas
Royal Caribbean Cruises
Odyssey Of The Seas

7 days, round-trip Perfect Day Bahamas Cruise

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,024
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Nov 23, 2025
Duration 6 days
Starting from
$1,010
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⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, round-trip Windward Islands Surf Sunsets

Departure Nov 23, 2025
Duration 7 days
Starting from
$2,899
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,499
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,336
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⭐ Premium Deals
Regent Seven Seas Cruises
Seven Seas Grandeur

7 days, round-trip Basking In The Breeze Miami To Miami

Departure Nov 24, 2025
Duration 7 days
Starting from
$13,798
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⭐ Premium Deals
Marella Cruises
Marella Explorer

7 days, round-trip Paradise Islands

Departure Nov 23, 2025
Duration 7 days
Starting from
$2,007
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Celebration

7 days, round-trip Eastern Caribbean

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,044
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⭐ Premium Deals Bahamas
Celebrity Cruises
Celebrity Xcel

7 days, round-trip Bahamas, Mexico Cayman

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,323
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⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Aqua

7 days, round-trip Caribbean Bahamas Dominican Republic

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,329
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Prima

7 days, round-trip Caribbean Great Stirrup Cay Cozumel

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,298
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

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

Departure Nov 29, 2025
Duration 7 days
Starting from
$4,847
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 29, 2025
Duration 7 days
Starting from
$1,386
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

7 days, round-trip A Journey to Mayan Mysteries

Departure Nov 28, 2025
Duration 7 days
Starting from
$3,415
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

8 days, one-way from Miami to San Juan

Departure Nov 27, 2025
Duration 8 days
Starting from
$4,455
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⭐ Premium Deals
Marella Cruises
Marella Discovery 2

7 days, round-trip Exotic Islands

Departure Nov 27, 2025
Duration 7 days
Starting from
$1,942
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Nov 29, 2025
Duration 8 days
Starting from
$1,054
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⭐ Premium Deals
Windstar Cruises
Wind Spirit

7 days, one-way from Colon to Puntarenas

Departure Nov 29, 2025
Duration 7 days
Starting from
$4,299
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⭐ Premium Deals
Celebrity Cruises
Celebrity Silhouette

8 days, round-trip Aruba, Curacao Bonaire

Departure Nov 29, 2025
Duration 8 days
Starting from
$1,291
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⭐ Premium Deals
Azamara Cruises
Azamara Quest

7 days, one-way from Bridgetown to San Juan

Departure Nov 29, 2025
Duration 7 days
Starting from
$1,789
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⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

6 days, round-trip San Juan to Barbados the St. Isles

Departure Nov 29, 2025
Duration 6 days
Starting from
$1,550
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⭐ Premium Deals
Marella Cruises
Marella Explorer

7 days, round-trip A Taste Of The Tropics

Departure Nov 30, 2025
Duration 7 days
Starting from
$2,082
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Epic

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

Departure Nov 30, 2025
Duration 7 days
Starting from
$1,079
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⭐ Premium Deals
Virgin Voyages Cruises
Resilient Lady

7 days, round-trip San Juan, Samanaacute Bimini

Departure Nov 29, 2025
Duration 7 days
Starting from
$1,522
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⭐ Premium Deals
Lindblad Expeditions Cruises
National Geographic Quest

7 days, one-way from Puntarenas to Colon

Departure Nov 30, 2025
Duration 7 days
Starting from
$7,315
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 30, 2025
Duration 7 days
Starting from
$1,743
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 30, 2025
Duration 7 days
Starting from
$1,201
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⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, round-trip San Juan the Virgin Islands

Departure Nov 30, 2025
Duration 7 days
Starting from
$4,059
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⭐ Premium Deals
Star Clippers Cruises
Royal Clipper

7 days, one-way from St Johns Antigua to Bridgetown

Departure Nov 29, 2025
Duration 7 days
Starting from
$2,030
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⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Leeward Islands

Departure Nov 29, 2025
Duration 7 days
Starting from
$1,970
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⭐ Premium Deals
Celebrity Cruises
Celebrity Xcel

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

Departure Nov 30, 2025
Duration 7 days
Starting from
$1,274
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⭐ Premium Deals
Marella Cruises
Marella Discovery 2

7 days, round-trip Cocktails And Coconuts

Departure Dec 4, 2025
Duration 7 days
Starting from
$1,856
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⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

8 days, round-trip Nicky Jam x Virgin Voyages

Departure Dec 5, 2025
Duration 8 days
Starting from
$2,066
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⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

8 days, round-trip Southern Caribbean with ABC Islands

Departure Dec 6, 2025
Duration 8 days
Starting from
$1,058
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Dec 6, 2025
Duration 6 days
Starting from
$1,077
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⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Treasure Islands

Departure Dec 6, 2025
Duration 7 days
Starting from
$1,970
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⭐ Premium Deals
Star Clippers Cruises
Royal Clipper

7 days, round-trip Grenadine Islands

Departure Dec 6, 2025
Duration 7 days
Starting from
$2,030
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Dec 6, 2025
Duration 7 days
Starting from
$1,519
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⭐ Premium Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Dec 6, 2025
Duration 7 days
Starting from
$1,396
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

8 days, round-trip Eastern Caribbean Perfect Day

Departure Dec 6, 2025
Duration 8 days
Starting from
$1,048
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⭐ Premium Deals
Windstar Cruises
Wind Spirit

7 days, one-way from Puntarenas to Colon

Departure Dec 6, 2025
Duration 7 days
Starting from
$4,199
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⭐ Premium Deals
Azamara Cruises
Azamara Quest

7 days, one-way from San Juan to Bridgetown

Departure Dec 6, 2025
Duration 7 days
Starting from
$2,489
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⭐ Premium Deals
Virgin Voyages Cruises
Resilient Lady

7 days, round-trip Cayman Coves Jamaican Waterfalls

Departure Dec 6, 2025
Duration 7 days
Starting from
$1,806
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⭐ Premium Deals
Emerald Cruises
Emerald Sakara

7 days, one-way from Marigot to Bridgetown

Departure Dec 6, 2025
Duration 7 days
Starting from
$6,330
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.