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
Celebrity Cruises
Celebrity Beyond

7 days, round-trip St. Thomas Puerto Plata

Departure Nov 9, 2025
Duration 7 days
Starting from
$1,026
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Celebrity Cruises
Celebrity Xcel

4 days, round-trip Celebrity Xcel Preview

Departure Nov 9, 2025
Duration 4 days
Starting from
$1,084
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

4 days, round-trip Very Merrytime Bahamian Cruise From Port Canaveral

Departure Nov 10, 2025
Duration 4 days
Starting from
$2,931
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⭐ Premium Deals Caribbean
Celebrity Cruises
Celebrity Summit

10 days, round-trip Eastern Caribbean

Departure Nov 10, 2025
Duration 10 days
Starting from
$1,099
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Legend

10 days, round-trip Eastern Caribbean

Departure Nov 10, 2025
Duration 10 days
Starting from
$1,324
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⭐ Premium Deals
Virgin Voyages Cruises
Brilliant Lady

12 days, round-trip Colorful Curaccedilao to the Charming Caymans

Departure Nov 8, 2025
Duration 12 days
Starting from
$3,576
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⭐ Premium Deals
Regent Seven Seas Cruises
Seven Seas Grandeur

16 days, one-way from Barcelona to Miami

Departure Nov 8, 2025
Duration 16 days
Starting from
$23,998
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⭐ Premium Deals Caribbean
MSC Cruises
MSC World America

14 days, round-trip Eastern Western Caribbean

Departure Nov 8, 2025
Duration 14 days
Starting from
$2,195
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 9, 2025
Duration 7 days
Starting from
$1,468
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 9, 2025
Duration 7 days
Starting from
$1,528
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⭐ Premium Deals Caribbean
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip Saint Isles Seas of the Caribbean

Departure Nov 8, 2025
Duration 7 days
Starting from
$2,926
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⭐ Premium Deals
Azamara Cruises
Azamara Quest

7 days, one-way from San Juan to Bridgetown

Departure Nov 8, 2025
Duration 7 days
Starting from
$2,209
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⭐ Premium Deals Caribbean
Azamara Cruises
Azamara Quest

14 days, round-trip Eastern Caribbean Voyage

Departure Nov 8, 2025
Duration 14 days
Starting from
$4,579
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⭐ Premium Deals
Crystal Cruises
Crystal Serenity

12 days, one-way from New York to Bridgetown

Departure Nov 8, 2025
Duration 12 days
Starting from
$4,800
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Zuiderdam

14 days, round-trip Western Eastern Caribbean Mexico Bahamas

Departure Nov 8, 2025
Duration 14 days
Starting from
$1,084
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⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

8 days, round-trip Southern Caribbean with ABC Islands

Departure Nov 8, 2025
Duration 8 days
Starting from
$1,128
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⭐ Premium Deals Bahamas
MSC Cruises
MSC Divina

11 days, round-trip Caribbean Bahamas

Departure Nov 9, 2025
Duration 11 days
Starting from
$1,188
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⭐ Premium Deals Bahamas
MSC Cruises
MSC Divina

21 days, round-trip Caribbean Bahamas

Departure Nov 9, 2025
Duration 21 days
Starting from
$2,129
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⭐ Premium Deals
Windstar Cruises
Star Pride

14 days, round-trip Star Collector Lovely Leewards

Departure Nov 9, 2025
Duration 14 days
Starting from
$4,499
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⭐ Premium Deals
Windstar Cruises
Star Pride

7 days, round-trip San Juan the Virgin Islands

Departure Nov 9, 2025
Duration 7 days
Starting from
$2,318
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⭐ Premium Deals
Oceania Cruises
Oceania Regatta

12 days, one-way from Colon to Los Angeles

Departure Nov 14, 2025
Duration 12 days
Starting from
$2,220
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⭐ Premium Deals
Star Clippers Cruises
Star Clipper

15 days, one-way from Las Palmas de Gran Canaria to Bridgetown

Departure Nov 14, 2025
Duration 15 days
Starting from
$2,720
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⭐ Premium Deals
Princess Cruises
Sky Princess

16 days, one-way from Southampton to Port Canaveral

Departure Nov 14, 2025
Duration 16 days
Starting from
$1,168
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⭐ Premium Deals
Silversea Cruises
Silver Shadow

12 days, one-way from Fort Lauderdale to Bridgetown

Departure Nov 10, 2025
Duration 12 days
Starting from
$6,350
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⭐ Premium Deals
Crystal Cruises
Crystal Serenity

4 days, one-way from Fort Lauderdale to San Juan

Departure Nov 11, 2025
Duration 4 days
Starting from
$1,900
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⭐ Premium Deals
Seabourn Cruises
Seabourn Encore

21 days, one-way from Civitavecchia-Rome to Miami

Departure Nov 11, 2025
Duration 21 days
Starting from
$9,583
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⭐ Premium Deals
Crystal Cruises
Crystal Serenity

9 days, one-way from Fort Lauderdale to Bridgetown

Departure Nov 11, 2025
Duration 9 days
Starting from
$3,900
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

17 days, one-way from Barcelona to Miami

Departure Nov 11, 2025
Duration 17 days
Starting from
$7,735
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

24 days, one-way from Barcelona to Miami

Departure Nov 11, 2025
Duration 24 days
Starting from
$12,940
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

11 days, one-way from Barcelona to Bridgetown

Departure Nov 11, 2025
Duration 11 days
Starting from
$4,230
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⭐ Premium Deals
Marella Cruises
Marella Discovery 2

14 days, one-way from Malaga to Bridgetown

Departure Nov 13, 2025
Duration 14 days
Starting from
$1,922
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⭐ Premium Deals Caribbean
Princess Cruises
Enchanted Princess

10 days, round-trip Eastern Caribbean with Tortola

Departure Nov 13, 2025
Duration 10 days
Starting from
$1,288
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⭐ Premium Deals Caribbean
Princess Cruises
Enchanted Princess

20 days, round-trip Caribbean Explorer Holiday

Departure Nov 13, 2025
Duration 20 days
Starting from
$2,262
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⭐ Premium Deals
Celebrity Cruises
Celebrity Ascent

8 days, round-trip Aruba, Curacao Cayman

Departure Nov 13, 2025
Duration 8 days
Starting from
$1,548
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

3 days, round-trip Very Merrytime Bahamian Cruise From Port Canaveral

Departure Nov 14, 2025
Duration 3 days
Starting from
$2,342
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Magic

6 days, one-way from San Juan to Galveston

Departure Nov 14, 2025
Duration 6 days
Starting from
$2,460
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

5 days, round-trip Very Merrytime Bahamian Cruise From Fort Lauderdale

Departure Nov 12, 2025
Duration 5 days
Starting from
$2,425
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

10 days, round-trip Southern Caribbean Cruise

Departure Nov 12, 2025
Duration 10 days
Starting from
$1,516
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⭐ Premium Deals
Oceania Cruises
Oceania Insignia

25 days, round-trip Call of the Amazon Miami to Miami

Departure Nov 12, 2025
Duration 25 days
Starting from
$6,999
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⭐ Premium Deals
Virgin Voyages Cruises
Scarlet Lady

4 days, round-trip Fire Sunset Soireacutees

Departure Nov 12, 2025
Duration 4 days
Starting from
$1,602
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

5 days, one-way from Miami to Bridgetown

Departure Nov 12, 2025
Duration 5 days
Starting from
$2,950
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

8 days, one-way from Miami to San Juan

Departure Nov 12, 2025
Duration 8 days
Starting from
$4,465
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⭐ Premium Deals Caribbean
MSC Explora Journeys Cruises
MSC Explora 1

15 days, round-trip An Extended Journey to Charming Caribbean Harbours and Legendary Isles

Departure Nov 12, 2025
Duration 15 days
Starting from
$7,920
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⭐ Premium Deals
Viking Cruises
Viking Mars

14 days, round-trip Panama Canal Central America

Departure Nov 12, 2025
Duration 14 days
Starting from
$5,999
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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 15, 2025
Duration 7 days
Starting from
$5,057
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 15, 2025
Duration 7 days
Starting from
$1,553
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 15, 2025
Duration 7 days
Starting from
$1,113
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Nov 15, 2025
Duration 8 days
Starting from
$1,124
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⭐ Premium Deals
Azamara Cruises
Azamara Quest

7 days, one-way from Bridgetown to San Juan

Departure Nov 15, 2025
Duration 7 days
Starting from
$2,089
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⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip Sunny Miles of Tropical Isles

Departure Nov 15, 2025
Duration 7 days
Starting from
$1,948
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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.