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 Caribbean
Princess Cruises
Caribbean Princess

12 days, round-trip Panama Canal with Costa Rica Caribbean Holiday

Departure Nov 17, 2025
Duration 12 days
Starting from
$1,251
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Holland America Cruises
ms Oosterdam

17 days, one-way from Fort Lauderdale to San Antonio

Departure Nov 17, 2025
Duration 17 days
Starting from
$1,699
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⭐ Premium Deals
Azamara Cruises
Azamara Onward

25 days, one-way from Lisbon to Miami

Departure Nov 17, 2025
Duration 25 days
Starting from
$3,739
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⭐ Premium Deals
Azamara Cruises
Azamara Onward

13 days, one-way from Lisbon to Miami

Departure Nov 17, 2025
Duration 13 days
Starting from
$1,289
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⭐ Premium Deals
Silversea Cruises
Silver Ray

13 days, one-way from Lisbon to Fort Lauderdale

Departure Nov 19, 2025
Duration 13 days
Starting from
$4,950
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⭐ Premium Deals
MSC Cruises
MSC Virtuosa

19 days, one-way from Southampton to Bridgetown

Departure Nov 20, 2025
Duration 19 days
Starting from
$1,139
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Magic

4 days, round-trip Very Merrytime Western Caribbean Cruise From Galveston

Departure Nov 20, 2025
Duration 4 days
Starting from
$2,835
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⭐ Premium Deals Bahamas
MSC Cruises
MSC Divina

17 days, round-trip Caribbean Bahamas

Departure Nov 20, 2025
Duration 17 days
Starting from
$1,416
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⭐ Premium Deals
Crystal Cruises
Crystal Serenity

8 days, one-way from Bridgetown to Fort Lauderdale

Departure Nov 20, 2025
Duration 8 days
Starting from
$4,200
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⭐ Premium Deals Caribbean
Crystal Cruises
Crystal Serenity

17 days, round-trip The Americas Caribbean - Bridgetown To Bridgetown

Departure Nov 20, 2025
Duration 17 days
Starting from
$8,800
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⭐ Premium Deals
Costa Cruises
Costa Fascinosa

15 days, one-way from Savona to Pointe-a-Pitre

Departure Nov 20, 2025
Duration 15 days
Starting from
$1,252
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Costa Cruises
Costa Fascinosa

22 days, one-way from Savona to Pointe-a-Pitre

Departure Nov 20, 2025
Duration 22 days
Starting from
$2,588
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⭐ Premium Deals
Costa Cruises
Costa Deliziosa

139 days, round-trip World Tour from Bari

Departure Nov 22, 2025
Duration 139 days
Starting from
$18,976
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⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip Thanksgiving in the Lesser Antilles

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,806
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⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Nov 22, 2025
Duration 14 days
Starting from
$1,458
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⭐ Premium Deals
Azamara Cruises
Azamara Quest

7 days, one-way from San Juan to Bridgetown

Departure Nov 22, 2025
Duration 7 days
Starting from
$2,089
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⭐ Premium Deals Caribbean
Azamara Cruises
Azamara Quest

14 days, round-trip Eastern Caribbean Voyage

Departure Nov 22, 2025
Duration 14 days
Starting from
$4,209
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⭐ Premium Deals
Celebrity Cruises
Celebrity Eclipse

8 days, round-trip Antigua, St. Maarten, San Juan Puerto Plata

Departure Nov 22, 2025
Duration 8 days
Starting from
$1,291
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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 21, 2025
Duration 3 days
Starting from
$2,588
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⭐ Premium Deals
Costa Cruises
Costa Deliziosa

141 days, round-trip World Tour from Trieste

Departure Nov 21, 2025
Duration 141 days
Starting from
$18,969
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⭐ Premium Deals Mexico
Norwegian Cruise Line Cruises
Norwegian Jewel

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

Departure Nov 21, 2025
Duration 10 days
Starting from
$1,214
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⭐ Premium Deals Caribbean
Celebrity Cruises
Celebrity Ascent

10 days, round-trip Ultimate Southern Caribbean

Departure Nov 21, 2025
Duration 10 days
Starting from
$5,998
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⭐ Premium Deals
Virgin Voyages Cruises
Scarlet Lady

5 days, round-trip Miami, Grand Turk back

Departure Nov 21, 2025
Duration 5 days
Starting from
$2,190
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

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

Departure Nov 22, 2025
Duration 4 days
Starting from
$3,247
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,587
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,154
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

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

Departure Nov 22, 2025
Duration 7 days
Starting from
$7,029
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

8 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 22, 2025
Duration 8 days
Starting from
$1,521
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⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Treasure Islands

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,970
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⭐ Premium Deals
Silversea Cruises
Silver Shadow

9 days, one-way from Bridgetown to Cartagena Colombia

Departure Nov 22, 2025
Duration 9 days
Starting from
$6,100
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⭐ Premium Deals
Virgin Voyages Cruises
Resilient Lady

7 days, round-trip Cayman Coves Jamaican Waterfalls

Departure Nov 22, 2025
Duration 7 days
Starting from
$2,086
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Joy

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

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,399
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⭐ Premium Deals
Celebrity Cruises
Celebrity Apex

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

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,357
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

6 days, one-way from Bridgetown to Miami

Departure Nov 22, 2025
Duration 6 days
Starting from
$3,465
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Mardi Gras

7 days, round-trip Eastern Caribbean

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,268
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⭐ Premium Deals Caribbean
Princess Cruises
Star Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Nov 22, 2025
Duration 14 days
Starting from
$1,648
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⭐ Premium Deals
Costa Cruises
Costa Fascinosa

14 days, one-way from Marseille to Pointe-a-Pitre

Departure Nov 21, 2025
Duration 14 days
Starting from
$1,202
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⭐ Premium Deals
Costa Cruises
Costa Fascinosa

13 days, one-way from Marseille to Fort-de-France

Departure Nov 21, 2025
Duration 13 days
Starting from
$1,139
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⭐ Premium Deals
Costa Cruises
Costa Fascinosa

21 days, one-way from Marseille to Pointe-a-Pitre

Departure Nov 21, 2025
Duration 21 days
Starting from
$1,963
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⭐ Premium Deals
Costa Cruises
Costa Fascinosa

20 days, one-way from Marseille to Fort-de-France

Departure Nov 21, 2025
Duration 20 days
Starting from
$1,870
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⭐ Premium Deals
Costa Cruises
Costa Fascinosa

17 days, one-way from Marseille to Santo Domingo

Departure Nov 21, 2025
Duration 17 days
Starting from
$1,396
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Fantasy

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

Departure Nov 21, 2025
Duration 4 days
Starting from
$3,480
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⭐ Premium Deals
Princess Cruises
Island Princess

16 days, one-way from Fort Lauderdale to San Francisco

Departure Nov 21, 2025
Duration 16 days
Starting from
$1,459
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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
Holland America Cruises
ms Eurodam

14 days, round-trip Western Eastern Caribbean Bahamas San Juan

Departure Nov 23, 2025
Duration 14 days
Starting from
$1,224
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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
Disney Cruise Line Cruises
Disney Magic

4 days, round-trip Very Merrytime Western Caribbean Cruise From Galveston

Departure Nov 24, 2025
Duration 4 days
Starting from
$3,803
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⭐ Premium Deals Caribbean
Princess Cruises
Coral Princess

14 days, round-trip Circle Caribbean

Departure Nov 24, 2025
Duration 14 days
Starting from
$1,368
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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.