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
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
Cunard Cruises
Queen Elizabeth

12 days, round-trip Eastern Caribbean

Departure Nov 27, 2025
Duration 12 days
Starting from
$1,299
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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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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 Caribbean
Azamara Cruises
Azamara Quest

14 days, round-trip Eastern Caribbean Voyage

Departure Nov 29, 2025
Duration 14 days
Starting from
$4,349
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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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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 Caribbean
Royal Caribbean Cruises
Vision Of The Seas

12 days, round-trip Southern Caribbean Cruise

Departure Nov 29, 2025
Duration 12 days
Starting from
$1,106
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⭐ Premium Deals Caribbean
Princess Cruises
Caribbean Princess

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

Departure Nov 29, 2025
Duration 12 days
Starting from
$1,229
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⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Nov 30, 2025
Duration 14 days
Starting from
$1,722
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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
Azamara Cruises
Azamara Onward

12 days, round-trip Cruise Eastern Caribbean Cruise Puerto Rico, Antigua British Virgin Islands

Departure Nov 30, 2025
Duration 12 days
Starting from
$2,119
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Breakaway

12 days, round-trip Caribbean St. Thomas Saint Kitts

Departure Nov 30, 2025
Duration 12 days
Starting from
$1,005
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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 Bahamas
Holland America Cruises
ms Eurodam

14 days, round-trip Eastern Caribbean Bahamas San Juan

Departure Nov 30, 2025
Duration 14 days
Starting from
$1,214
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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 30, 2025
Duration 4 days
Starting from
$2,928
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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 Caribbean
MSC Cruises
MSC World America

14 days, round-trip Eastern Western Caribbean

Departure Nov 29, 2025
Duration 14 days
Starting from
$1,451
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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
Princess Cruises
Star Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Nov 29, 2025
Duration 14 days
Starting from
$2,178
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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 Bahamas
MSC Cruises
MSC Divina

18 days, round-trip Caribbean Bahamas

Departure Nov 30, 2025
Duration 18 days
Starting from
$1,527
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⭐ Premium Deals
Windstar Cruises
Star Pride

13 days, one-way from San Juan to Colon

Departure Nov 30, 2025
Duration 13 days
Starting from
$6,514
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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 Caribbean
Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Nov 30, 2025
Duration 14 days
Starting from
$1,333
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⭐ Premium Deals
Star Clippers Cruises
Star Clipper

14 days, one-way from Bridgetown to Panama City

Departure Nov 29, 2025
Duration 14 days
Starting from
$4,240
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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 Caribbean
Holland America Cruises
ms Koningsdam

10 days, round-trip Southern Caribbean Amber Cove Abc Islands

Departure Nov 29, 2025
Duration 10 days
Starting from
$1,199
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Koningsdam

21 days, round-trip Southern Eastern Caribbean Abc Leeward Islands

Departure Nov 29, 2025
Duration 21 days
Starting from
$2,014
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Nieuw Statendam

14 days, round-trip Western Eastern Caribbean Mexico Bahamas

Departure Nov 29, 2025
Duration 14 days
Starting from
$1,189
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Venezia

14 days, round-trip Southern Caribbean

Departure Nov 30, 2025
Duration 14 days
Starting from
$1,464
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⭐ Premium Deals Caribbean
Princess Cruises
Sky Princess

14 days, round-trip Eastern Caribbean Adventurer

Departure Nov 30, 2025
Duration 14 days
Starting from
$1,668
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⭐ Premium Deals
Virgin Voyages Cruises
Scarlet Lady

5 days, round-trip Miami, Grand Turk back

Departure Nov 30, 2025
Duration 5 days
Starting from
$2,200
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⭐ Premium Deals Caribbean
Princess Cruises
Sun Princess

14 days, round-trip EasternWestern Caribbean Adventurer

Departure Nov 30, 2025
Duration 14 days
Starting from
$1,528
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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
Regent Seven Seas Cruises
Seven Seas Splendor

14 days, one-way from Bridgetown to Rio de Janeiro

Departure Dec 3, 2025
Duration 14 days
Starting from
$25,198
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⭐ Premium Deals Caribbean
Princess Cruises
Enchanted Princess

14 days, round-trip Circle Caribbean

Departure Dec 3, 2025
Duration 14 days
Starting from
$1,808
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Fantasy

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

Departure Dec 4, 2025
Duration 3 days
Starting from
$2,278
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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
Disney Cruise Line Cruises
Disney Wish

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

Departure Dec 1, 2025
Duration 4 days
Starting from
$3,003
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

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

Departure Dec 1, 2025
Duration 4 days
Starting from
$2,470
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Wish

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

Departure Dec 5, 2025
Duration 3 days
Starting from
$1,946
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

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

Departure Dec 5, 2025
Duration 3 days
Starting from
$2,054
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⭐ Premium Deals
Viking Cruises
Viking Sky

14 days, one-way from Barcelona to Fort Lauderdale

Departure Dec 5, 2025
Duration 14 days
Starting from
$3,299
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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
Seabourn Cruises
Seabourn Encore

10 days, one-way from Miami to Panama City

Departure Dec 2, 2025
Duration 10 days
Starting from
$5,702
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⭐ Premium Deals
Seabourn Cruises
Seabourn Ovation

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

Departure Dec 2, 2025
Duration 12 days
Starting from
$5,881
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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.