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Caribbean Cruises Starting In January 2027, 2028 and 2029

Are you planning a cruise to the Caribbean in January 2027, 2028 or 2029? Choose from 526 unique cruises and 2,757 departures operated by Caribbean's leading cruise lines. Easily compare prices, itineraries, inclusions and traveller reviews to find the Caribbean cruise that best matches your travel style, budget and dates.
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526 Cruises (2,757 Departures)
526 Cruises (2,757 Departures)
Departures
Duration
5 Days
141 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$400pp
$205,420pp
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11 Day West Indies Explorer with Viking Cruises
Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking
Ships: Viking Sea, Viking Sky
Departures: Nov 2026 to Feb 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia +4 more, Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Exclusive Savings
Balcony
$5,532
Suite
$9,354
From (Per Person)
A$5,532
Save 1,387
Per Person
View Trip
8 Day Caribbean Cruise From Galveston to Galveston with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Galveston to Galveston
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Escape, Norwegian Viva
Departures: Oct 2026 to Apr 2028
Visits: USA, Mexico, Honduras, Belize
Just Cruise Fare
Exclusive Savings
Inside
$1,246
Oceanview
$1,515
Balcony
$1,662
Suite
$2,109
From (Per Person)
A$1,246
Per Person
View Trip
15 Day Eastern Caribbean: Bahamas & San Juan with Holland America
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Nieuw Statendam
Departure: 17 January 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Virgin Islands
Fare Saver
Exclusive Savings
Inside
$2,391
Oceanview
$2,757
Balcony
$3,549
Suite
$5,014
From (Per Person)
A$2,391
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Vincent, Antigua and Barbuda, Saint Martin
Inside
$1,130
Oceanview
$1,336
Balcony
$1,854
Suite
$5,696
From (Per Person)
A$1,130
Per Person
View Trip
8 Day A Journey from Dominican Rhythms & Tranquil Bahamian Bliss with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 09 January 2028
Visits: USA, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos & Celebration Key with Princess
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Nov 2026 to Feb 2027
Visits: USA, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$757
Oceanview
-
Balcony
$905
Suite
$1,390
From (Per Person)
A$757
Per Person
View Trip
7 Day Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 02 January 2028
Visits: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$1,449
Oceanview
$1,598
Balcony
$1,851
Suite
$4,245
From (Per Person)
A$2,185
Save 39
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 17 January 2027
Visits: Puerto Rico, Saint Martin, Martinique, Grenada, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,528
Oceanview
$1,638
Balcony
$2,636
Suite
$3,607
From (Per Person)
A$1,528
Per Person
View Trip
8 Day Pearls of the Caribbean with Ponant
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Ship: Le Bougainville
Departures: Dec 2026 to Feb 2027
Visits: Martinique, Saint Vincent, Saint Lucia, Guadeloupe
Exclusive Savings
Balcony
$7,585
Suite
$11,242
From (Per Person)
A$7,585
Save 329
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 31 January 2028
Visits: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Balcony
$9,330
Suite
$16,562
From (Per Person)
A$9,330
Save 2,570
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 17 January 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$1,791
Oceanview
-
Balcony
$3,692
Suite
$5,315
From (Per Person)
A$1,791
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 10 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +4 more, Saint Lucia, Barbados, Martinique, Grenada
Exclusive Savings
Inside
$2,531
Oceanview
$2,857
Balcony
$5,006
Suite
$6,808
From (Per Person)
A$2,531
Per Person
View Trip
8 Day Western Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departures: Jan 2027 to Feb 2027
Visits: USA, Mexico, Honduras, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,440
Oceanview
$1,887
Balcony
$1,782
Suite
$1,961
From (Per Person)
A$1,440
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 03 January 2027
Visits: Puerto Rico, Virgin Islands, Aruba, Curacao
Just Cruise Fare
Exclusive Savings
Inside
$3,001
Oceanview
$3,045
Balcony
$3,075
Suite
$3,342
From (Per Person)
A$3,001
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,043
Oceanview
$1,098
Balcony
$1,528
Suite
$1,944
From (Per Person)
A$1,043
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts & Celebration Key with Princess
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departures: Jan 2027 to Apr 2027
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,451
Oceanview
$2,001
Balcony
$2,071
Suite
$2,797
From (Per Person)
A$1,451
Per Person
View Trip
10 Day Southern Caribbean Cruise From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

10 Days (9 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Joy
Departure: 31 January 2028
Visits: USA, Bahamas, Dominican Republic, Aruba, Curacao, Jamaica
Just Cruise Fare
Exclusive Savings
Inside
$2,090
Oceanview
$2,536
Balcony
$3,281
Suite
$3,579
From (Per Person)
A$2,090
Per Person
View Trip
10 Day Antigua, Dominica & St. Maarten with Celebrity Cruises
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 08 January 2027
Visits: USA, Antigua and Barbuda, Dominica, Martinique, Saint Martin
Exclusive Savings
Inside
$1,749
Oceanview
-
Balcony
$2,920
Suite
$8,261
From (Per Person)
A$2,695
Save 45
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2026 to Jan 2027
Visits: USA, Mexico, Belize, Honduras, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$1,836
Oceanview
$2,529
Balcony
$3,255
Suite
$5,354
From (Per Person)
A$1,836
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$804
Oceanview
$982
Balcony
$1,249
Suite
$2,536
From (Per Person)
A$804
Per Person
View Trip
9 Day St. Maarten, San Juan & St. Thomas with Celebrity Cruises
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 15 January 2028
Visits: USA, Virgin Islands, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,994
Oceanview
$2,133
Balcony
$2,507
Suite
$6,506
From (Per Person)
A$1,994
Save 1,094
Per Person
View Trip
12 Day Best Of Southern Caribbean with Celebrity Cruises
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Ascent
Departures: Jan 2028 to Mar 2028
Visits: USA, Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,698
Oceanview
$2,852
Balcony
$3,271
Suite
$8,667
From (Per Person)
A$2,698
Save 1,584
Per Person
View Trip
8 Day Western Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic
Departures: Dec 2026 to Mar 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,485
Oceanview
$2,006
Balcony
$1,887
Suite
$1,991
From (Per Person)
A$1,485
Save 24
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra
Departures: Dec 2026 to Mar 2027
Visits: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis +4 more, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Exclusive Savings
Oceanview
$6,770
Suite
$7,314
From (Per Person)
A$6,770
Save 4,636
Per Person
View Trip
8 Day Grenadines & Windwards yachting with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Sakara
Departures: Nov 2026 to Apr 2029
Visits: Barbados, Grenada, Saint Vincent
Exclusive Savings
Oceanview
$5,690
Suite
$7,214
From (Per Person)
A$5,690
Save 4,636
Per Person
View Trip
13 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departures: Dec 2026 to Apr 2027
Visits: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Curacao, Bonaire, Aruba
Exclusive Savings
Inside
$2,307
Oceanview
$2,690
Balcony
$3,572
Suite
$11,668
From (Per Person)
A$3,583
Save 75
Per Person
View Trip
12 Day Panama Canal From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Sun
Departures: Dec 2026 to Mar 2027
Visits: USA, Jamaica, Colombia, Panama, Costa Rica, Belize, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$2,812
Oceanview
$2,886
Balcony
$3,437
Suite
$5,312
From (Per Person)
A$2,812
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC World Europa
Departures: Jan 2027 to Mar 2027
Visits: Barbados, Saint Vincent, Grenada, Martinique +6 more, Guadeloupe, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Saint Lucia
Exclusive Savings
Inside
$3,501
Oceanview
$3,838
Balcony
$4,392
Suite
$7,481
From (Per Person)
A$3,501
Per Person
View Trip
8 Day St. Thomas & St. Kitts Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departures: Nov 2026 to Apr 2027
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,506
Oceanview
$1,477
Balcony
$1,850
Suite
$4,923
From (Per Person)
A$2,258
Save 105
Per Person
View Trip
22 Day Eastern Caribbean & Panama Canal: U.S. Virgin Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Nieuw Amsterdam
Departures: Jan 2027 to Mar 2027
Visits: USA, Antigua and Barbuda, Virgin Islands, Puerto Rico +6 more, Bahamas, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Exclusive Savings
Inside
$3,711
Oceanview
$4,948
Balcony
$5,968
Suite
$11,660
From (Per Person)
A$3,711
Per Person
View Trip
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Caribbean & Bahamas Cruises

Aruba Cruises Bahamas Cruises Barbados Cruises Bermunda Cruises Caribbean Cruises Central America Cruises Jamaica Cruises Mexico Cruises Panama Cruises Puerto Rico Cruises Virgin Islands Cruises

Travel Styles

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Countries

Aruba Bahamas Barbados Belize Canada Cayman Islands China Curacao Dominican Republic Haiti Honduras Jamaica Martinique Mexico Morocco Puerto Rico Saint Barthelemy Saint Lucia Saint Martin Saint Vincent Singapore Spain Turks and Caicos Islands USA Vietnam Virgin Islands

Cities

Cruises from Bridgetown Cruises from Fort Lauderdale Cruises from Fort-de-France Cruises from Galveston Cruises from Jacksonville Cruises from La Romana Cruises from Marigot Cruises from Miami Cruises from New Orleans Cruises from New York Cruises from Orlando Cruises from Philadelphia Cruises from Philipsburg Cruises from San Juan Cruises from San Juan Cruises from San Juan Cruises from Singapore Cruises from Tampa Cruises from Valparaiso

Routes

Cruises from Bridgetown to San Juan Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Jacksonville to Jacksonville Cruises from La Romana to La Romana Cruises from London to Fort Lauderdale Cruises from London to London Cruises from London to New York Cruises from Miami to San Juan Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Miami Cruises from Miami to London Cruises from New Orleans to New Orleans Cruises from New York to New York Cruises from New York to London Cruises from Orlando to Orlando Cruises from Panama City to Miami Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from San Juan to Bridgetown Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa

Country Routes

Cruises from Australia to England Cruises from Barbados to Puerto Rico Cruises from Puerto Rico to Barbados Cruises from Puerto Rico to USA Cruises from Chile to USA Cruises from England to Canada Cruises from Singapore to China Cruises from Dominican Republic to USA Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Canada to England Cruises from Argentina to Brazil Cruises from USA to Brazil Cruises from Argentina to Chile Cruises from Argentina to USA Cruises from Australia to USA Cruises from Barbados to USA Cruises from Brazil to Argentina Cruises from Canada to USA Cruises from Chile to Argentina Cruises from England to Spain Cruises from England to USA Cruises from Saint Martin to Barbados Cruises from USA to Dominican Republic Cruises from Panama to USA Cruises from Spain to Brazil Cruises from Barbados to Saint Martin Cruises from Spain to USA Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to Canada Cruises from USA to Chile Cruises from USA to England Cruises from Spain to England Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain

Cruise Lines Exploring The Caribbean & Bahamas

Azamara Caribbean Cruises Celebrity Caribbean Cruises Crystal Caribbean Cruises Cunard Caribbean Cruises Emerald Caribbean Cruises Explora Journeys Caribbean Cruises Holland America Caribbean Cruises MSC Caribbean Cruises NCL Caribbean Cruises Oceania Caribbean Cruises P&O (UK) Caribbean Cruises Ponant Caribbean Cruises Princess Caribbean Cruises Regent Seven Seas Caribbean Cruises Royal Caribbean Caribbean Cruises Scenic Caribbean Cruises Seabourn Caribbean Cruises Silversea Caribbean Cruises Viking Caribbean Cruises Virgin Voyages Caribbean Cruises

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