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Caribbean Cruises Starting In January 2027, 2028 and 2029

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559 Cruises (2,846 Departures)
559 Cruises (2,846 Departures)
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Duration
5 Days
141 Days
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$400pp
$209,450pp
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9 Day A Journey Of Sunny Shores & Caribbean Island Bliss with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 21 January 2027
Visits: USA, Virgin Islands, Anguilla, Martinique, Saint Kitts and Nevis, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$8,859
From (Per Person)
A$8,859
Save 181
Per Person
View Trip
5 Day Western Caribbean Getaway with Royal Caribbean
Cruise

5 Days (4 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Adventure of the Seas
Departures: Jun 2027 to Jan 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$796
Oceanview
$810
Balcony
$989
Suite
$1,506
From (Per Person)
A$796
Save 507
Per Person
View Trip
13 Day Southern Caribbean with Panama with Princess
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Caribbean Princess
Departure: 13 January 2028
Visits: USA, Aruba, Colombia, Panama, Costa Rica, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,438
Oceanview
$1,631
Balcony
$2,893
Suite
$3,666
From (Per Person)
A$1,438
Per Person
View Trip
9 Day A Journey of Caribbean Enchantment & Tranquil Shores with Explora Journeys
Cruise

9 Days (8 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 13 January 2027
Visits: Puerto Rico, Saint Martin, Guadeloupe, Grenada, Saint Lucia, Dominican Republic, USA
Exclusive Savings
Suite
$7,644
From (Per Person)
A$7,644
Save 156
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Jan 2027 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$916
Oceanview
$1,081
Balcony
$1,408
Suite
$5,481
From (Per Person)
A$916
Save 1,009
Per Person
View Trip
10 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departures: Nov 2027 to Jan 2028
Visits: USA, Dominican Republic, Puerto Rico, Aruba, Curacao
Exclusive Savings
Inside
$1,513
Oceanview
$1,679
Balcony
$2,035
Suite
$3,428
From (Per Person)
A$1,513
Save 851
Per Person
View Trip
17 Day An Extended Journey Through Ancient Marvels & Glittering Shores with Explora Journeys
Cruise

17 Days (16 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora I
Departure: 20 January 2027
Visits: USA, Jamaica, Guatemala, Honduras +6 more, Belize, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$17,013
From (Per Person)
A$17,013
Save 347
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC World Atlantic
Departures: Dec 2027 to Oct 2028
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$1,279
Oceanview
$1,556
Balcony
$1,705
Suite
$2,269
From (Per Person)
A$1,279
Per Person
View Trip
6 Day Western Caribbean Getaway with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Freedom of the Seas
Departures: Jan 2028 to Apr 2028
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$1,170
Oceanview
$1,241
Balcony
$1,428
Suite
$2,133
From (Per Person)
A$1,170
Save 549
Per Person
View Trip
11 Day The Azure Wild with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 09 January 2029
Visits: USA, Dominican Republic, Puerto Rico, Saint Barthelemy, Dominica, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,815
Suite
$10,420
From (Per Person)
A$9,815
Save 6,915
Per Person
View Trip
10 Day Alluring Antilles with Oceania Cruises
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Allura
Departure: 27 January 2027
Visits: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis
Your World Inclusions
Exclusive Savings
Balcony
$5,482
Suite
-
From (Per Person)
A$5,482
Save 4,538
Per Person
View Trip
11 Day Bahamian Breeze with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 07 January 2028
Visits: USA, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,275
Suite
$11,056
From (Per Person)
A$10,275
Save 7,355
Per Person
View Trip
26 Day Roundtrip Fort Lauderdale with Crystal Cruises
Cruise

26 Days (25 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Crystal
Ship: Crystal Serenity
Departure: 18 January 2028
Visits: USA, Virgin Islands, Guadeloupe, Saint Lucia +6 more, Trinidad and Tobago, Brazil, French Guiana, Barbados, Dominica, Saint Barthelemy
Exclusive Savings
Oceanview
$17,430
Balcony
$20,325
Suite
$20,940
From (Per Person)
A$17,430
Save 3,570
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise

15 Days (14 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Seashore
Departure: 29 January 2028
Visits: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$2,310
Oceanview
$2,706
Balcony
$3,151
Suite
$4,726
From (Per Person)
A$2,310
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Allure of the Seas
Departures: Nov 2027 to Apr 2028
Visits: USA, Bahamas, Dominican Republic, Haiti
Exclusive Savings
Inside
$1,357
Oceanview
$1,487
Balcony
$1,467
Suite
$3,062
From (Per Person)
A$1,357
Save 1,289
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) La Romana to La Romana
Operator: MSC Cruises
Ship: MSC Opera
Departures: Dec 2026 to Mar 2027
Visits: Dominican Republic, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,132
Oceanview
$1,330
Balcony
$2,142
Suite
$3,033
From (Per Person)
A$1,132
Save 18
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Star Princess
Departures: Dec 2026 to Jan 2027
Visits: USA, Honduras, Belize, Mexico, Turks and Caicos Islands, Dominican Republic, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$2,067
Oceanview
$2,109
Balcony
$2,459
Suite
$5,478
From (Per Person)
A$2,067
Per Person
View Trip
8 Day Jewels of the Northern Caribbean with Ponant
Cruise

8 Days (7 Nights) La Romana to Nassau
Operator: Ponant
Ship: Le Champlain
Departure: 26 January 2028
Visits: Dominican Republic, Turks and Caicos Islands, Bahamas
Exclusive Savings
Balcony
$7,750
Suite
$12,959
From (Per Person)
A$7,750
Save 210
Per Person
View Trip
38 Day Fort Lauderdale To San Antonio with Cunard
Cruise

38 Days (37 Nights) Fort Lauderdale to Santiago
Operator: Cunard
Ship: Queen Anne
Departure: 22 January 2027
Visits: USA, Turks and Caicos Islands, Barbados, Brazil, Uruguay, Argentina, Chile
Exclusive Savings
Inside
$10,939
Oceanview
$14,750
Balcony
$18,364
Suite
$37,124
From (Per Person)
A$10,939
Per Person
View Trip
26 Day Roundtrip Fort Lauderdale with Crystal Cruises
Cruise

26 Days (25 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 15 January 2027
Visits: USA, Saint Barthelemy, Martinique, Saint Vincent +6 more, Trinidad and Tobago, Brazil, French Guiana, Barbados, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Oceanview
$20,427
Balcony
$25,400
Suite
$27,447
From (Per Person)
A$20,427
Save 473
Per Person
View Trip
13 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

13 Days (12 Nights) New York to New York
Operator: Royal Caribbean
Ship: Odyssey of the Seas
Departure: 24 January 2028
Visits: USA, Saint Kitts and Nevis, Antigua and Barbuda, Barbados, Saint Lucia, Saint Martin
Exclusive Savings
Inside
$2,879
Oceanview
$3,151
Balcony
$3,445
Suite
$7,426
From (Per Person)
A$2,879
Save 1,431
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Operator: MSC Cruises
Ship: MSC World Asia
Departure: 25 January 2028
Visits: Barbados, Saint Vincent, Grenada, Martinique +5 more, Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica
Exclusive Savings
Inside
$3,105
Oceanview
$3,878
Balcony
$4,194
Suite
$6,927
From (Per Person)
A$3,105
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC World America
Departures: Sep 2026 to Oct 2028
Visits: USA, Honduras, Mexico, Bahamas
Exclusive Savings
Inside
$893
Oceanview
$1,022
Balcony
$1,319
Suite
$2,556
From (Per Person)
A$893
Save 17
Per Person
View Trip
8 Day Grand Cayman & Mexico Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Tampa to Tampa
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Dec 2027 to Mar 2028
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$944
Oceanview
$1,010
Balcony
$1,244
Suite
$3,527
From (Per Person)
A$944
Save 902
Per Person
View Trip
8 Day Classic Caribbean Yacht Harbors with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Operator: Seabourn
Ship: Seabourn Ovation
Departures: Dec 2026 to Feb 2028
Visits: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Exclusive Savings
Balcony
$5,590
Suite
$11,837
From (Per Person)
A$5,590
Save 138
Per Person
View Trip
5 Day Western Caribbean Getaway with Royal Caribbean
Cruise

5 Days (4 Nights) Galveston to Galveston
Operator: Royal Caribbean
Ships: Liberty of the Seas, Mariner of the Seas
Departures: Sep 2026 to Apr 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$701
Oceanview
$861
Balcony
$1,077
Suite
$1,707
From (Per Person)
A$720
Save 771
Per Person
View Trip
8 Day A Journey Through the Vibrant Pulse of the Antilles with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora IV
Departure: 29 January 2028
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
View Trip
12 Day San Juan to San Juan with Silversea
Cruise

12 Days (11 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Dawn
Departure: 04 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis +5 more, Martinique, Grenada, Bonaire, Curacao, Aruba
Exclusive Savings
Oceanview
$6,615
Balcony
$7,595
Suite
$15,435
From (Per Person)
A$6,615
Save 1,885
Per Person
View Trip
13 Day Panama Canal with Costa Rica & Caribbean with Princess
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Caribbean Princess
Departures: Nov 2026 to Jan 2027
Visits: USA, Aruba, Colombia, Panama, Costa Rica, Bahamas
Exclusive Savings
Inside
$1,414
Oceanview
$1,449
Balcony
$2,621
Suite
$4,166
From (Per Person)
A$1,414
Per Person
View Trip
14 Day Caribbean And Antilles with MSC Cruises
Cruise

14 Days (13 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Seashore
Departure: 02 January 2028
Visits: USA, Saint Martin, Virgin Islands, Dominican Republic, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$2,157
Oceanview
$2,553
Balcony
$2,999
Suite
$4,484
From (Per Person)
A$2,157
Per Person
View Trip
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Caribbean & Bahamas Cruises

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Countries

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Cities

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Routes

Cruises from Athens to Lisbon Cruises from Athens to Barcelona Cruises from Athens to Rome Cruises from Athens to Venice Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Lisbon Cruises from Barcelona to London Cruises from Barcelona to Rome Cruises from Barcelona to Venice Cruises from Barcelona to Barcelona Cruises from Barcelona to Miami Cruises from Boston to Boston Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Buenos Aires to Rio de Janeiro Cruises from Buenos Aires to Buenos Aires Cruises from Buenos Aires to Santiago Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort Lauderdale to San Diego Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Genoa to Genoa Cruises from Hamburg to London Cruises from Hamburg to Hamburg Cruises from Jacksonville to Jacksonville Cruises from La Romana to La Romana Cruises from Lisbon to Lisbon Cruises from Lisbon to London Cruises from Lisbon to Miami Cruises from Lisbon to Barcelona Cruises from Lisbon to Rome Cruises from London to Hamburg Cruises from London to Barcelona Cruises from London to Fort Lauderdale Cruises from London to Rome Cruises from London to London Cruises from London to Lisbon Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Los Angeles Cruises from Marseille to Marseille Cruises from Miami to San Juan Cruises from Miami to Lisbon Cruises from Miami to Los Angeles Cruises from Miami to Rome Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Barcelona Cruises from Miami to Miami Cruises from Miami to London Cruises from Montreal to Boston Cruises from Montreal to Miami Cruises from Montreal to New York 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 Reykjavik to London Cruises from Rio de Janeiro to Buenos Aires Cruises from Rio de Janeiro to Lisbon Cruises from Rio de Janeiro to Rio de Janeiro Cruises from Rio de Janeiro to Barcelona Cruises from Rome to London Cruises from Rome to Lisbon Cruises from Rome to Miami Cruises from Rome to Barcelona Cruises from Rome to Venice Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Francisco to San Francisco Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Santiago to Buenos Aires Cruises from Santiago to Santiago Cruises from Seattle to Seattle Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle Cruises from Vancouver to San Diego

Country Routes

Cruises from Peru to Argentina Cruises from Australia to England Cruises from USA to Portugal Cruises from Italy to England Cruises from Greece to Portugal Cruises from Germany to England Cruises from France to Spain Cruises from Portugal to England Cruises from Iceland to USA Cruises from Puerto Rico to USA Cruises from Portugal to France Cruises from Chile to USA Cruises from France to Brazil Cruises from Brazil to France Cruises from Iceland to Canada Cruises from England to Germany Cruises from Singapore to China Cruises from Brazil to Portugal Cruises from Dominican Republic to USA Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Argentina to Brazil Cruises from USA to Brazil Cruises from Argentina to Chile Cruises from Brazil to Italy Cruises from Argentina to USA Cruises from Peru 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 Italy Cruises from England to Spain Cruises from England to USA Cruises from France to Italy Cruises from Saint Martin to Barbados Cruises from Greece to Italy Cruises from Greece to Spain Cruises from USA to Dominican Republic Cruises from Iceland to England Cruises from Italy to Brazil Cruises from Italy to France Cruises from Italy to Portugal Cruises from Italy to Spain Cruises from Italy to USA Cruises from Panama to USA Cruises from Spain to Brazil Cruises from Portugal to Italy Cruises from Portugal to Spain Cruises from Greece to USA Cruises from Portugal to USA Cruises from Barbados to Saint Martin Cruises from Spain to France Cruises from Spain to Italy Cruises from Spain to Portugal Cruises from Spain to USA Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to Canada Cruises from England to Portugal Cruises from USA to Chile Cruises from USA to England Cruises from USA to Italy 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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