Caribbean Cruises Starting In January 2027, 2028 and 2029

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620 Cruises (3,006 Departures)
620 Cruises (3,006 Departures)
Departures
Duration
5 Days
141 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$300pp
$191,550pp
Countries
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Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: 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
$2,432
Oceanview
$2,777
Balcony
$5,620
Suite
$7,590
From (Per Person)
A$2,432
Per Person
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Departures: Feb 2027 to Jan 2028
Visits: USA, Bonaire, Curacao, Aruba, Bahamas
Exclusive Savings
Inside
$1,696
Oceanview
$2,003
Balcony
$2,458
Suite
$5,230
From (Per Person)
A$1,696
Per Person
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Rotterdam
Departure: 02 January 2027
Visits: USA, Bahamas, Jamaica, Cayman Islands +8 more, Belize, Mexico, Saint Martin, Antigua and Barbuda, Dominica, Martinique, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Inside
$3,562
Oceanview
$4,146
Balcony
$5,680
Suite
$8,155
From (Per Person)
A$3,562
Per Person
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Departure: 03 January 2027
Visits: USA, Puerto Rico, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$1,436
Oceanview
$1,615
Balcony
$2,434
Suite
$2,731
From (Per Person)
A$1,436
Per Person
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Departure: 09 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +5 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$1,987
Oceanview
$2,569
Balcony
$2,809
Suite
$4,660
From (Per Person)
A$1,987
Per Person
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 29 January 2029
Visits: USA, Virgin Islands, Antigua and Barbuda, Dominica, Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,208
Oceanview
$2,593
Balcony
$3,016
Suite
$8,278
From (Per Person)
A$2,208
Save 1,477
Per Person
New ReleaseCruise
 (3)

19 Days (18 Nights) Bridgetown to San Jose
Operator: Emerald Cruises
Departures: Jan 2028 to Jan 2029
Visits: Barbados, Saint Vincent, Grenada, Bonaire +5 more, Curacao, Aruba, Colombia, Panama, Costa Rica
Exclusive Savings
Oceanview
$22,817
Balcony
-
Suite
$27,894
From (Per Person)
A$22,817
Save 6,873
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Aruba, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$1,108
Oceanview
$1,718
Balcony
$1,921
Suite
$5,384
From (Per Person)
A$1,108
Per Person
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 11 January 2029
Visits: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Dominica, Saint Martin
Exclusive Savings
Inside
$1,695
Oceanview
$2,106
Balcony
$2,490
Suite
$8,185
From (Per Person)
A$1,695
Save 1,150
Per Person
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 30 January 2028
Visits: USA, Dominican Republic, Virgin Islands, Anguilla, Puerto Rico
Exclusive Savings
Suite
$5,566
From (Per Person)
A$5,566
Save 114
Per Person
Cruise
 (1)

10 Days (9 Nights) Orlando to Orlando
Departures: Dec 2026 to Jan 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,763
Oceanview
$2,285
Balcony
$2,733
Suite
$2,955
From (Per Person)
A$1,763
Per Person
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Operator: Royal Caribbean
Departures: Dec 2026 to Mar 2028
Visits: Colombia, Aruba, Curacao, Panama
Exclusive Savings
Inside
$1,456
Oceanview
$1,531
Balcony
$2,179
Suite
$2,514
From (Per Person)
A$1,456
Save 4,449
Per Person
Cruise
 (2)

15 Days (14 Nights) Miami to Miami
Operator: Princess
Departures: Jan 2028
Visits: USA, Belize, Honduras, Mexico +4 more, Bahamas, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$1,741
Oceanview
-
Balcony
$2,147
Suite
$3,901
From (Per Person)
A$1,741
Per Person
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Operator: Royal Caribbean
Departures: Jan 2027 to Apr 2028
Visits: Panama, Colombia, Curacao, Aruba
Exclusive Savings
Inside
$1,386
Oceanview
$1,473
Balcony
$2,050
Suite
$2,508
From (Per Person)
A$1,386
Save 1,178
Per Person
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Departure: 17 January 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$2,391
Oceanview
$2,757
Balcony
$3,549
Suite
$5,014
From (Per Person)
A$2,391
Per Person
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Operator: Virgin Voyages
Departure: 10 January 2028
Visits: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,873
Oceanview
$2,308
Balcony
$2,744
Suite
$7,184
From (Per Person)
A$1,873
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Vincent, Antigua and Barbuda, Saint Martin
Inside
$1,108
Oceanview
$1,718
Balcony
$1,921
Suite
$5,384
From (Per Person)
A$1,108
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,121
Oceanview
$2,345
Balcony
$2,703
Suite
$3,894
From (Per Person)
A$2,121
Per Person
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Operator: Virgin Voyages
Departure: 24 January 2027
Visits: USA, Turks and Caicos Islands, Dominican Republic
Inside
$1,124
Oceanview
$1,211
Balcony
$1,298
Suite
$3,561
From (Per Person)
A$1,124
Per Person
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Departure: 17 January 2027
Visits: Puerto Rico, Saint Martin, Martinique, Grenada +4 more, Saint Lucia, Barbados, Virgin Islands, Antigua and Barbuda
Exclusive Savings
Inside
$2,353
Oceanview
$2,846
Balcony
$6,204
Suite
$8,758
From (Per Person)
A$2,353
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Departure: 29 January 2028
Visits: USA, Jamaica, Cayman Islands
Exclusive Savings
Inside
$1,441
Oceanview
$1,580
Balcony
$1,787
Suite
$4,405
From (Per Person)
A$1,441
Save 1,021
Per Person
Cruise
 (1)

12 Days (11 Nights) Philadelphia to Philadelphia
Departure: 27 January 2028
Visits: USA, Antigua and Barbuda, Saint Lucia, Saint Martin, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$2,013
Oceanview
$2,400
Balcony
$3,159
Suite
$3,487
From (Per Person)
A$2,013
Per Person
New ReleaseCruise
 (3)

7 Days (6 Nights) Bridgetown to Marigot
Operator: Emerald Cruises
Departure: 03 January 2027
Visits: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Exclusive Savings
Oceanview
-
Balcony
-
Suite
$8,231
From (Per Person)
A$8,231
Save 2,154
Per Person
Cruise
 (8)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departure: 03 January 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Bahamas, Honduras, Mexico
Exclusive Savings
Inside
$2,296
Oceanview
$2,477
Balcony
$3,613
Suite
-
From (Per Person)
A$2,296
Per Person
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Dec 2026 to Apr 2027
Visits: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Curacao, Bonaire, Aruba
Exclusive Savings
Inside
$2,412
Oceanview
$3,211
Balcony
$3,441
Suite
$11,537
From (Per Person)
A$2,412
Save 2,598
Per Person
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Nova
Departure: 09 January 2028
Visits: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda
Exclusive Savings
Balcony
$9,150
Suite
$14,810
From (Per Person)
A$9,150
Save 3,300
Per Person
Cruise
 (3)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Departures: Jan 2029 to Mar 2029
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis +4 more, Saint Lucia, Barbados, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$1,595
Oceanview
$2,606
Balcony
$1,822
Suite
$3,045
From (Per Person)
A$1,595
Per Person
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Operator: Virgin Voyages
Departures: Apr 2027 to Jan 2028
Visits: USA, Jamaica, Cayman Islands, Bahamas
Inside
$1,209
Oceanview
$1,616
Balcony
$1,920
Suite
$4,155
From (Per Person)
A$1,209
Per Person
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Poesia
Departure: 14 January 2027
Visits: USA, Curacao, Aruba, Jamaica +7 more, Cayman Islands, Mexico, Colombia, Panama, Costa Rica, Honduras, Belize
Exclusive Savings
Inside
$3,706
Oceanview
$3,825
Balcony
$4,607
Suite
-
From (Per Person)
A$3,706
Per Person
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Departures: Jan 2028 to Jan 2029
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Saint Martin
Exclusive Savings
Inside
$1,455
Oceanview
$1,802
Balcony
$1,683
Suite
$2,916
From (Per Person)
A$1,455
Per Person
Results: 181-210 of 620

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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 Baltimore to Baltimore 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 Marigot Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Bridgetown to Philipsburg 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 Rome Cruises from Fort Lauderdale to San Juan 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 Miami Cruises from New York to Fort Lauderdale 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 Philipsburg Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Quebec City to Boston Cruises from Quebec City to New York 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 Lisbon Cruises from Rome to Barcelona Cruises from Rome to Venice Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Juan to Fort Lauderdale 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 Tokyo Cruises from Singapore to Sydney Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Tokyo to Tokyo

Country Routes

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