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

8 Days (7 Nights) Philipsburg to Bridgetown
Operator: Seabourn
Departure: 13 January 2029
Visits: Saint Martin, Saint Kitts and Nevis, Aruba, Curacao, Bonaire, Barbados
Exclusive Savings
Balcony
$7,068
Suite
$12,066
From (Per Person)
A$7,068
Save 130
Per Person
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Departure: 15 January 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,821
Oceanview
$1,956
Balcony
$2,079
Suite
$4,155
From (Per Person)
A$1,821
Save 977
Per Person
Cruise

19 Days (18 Nights) Miami to Rio de Janeiro
Operator: Regent Seven Seas
Departure: 04 January 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Barbados, French Guiana, Brazil
Exclusive Savings
Balcony
$20,381
Suite
$21,815
From (Per Person)
A$20,381
Save 8,669
Per Person
Cruise

9 Days (8 Nights) San Juan to Fort Lauderdale
Operator: Crystal
Departure: 03 January 2028
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis +4 more, Virgin Islands, Dominican Republic, Turks and Caicos Islands, USA
Exclusive Savings
Oceanview
$5,186
Balcony
$6,561
Suite
$6,648
From (Per Person)
A$5,186
Save 1,614
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departures: Nov 2026 to Apr 2028
Visits: USA, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,362
Oceanview
$1,578
Balcony
$1,568
Suite
$3,401
From (Per Person)
A$1,362
Save 1,534
Per Person
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Departures: Nov 2026 to Oct 2028
Visits: USA, Curacao, Aruba, Dominican Republic, Bahamas
Exclusive Savings
Inside
$1,718
Oceanview
$2,005
Balcony
$2,072
Suite
$3,927
From (Per Person)
A$1,718
Save 1,769
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Departure: 24 January 2027
Visits: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$1,152
Oceanview
$1,661
Balcony
$2,524
Suite
$7,566
From (Per Person)
A$1,152
Save 632
Per Person
Cruise

57 Days (56 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Cunard
Ship: Queen Anne
Departure: 22 January 2027
Visits: USA, Turks and Caicos Islands, Barbados, Brazil +6 more, Uruguay, Argentina, Chile, Peru, Panama, Aruba
Exclusive Savings
Inside
$12,790
Oceanview
$17,839
Balcony
$20,660
Suite
$34,025
From (Per Person)
A$12,790
Per Person
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Jan 2029
Visits: USA, Bonaire, Curacao, Aruba
Exclusive Savings
Inside
$1,601
Oceanview
$1,759
Balcony
$1,883
Suite
$5,489
From (Per Person)
A$1,601
Save 1,349
Per Person
Cruise

5 Days (4 Nights) Miami to Miami
Operator: Royal Caribbean
Departures: Jan 2027 to Apr 2027
Visits: USA, Mexico
Exclusive Savings
Inside
$652
Oceanview
$554
Balcony
$539
Suite
$1,526
From (Per Person)
A$539
Save 350
Per Person
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Ray
Departure: 25 January 2029
Visits: USA, Turks and Caicos Islands, Anguilla, Antigua and Barbuda, Saint Barthelemy, Virgin Islands
Exclusive Savings
Balcony
$7,955
Suite
$12,370
From (Per Person)
A$7,955
Save 1,595
Per Person
Cruise

24 Days (23 Nights) Miami to Miami
Operator: Oceania
Departure: 30 January 2029
Visits: USA, Dominican Republic, Bonaire, Curacao +8 more, Aruba, Colombia, Costa Rica, Panama, Grenada, Dominica, Saint Kitts and Nevis, Virgin Islands
Your World Inclusions
Exclusive Savings
Balcony
$17,504
Suite
$23,625
From (Per Person)
A$17,504
Save 2,486
Per Person
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Departures: Dec 2026 to Feb 2027
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,002
Oceanview
$1,160
Balcony
$1,536
Suite
$2,536
From (Per Person)
A$1,002
Save 16
Per Person
Cruise

8 Days (7 Nights) La Romana to La Romana
Operator: MSC Cruises
Ship: MSC Opera
Departures: Mar 2027 to Apr 2028
Visits: Dominican Republic, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda
Exclusive Savings
Inside
$954
Oceanview
$1,162
Balcony
$1,677
Suite
$2,419
From (Per Person)
A$954
Save 20
Per Person
New ReleaseCruise

9 Days (8 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Departures: Jan 2029
Visits: USA, Turks and Caicos Islands, Dominican Republic, Virgin Islands +4 more, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Puerto Rico
Exclusive Savings
Balcony
$6,978
Suite
$8,010
From (Per Person)
A$6,978
Save 1,092
Per Person
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Departure: 09 January 2027
Visits: USA, Turks and Caicos Islands, Dominican Republic, Bahamas, Honduras, Belize, Mexico
Exclusive Savings
Inside
$3,027
Oceanview
-
Balcony
-
Suite
-
From (Per Person)
A$3,027
Per Person
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Barbados, Grenada, Saint Lucia, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,165
Oceanview
$1,286
Balcony
$2,143
Suite
$2,646
From (Per Person)
A$1,165
Save 725
Per Person
Cruise

15 Days (14 Nights) Miami to Miami
Operator: MSC Cruises
Departures: Dec 2026 to Mar 2028
Visits: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
$1,924
Oceanview
$2,152
Balcony
$2,567
Suite
$6,686
From (Per Person)
A$1,924
Per Person
Cruise

12 Days (11 Nights) New York to New York
Operator: Royal Caribbean
Departures: Jan 2027 to Jan 2028
Visits: USA, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$2,215
Oceanview
$2,455
Balcony
$2,726
Suite
$5,652
From (Per Person)
A$2,215
Save 1,268
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Celebrity Cruises
Departures: Jan 2027 to Apr 2027
Visits: USA, Saint Martin, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
$1,363
Oceanview
$1,850
Balcony
$2,532
Suite
$7,229
From (Per Person)
A$1,363
Save 1,163
Per Person
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Departure: 23 January 2028
Visits: Puerto Rico, Saint Vincent, Grenada, Martinique, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,164
Oceanview
$1,202
Balcony
$2,184
Suite
$2,403
From (Per Person)
A$1,164
Save 708
Per Person
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Departures: Nov 2026 to Mar 2028
Visits: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands, Bahamas
Exclusive Savings
Inside
$923
Oceanview
$1,081
Balcony
$1,536
Suite
$2,536
From (Per Person)
A$923
Save 18
Per Person
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Ship: Arvia
Departure: 01 January 2027
Visits: Barbados, Martinique, Saint Kitts and Nevis, Virgin Islands +4 more, Sint Maarten, Antigua and Barbuda, Grenada, Saint Lucia
Bonus Onboard Spend
Exclusive Savings
Inside
$2,936
Oceanview
$4,092
Balcony
$4,539
Suite
-
From (Per Person)
A$2,936
Per Person
Cruise

8 Days (7 Nights) Galveston to Galveston
Operator: MSC Cruises
Ship: MSC Seascape
Departures: Nov 2026 to Nov 2028
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$546
Oceanview
$715
Balcony
$814
Suite
$1,546
From (Per Person)
A$546
Save 12
Per Person
Cruise

10 Days (9 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departure: 26 January 2028
Visits: USA, Saint Kitts and Nevis, Martinique, Antigua and Barbuda, Bahamas
Exclusive Savings
Inside
$1,596
Oceanview
$2,140
Balcony
$2,708
Suite
$3,865
From (Per Person)
A$1,596
Save 883
Per Person
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Operator: Regent Seven Seas
Departure: 28 January 2029
Visits: Barbados, Saint Vincent, Grenada, Saint Lucia +5 more, Martinique, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Dominica
Exclusive Savings
Balcony
$9,538
Suite
$10,664
From (Per Person)
A$9,538
Save 6,912
Per Person
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Operator: MSC Cruises
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
$4,234
Suite
$6,927
From (Per Person)
A$3,105
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Departures: Jan 2028
Visits: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,377
Oceanview
$1,489
Balcony
$1,429
Suite
$2,600
From (Per Person)
A$1,377
Save 811
Per Person
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
$9,148
From (Per Person)
A$9,148
Save 187
Per Person
Cruise

10 Days (9 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departure: 04 January 2027
Visits: USA, Bahamas, Curacao, Aruba, Dominican Republic
Exclusive Savings
Inside
$1,421
Oceanview
$1,794
Balcony
$2,291
Suite
$5,627
From (Per Person)
A$1,421
Save 827
Per Person
Results: 391-420 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