Caribbean Cruises Starting In February 2027, 2028 and 2029

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438 Cruises (2,662 Departures)
438 Cruises (2,662 Departures)
Departures
Duration
5 Days
55 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$400pp
$203,150pp
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Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: May 2027 to Aug 2028
Visits: USA, Cayman Islands, Bahamas
Inside
$849
Oceanview
$991
Balcony
$1,277
Suite
$3,779
From (Per Person)
A$849
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Nov 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,151
Oceanview
$2,270
Balcony
$2,627
Suite
$3,789
From (Per Person)
A$2,151
Per Person
Cruise
 (12)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Departure: 26 February 2027
Visits: Barbados, Puerto Rico, Saint Martin, Martinique, Dominica, Grenada
Exclusive Savings
Inside
$1,527
Oceanview
$1,832
Balcony
$2,359
Suite
$2,775
From (Per Person)
A$1,527
Per Person
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Jan 2028 to Feb 2028
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Saint Martin
Exclusive Savings
Inside
$1,416
Oceanview
$1,871
Balcony
$1,960
Suite
$2,906
From (Per Person)
A$1,416
Per Person
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2026 to Feb 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Saint Martin, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,692
Oceanview
-
Balcony
$2,201
Suite
$2,939
From (Per Person)
A$1,692
Per Person
Cruise
 (4)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Oct 2026 to Mar 2027
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,392
Oceanview
$1,530
Balcony
$2,084
Suite
$3,055
From (Per Person)
A$1,392
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 27 February 2028
Visits: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Bahamas, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2027 to Apr 2028
Visits: USA, Saint Martin, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,669
Oceanview
$1,763
Balcony
$1,906
Suite
$6,814
From (Per Person)
A$1,669
Save 1,114
Per Person
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Departure: 23 February 2027
Visits: Barbados, Saint Vincent, Grenada, Martinique +6 more, Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Saint Lucia
Exclusive Savings
Inside
$4,097
Oceanview
$4,434
Balcony
$4,988
Suite
$7,998
From (Per Person)
A$4,097
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departures: Feb 2028 to Mar 2028
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,739
Oceanview
$1,879
Balcony
$2,156
Suite
$4,554
From (Per Person)
A$1,739
Save 1,008
Per Person
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 24 February 2028
Visits: USA, Aruba, Bonaire, Curacao +7 more, Dominican Republic, Jamaica, Colombia, Panama, Costa Rica, Honduras, Belize
Exclusive Savings
Inside
$3,746
Oceanview
$4,073
Balcony
$4,894
Suite
-
From (Per Person)
A$3,746
Per Person
Cruise
 (3)

15 Days (14 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departures: Jan 2027 to Mar 2027
Visits: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis +5 more, Antigua and Barbuda, Guadeloupe, Saint Lucia, Saint Vincent, Barbados
Exclusive Savings
Inside
-
Oceanview
$9,521
Balcony
-
Suite
$12,568
From (Per Person)
A$9,521
Save 11,232
Per Person
Cruise
 (3)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 02 February 2027
Visits: USA, Saint Martin, Antigua and Barbuda, Dominica +4 more, Martinique, Saint Kitts and Nevis, Virgin Islands, Bahamas
Fare Saver
Exclusive Savings
Inside
$2,003
Oceanview
$2,310
Balcony
$3,231
Suite
$4,765
From (Per Person)
A$2,003
Per Person
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Feb 2028 to Apr 2028
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,585
Oceanview
$1,731
Balcony
$1,978
Suite
$4,407
From (Per Person)
A$1,585
Save 916
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,062
Oceanview
$1,298
Balcony
$1,513
Suite
$2,008
From (Per Person)
A$1,062
Per Person
Cruise

21 Days (20 Nights) Miami to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 14 February 2027
Visits: USA, Bahamas, Puerto Rico, Virgin Islands +11 more, Saint Martin, Antigua and Barbuda, Saint Lucia, Dominica, Barbados, Grenada, Trinidad and Tobago, Bonaire, Aruba, Curacao, Jamaica
Fare Saver
Exclusive Savings
Inside
$4,304
Oceanview
$4,611
Balcony
$6,304
Suite
$11,214
From (Per Person)
A$4,304
Per Person
Cruise

11 Days (10 Nights) Jacksonville to Jacksonville
Cruise Line: Norwegian Cruise Line
Departure: 07 February 2028
Visits: USA, Bahamas, Dominican Republic, Virgin Islands, Puerto Rico
Just Cruise Fare
Exclusive Savings
Inside
$2,151
Oceanview
$2,449
Balcony
$3,357
Suite
$3,625
From (Per Person)
A$2,151
Per Person
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania
Departure: 02 February 2028
Visits: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,488
Suite
$10,563
From (Per Person)
A$7,488
Save 2,192
Per Person
New ReleaseCruise

8 Days (7 Nights) Saint Thomas to San Juan
Cruise Line: Emerald Cruises
Departure: 06 February 2027
Visits: Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
$5,790
Balcony
-
Suite
$7,314
From (Per Person)
A$5,790
Save 3,605
Per Person
Cruise

19 Days (18 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 29 February 2028
Visits: Barbados, Saint Vincent, Grenada, Curacao +10 more, Aruba, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Lucia, Guadeloupe, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Dominica
Exclusive Savings
Inside
-
Oceanview
$11,368
Balcony
$13,034
Suite
$21,756
From (Per Person)
A$11,368
Save 232
Per Person
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departure: 20 February 2028
Visits: Guadeloupe, Barbados, Saint Vincent, Trinidad and Tobago, Grenada, Martinique
Exclusive Savings
Inside
$1,999
Oceanview
$2,425
Balcony
$2,593
Suite
$4,338
From (Per Person)
A$1,999
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 26 February 2028
Visits: USA, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
$1,282
Oceanview
$1,403
Balcony
$1,636
Suite
$2,918
From (Per Person)
A$1,282
Save 698
Per Person
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Jan 2027 to Feb 2027
Visits: Barbados, Martinique, Antigua and Barbuda, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,434
Oceanview
$2,909
Balcony
$4,295
Suite
$6,443
From (Per Person)
A$2,434
Per Person
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 08 February 2027
Visits: USA, Haiti, Jamaica, Bahamas
Exclusive Savings
Inside
$1,249
Oceanview
$1,386
Balcony
$1,337
Suite
$3,127
From (Per Person)
A$1,249
Save 811
Per Person
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 18 February 2027
Visits: Barbados, Saint Vincent, Grenada, Bonaire +4 more, Curacao, Saint Kitts and Nevis, Martinique, Saint Lucia
Exclusive Savings
Inside
-
Oceanview
$7,350
Balcony
$8,350
Suite
$7,615
From (Per Person)
A$7,350
Save 5,150
Per Person
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Feb 2028 to Mar 2028
Visits: USA, Belize, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,679
Oceanview
$1,788
Balcony
$2,307
Suite
$5,225
From (Per Person)
A$1,679
Save 972
Per Person
Cruise

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Regent Seven Seas
Departure: 24 February 2028
Visits: Barbados, Saint Lucia, Martinique, Dominica +4 more, Guadeloupe, Saint Barthelemy, Saint Martin, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,931
Suite
$13,853
From (Per Person)
A$12,931
Save 2,239
Per Person
Cruise

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Oct 2026 to Apr 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$700
Oceanview
$773
Balcony
$935
Suite
$1,405
From (Per Person)
A$700
Save 690
Per Person
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Dec 2026 to Feb 2027
Visits: Barbados, Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,414
Oceanview
$2,889
Balcony
$4,275
Suite
$6,047
From (Per Person)
A$2,414
Per Person
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2026 to Mar 2027
Visits: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$895
Oceanview
$994
Balcony
$1,291
Suite
$2,034
From (Per Person)
A$895
Per Person
Results: 181-210 of 438

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Routes

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 San Juan 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 Barcelona Cruises from Fort Lauderdale to Fort Lauderdale 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 Reykjavik 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 Paris to Paris Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Quebec City to Boston Cruises from Reykjavik to New York Cruises from Reykjavik to London Cruises from Reykjavik to Reykjavik Cruises from Rio de Janeiro to Buenos Aires 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 Bridgetown 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 Sydney Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle

Country Routes

Cruises from Peru to Argentina Cruises from Barbados to Puerto Rico Cruises from USA to Portugal Cruises from USA to Germany Cruises from Italy to England 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 Barbados Cruises from Puerto Rico to USA Cruises from Portugal to France Cruises from Chile to USA Cruises from USA to Iceland Cruises from France to Brazil Cruises from Brazil to France Cruises from Iceland to Canada Cruises from England 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 France to Iceland 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 Peru 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 Iceland 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 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 Portugal to USA Cruises from Singapore to Australia 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 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 Spain to England Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain