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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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8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: MSC Cruises
Ships: MSC Seaside, MSC World America
Departures: Sep 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$853
Oceanview
$1,041
Balcony
$1,338
Suite
$2,309
From (Per Person)
A$853
Save 16
Per Person
View Trip
10 Day Southern Caribbean & ABC Islands With History Channel with Holland America
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Nieuw Amsterdam, Oosterdam
Departures: Jan 2027 to Jan 2028
Visits: USA, Bonaire, Curacao, Aruba, Bahamas
Fare Saver
Book Early & Have It All Fare Option
Exclusive Savings
Inside
$1,537
Oceanview
$1,844
Balcony
$2,458
Suite
$5,230
From (Per Person)
A$1,537
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Operator: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Jan 2028 to Apr 2028
Visits: Colombia, Curacao, Aruba, Panama
Exclusive Savings
Inside
$1,478
Oceanview
$1,621
Balcony
$2,290
Suite
$2,761
From (Per Person)
A$1,478
Save 971
Per Person
View Trip
11 Day Panama Potpourri with Oceania Cruises
Cruise
 (4)

11 Days (10 Nights) Miami to Panama City
Operator: Oceania
Ship: Oceania Marina
Departures: Jan 2027 to Mar 2027
Visits: USA, Mexico, Belize, Guatemala, Honduras, Costa Rica, Panama
Your World Inclusions
Exclusive Savings
Inside
$3,488
Oceanview
$4,783
Balcony
$4,129
Suite
$6,428
From (Per Person)
A$3,488
Save 4,861
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Operator: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Oct 2026 to Apr 2028
Visits: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$1,417
Oceanview
$1,500
Balcony
$2,134
Suite
$2,466
From (Per Person)
A$1,417
Save 1,089
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
Operator: Princess
Ship: Regal Princess
Departure: 17 January 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$1,935
Oceanview
-
Balcony
$3,738
Suite
$5,321
From (Per Person)
A$1,935
Per Person
View Trip
12 Day Eastern Caribbean: Windward & Leeward Islands with Holland America
Cruise
 (3)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Rotterdam
Departures: Jan 2027 to Feb 2027
Visits: USA, Saint Martin, Antigua and Barbuda, Dominica +4 more, Martinique, Saint Kitts and Nevis, Puerto Rico, Bahamas
Fare Saver
Exclusive Savings
Inside
$2,003
Oceanview
$2,310
Balcony
$3,231
Suite
$4,607
From (Per Person)
A$2,003
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
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 10 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Barbados, Saint Lucia, Saint Kitts and Nevis
Just Cruise Fare
Exclusive Savings
Inside
$2,122
Oceanview
$2,271
Balcony
$2,539
Suite
$3,238
From (Per Person)
A$2,122
Per Person
View Trip
7 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

7 Days (6 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departures: Jan 2027 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia
Inside
$1,273
Oceanview
$1,359
Balcony
$1,444
Suite
$4,437
From (Per Person)
A$1,273
Per Person
View Trip
7 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departures: Nov 2026 to Apr 2028
Visits: USA, Jamaica, Cayman Islands, Bahamas
Inside
$1,102
Oceanview
$1,189
Balcony
$1,274
Suite
$4,009
From (Per Person)
A$1,102
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 31 January 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Dominica +4 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda
Exclusive Savings
Inside
$1,975
Oceanview
$2,182
Balcony
$3,794
Suite
-
From (Per Person)
A$1,975
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Operator: 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
$3,323
Oceanview
$4,046
Balcony
$4,759
Suite
$7,610
From (Per Person)
A$3,323
Per Person
View Trip
8 Day Southern Caribbean From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departures: Nov 2026 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$1,720
Oceanview
$1,825
Balcony
$1,899
Suite
$2,420
From (Per Person)
A$1,720
Per Person
View Trip
6 Day Grand Cayman & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Ships: Resilient Lady, Valiant Lady
Departures: May 2027 to Aug 2028
Visits: USA, Cayman Islands, Bahamas
Inside
$847
Oceanview
$1,132
Balcony
$1,274
Suite
$3,773
From (Per Person)
A$847
Per Person
View Trip
13 Day Panama Canal From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ship: Norwegian Sun
Departures: Jan 2027 to Feb 2027
Visits: USA, Cayman Islands, Jamaica, Colombia +4 more, Panama, Costa Rica, Belize, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,844
Oceanview
$1,971
Balcony
$3,160
Suite
$4,428
From (Per Person)
A$1,844
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
Operator: Princess
Ship: Crown Princess
Departure: 17 January 2027
Visits: Puerto Rico, Saint Martin, Martinique, Grenada, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,585
Oceanview
$1,539
Balcony
$3,286
Suite
$4,810
From (Per Person)
A$1,539
Per Person
View Trip
11 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Brilliant Lady
Departures: Nov 2026 to Mar 2027
Visits: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,410
Oceanview
$1,774
Balcony
$1,838
Suite
$5,685
From (Per Person)
A$1,410
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 30 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$978
Oceanview
$1,026
Balcony
$2,163
Suite
$3,107
From (Per Person)
A$978
Save 598
Per Person
View Trip
8 Day Grand Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Jan 2027 to Apr 2027
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,274
Oceanview
$1,272
Balcony
$1,568
Suite
$5,889
From (Per Person)
A$1,272
Save 1,011
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Operator: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Jan 2027 to Apr 2028
Visits: Panama, Colombia, Curacao, Aruba
Exclusive Savings
Inside
$1,432
Oceanview
$1,502
Balcony
$2,136
Suite
$2,549
From (Per Person)
A$1,432
Save 1,273
Per Person
View Trip
12 Day Panama Canal & Southern Caribbean with Celebrity Cruises
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Ascent
Departures: Nov 2027 to Jan 2028
Visits: USA, Aruba, Curacao, Panama, Cayman Islands, Bahamas
Exclusive Savings
Inside
$2,921
Oceanview
$3,656
Balcony
$4,269
Suite
$10,801
From (Per Person)
A$2,921
Save 1,864
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Bridgetown to Marigot
Operator: Emerald Cruises
Ships: Emerald Azzurra
Departures: Dec 2026 to Feb 2027
Visits: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Exclusive Savings
Oceanview
-
Balcony
-
Suite
$6,922
From (Per Person)
A$6,922
Save 4,644
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Operator: MSC Cruises
Ships: MSC World Asia, MSC World Europa
Departures: Jan 2027 to Apr 2028
Visits: Martinique, Guadeloupe, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Dominica
Exclusive Savings
Inside
$1,400
Oceanview
$1,895
Balcony
$1,954
Suite
$2,657
From (Per Person)
A$1,400
Per Person
View Trip
22 Day Panama Canal & Southern Caribbean: ABC Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Nieuw Amsterdam, Oosterdam
Departures: Dec 2026 to Jan 2028
Visits: USA, Bahamas, Aruba, Colombia +5 more, Panama, Costa Rica, Cayman Islands, Bonaire, Curacao
Fare Saver
Book Early & Have It All Fare Option
Exclusive Savings
Inside
$3,869
Oceanview
$4,819
Balcony
$6,146
Suite
$11,354
From (Per Person)
A$3,869
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
Operator: 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
11 Day Eastern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Brilliant Lady
Departure: 24 January 2028
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin
Inside
$1,839
Oceanview
$2,266
Balcony
$2,693
Suite
$7,042
From (Per Person)
A$1,839
Per Person
View Trip
8 Day Grenadines & Windwards yachting with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Emerald Cruises
Ships: Emerald Azzurra, Emerald Sakara
Departures: Dec 2026 to Apr 2029
Visits: Barbados, Grenada, Saint Vincent
Exclusive Savings
Oceanview
$5,690
Balcony
$9,021
Suite
$7,214
From (Per Person)
A$5,690
Save 3,605
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
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
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
$2,419
Balcony
$2,777
Suite
$4,131
From (Per Person)
A$2,121
Per Person
View Trip
8 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departures: Apr 2027 to Jan 2028
Visits: USA, Jamaica, Cayman Islands, Bahamas
Inside
$1,187
Oceanview
$1,586
Balcony
$1,785
Suite
$4,079
From (Per Person)
A$1,187
Per Person
View Trip
8 Day St. Thomas & St. Maarten Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Ship: Celebrity Apex
Departures: Oct 2027 to Apr 2028
Visits: USA, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,323
Oceanview
$1,370
Balcony
$1,739
Suite
$4,268
From (Per Person)
A$1,323
Save 1,219
Per Person
View Trip
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Caribbean & Bahamas Cruises

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Travel Styles

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Countries

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Cities

Cruises from Barcelona Cruises from Boston Cruises from Bridgetown Cruises from Fort Lauderdale Cruises from Fort-de-France Cruises from Galveston Cruises from Jacksonville Cruises from La Romana Cruises from Los Angeles Cruises from Marigot Cruises from Miami Cruises from Montreal Cruises from New Orleans Cruises from New York Cruises from Orlando Cruises from Philadelphia Cruises from Philipsburg Cruises from San Francisco Cruises from San Juan Cruises from San Juan Cruises from San Juan Cruises from Seattle Cruises from Singapore Cruises from Tampa Cruises from Valparaiso Cruises from Vancouver

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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