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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
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$300pp
$191,550pp
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15 Day Eastern Caribbean Adventurer with Princess
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departures: Jan 2029 to Mar 2029
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Saint Martin, Virgin Islands, Puerto Rico
Sanctuary Collection
Exclusive Savings
Inside
$2,261
Oceanview
-
Balcony
$2,533
Suite
$4,510
From (Per Person)
A$2,261
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise
 (2)

15 Days (14 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departures: Jan 2028
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic, Bahamas, Virgin Islands, Saint Martin
Sanctuary Collection
Exclusive Savings
Inside
$1,671
Oceanview
-
Balcony
$1,988
Suite
$4,053
From (Per Person)
A$1,671
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: Dec 2026 to Jan 2027
Visits: Colombia, Aruba, Curacao, Panama
Exclusive Savings
Inside
$2,013
Oceanview
$2,027
Balcony
$2,526
Suite
$2,848
From (Per Person)
A$2,013
Save 1,410
Per Person
View Trip
8 Day Western Caribbean with Mexico & Celebration Key with Princess
Cruise
 (8)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departures: Jan 2027 to Feb 2027
Visits: USA, Bahamas, Honduras, Mexico
Sanctuary Collection
Exclusive Savings
Inside
$903
Oceanview
$1,133
Balcony
$1,271
Suite
$1,679
From (Per Person)
A$903
Per Person
View Trip
12 Day Best Of Southern Caribbean with Celebrity Cruises
Cruise
 (2)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Ascent
Departures: Jan 2028 to Mar 2028
Visits: USA, Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,558
Oceanview
$2,982
Balcony
$3,669
Suite
$8,953
From (Per Person)
A$2,558
Save 1,902
Per Person
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (2)

6 Days (5 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 03 January 2028
Visits: USA, Honduras, Mexico
Exclusive Savings
Inside
$976
Oceanview
$1,000
Balcony
$1,356
Suite
$2,243
From (Per Person)
A$976
Save 488
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: 22 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,107
Oceanview
$2,449
Balcony
$2,777
Suite
$3,968
From (Per Person)
A$2,107
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise
 (4)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departures: Nov 2028 to Feb 2029
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$1,895
Oceanview
$3,265
Balcony
$2,434
Suite
$4,290
From (Per Person)
A$1,895
Per Person
View Trip
10 Day Belize, Costa Rica & Panama Cruise: Belize City, Puerto Limon & Panama City with Azamara Cruises
Cruise
 (6)

10 Days (9 Nights) Miami to Panama City
Operator: Azamara
Ship: Azamara Quest
Departure: 05 January 2028
Visits: USA, Mexico, Belize, Honduras, Costa Rica, Panama
Azamara Always Included
Exclusive Savings
Inside
$4,952
Oceanview
$5,726
Balcony
$6,804
Suite
$9,529
From (Per Person)
A$4,952
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (8)

8 Days (7 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
Exclusive Savings
Inside
$994
Oceanview
$1,321
Balcony
$1,440
Suite
$2,430
From (Per Person)
A$994
Per Person
View Trip
13 Day Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

13 Days (12 Nights) Philadelphia to Philadelphia
Operator: Norwegian Cruise Line
Ship: Norwegian Pearl
Departure: 03 January 2028
Visits: USA, Saint Martin, Barbados, Saint Lucia, Antigua and Barbuda, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$1,937
Oceanview
$2,056
Balcony
$3,084
Suite
$3,530
From (Per Person)
A$1,937
Per Person
View Trip
6 Day Western Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ships: Norwegian Breakaway, Norwegian Escape, Norwegian Getaway
Departures: Dec 2026 to Mar 2028
Visits: USA, Mexico, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$575
Oceanview
$695
Balcony
$754
Suite
$933
From (Per Person)
A$575
Save 13
Per Person
View Trip
10 Day Eastern Caribbean: U.S. And British Virgin Islands with Holland America
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Nieuw Amsterdam
Departures: Jan 2027 to Mar 2027
Visits: USA, Antigua and Barbuda, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,537
Oceanview
$1,844
Balcony
$2,309
Suite
$4,913
From (Per Person)
A$1,537
Per Person
View Trip
7 Day Eastern Caribbean with Bahamas & Turks & Caicos with Princess
Cruise
 (2)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departures: Jan 2029 to Mar 2029
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$1,044
Oceanview
-
Balcony
$1,157
Suite
$1,801
From (Per Person)
A$1,044
Per Person
View Trip
6 Day Grand Turk & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Ships: Resilient Lady, Scarlet Lady, Valiant Lady
Departures: Dec 2026 to Oct 2028
Visits: USA, Turks and Caicos Islands, Bahamas
Inside
$935
Oceanview
$1,082
Balcony
$1,227
Suite
$2,677
From (Per Person)
A$935
Per Person
View Trip
6 Day Mexico & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2026 to Jan 2027
Visits: USA, Mexico, Bahamas
Inside
$791
Oceanview
$864
Balcony
$936
Suite
$2,460
From (Per Person)
A$791
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
$3,699
Oceanview
-
Balcony
$4,353
Suite
$7,244
From (Per Person)
A$3,699
Per Person
View Trip
8 Day Eastern: Tortola & St. Thomas with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Ship: Celebrity Apex
Departures: Dec 2028 to Apr 2029
Visits: USA, Dominican Republic, Virgin Islands
Exclusive Savings
Inside
$1,324
Oceanview
$1,693
Balcony
$1,889
Suite
$5,776
From (Per Person)
A$1,324
Save 1,378
Per Person
View Trip
10 Day Aruba, Curacao, Turks & Caicos with Celebrity Cruises
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Ascent
Departure: 02 January 2029
Visits: USA, Dominican Republic, Turks and Caicos Islands, Aruba, Curacao
Exclusive Savings
Inside
$1,586
Oceanview
$1,980
Balcony
$2,344
Suite
$7,823
From (Per Person)
A$1,586
Save 1,105
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Marigot to Marigot
Operator: Emerald Cruises
Ships: Emerald Azzurra
Departures: Jan 2027 to Apr 2027
Visits: Saint Martin, Anguilla, Virgin Islands, Saint Barthelemy, Bonaire
Exclusive Savings
Oceanview
-
Balcony
-
Suite
$7,414
From (Per Person)
A$7,414
Save 4,644
Per Person
View Trip
76 Day America and Caribbean Discovery with P&O Cruises Worldwide
Cruise
 (1)

76 Days (75 Nights) London to London
Operator: P&O Cruises Worldwide
Ship: Aurora
Departure: 03 January 2029
Visits: England, Portugal, Spain, Brazil +17 more, Barbados, Saint Vincent, Trinidad and Tobago, Aruba, Curacao, Colombia, Panama, Costa Rica, Cayman Islands, USA, Puerto Rico, Virgin Islands, Saint Martin, Saint Lucia, Grenada, Dominica, Saint Kitts and Nevis
Bonus Onboard Spend
Exclusive Savings
Inside
$15,869
Oceanview
$19,403
Balcony
$28,511
Suite
$57,320
From (Per Person)
A$15,869
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
$864
Oceanview
$1,009
Balcony
$1,226
Suite
$3,846
From (Per Person)
A$864
Per Person
View Trip
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: Nov 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$636
Oceanview
$774
Balcony
$1,022
Suite
$2,002
From (Per Person)
A$636
Save 16
Per Person
View Trip
8 Day Western Caribbean with Mexico & Celebration Key with Princess
Cruise
 (4)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ships: Sky Princess, Star Princess, Sun Princess
Departures: Dec 2027 to Feb 2029
Visits: USA, Belize, Honduras, Mexico, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$856
Oceanview
$1,193
Balcony
$1,232
Suite
$1,529
From (Per Person)
A$856
Per Person
View Trip
10 Day Southern Caribbean Cruise: St.barts, Antigua & Tortola with Azamara Cruises
Cruise
 (6)

10 Days (9 Nights) San Juan to Miami
Operator: Azamara
Ship: Azamara Journey
Departure: 05 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, USA
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,855
Suite
$10,539
From (Per Person)
A$4,855
Save 84
Per Person
View Trip
78 Day Circle South America Grand Voyage with Azamara Cruises
Cruise
 (6)

78 Days (77 Nights) Miami to Miami
Operator: Azamara
Ship: Azamara Quest
Departure: 05 January 2028
Visits: USA, Mexico, Belize, Honduras +19 more, Costa Rica, Panama, Ecuador, Peru, Chile, Argentina, Antarctica, Falkland Islands, Uruguay, Brazil, French Guiana, Trinidad and Tobago, Barbados, Grenada, Saint Lucia, Martinique, Dominica, Saint Martin, Virgin Islands
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
$41,490
Balcony
$48,938
Suite
$68,440
From (Per Person)
A$41,490
Save 659
Per Person
View Trip
9 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departures: Dec 2027 to Mar 2028
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,382
Oceanview
$1,963
Balcony
$2,194
Suite
$5,514
From (Per Person)
A$1,382
Per Person
View Trip
13 Day Panama Canal From Miami To Miami with Norwegian Cruise Line
Cruise
 (3)

13 Days (12 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ship: Norwegian Sun
Departure: 25 January 2027
Visits: USA, Bahamas, Dominican Republic, Curacao +4 more, Aruba, Colombia, Panama, Costa Rica
Just Cruise Fare
Exclusive Savings
Inside
$2,083
Oceanview
$2,412
Balcony
$5,624
Suite
$8,750
From (Per Person)
A$2,083
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: 03 January 2027
Visits: Puerto Rico, Virgin Islands, Aruba, Curacao
Just Cruise Fare
Exclusive Savings
Inside
$1,705
Oceanview
$1,734
Balcony
$1,958
Suite
$2,628
From (Per Person)
A$1,705
Per Person
View Trip
22 Day Western & Eastern Caribbean: Mexico & Leeward Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Rotterdam
Departures: Jan 2027 to Mar 2027
Visits: USA, Bahamas, Jamaica, Cayman Islands +9 more, Honduras, Belize, Mexico, Saint Martin, Antigua and Barbuda, Dominica, Martinique, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$3,552
Oceanview
$4,136
Balcony
$5,670
Suite
$8,531
From (Per Person)
A$3,552
Per Person
View Trip
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Travel Styles

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Countries

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Cities

Cruises from Baltimore 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 Miami Cruises from Montreal Cruises from New Orleans Cruises from New York Cruises from Orlando Cruises from Philadelphia Cruises from Philipsburg Cruises from Pointe-A-Pitre Cruises from Quebec City Cruises from San Juan Cruises from Seattle Cruises from Singapore Cruises from Tampa Cruises from Tokyo

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

Cruise Lines Exploring The Caribbean & Bahamas

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