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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)
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Duration
5 Days
141 Days
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$300pp
$191,550pp
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7 Day Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 02 January 2028
Visits: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$1,309
Oceanview
$1,457
Balcony
$1,570
Suite
$3,784
From (Per Person)
A$1,309
Save 915
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: Nov 2028 to Mar 2029
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Sanctuary Collection
Exclusive Savings
Inside
$1,044
Oceanview
-
Balcony
$1,157
Suite
$1,801
From (Per Person)
A$1,044
Per Person
View Trip
8 Day Western Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ship: Norwegian Epic
Departures: Jan 2027 to Feb 2027
Visits: USA, Mexico, Honduras, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$947
Oceanview
$1,454
Balcony
$1,111
Suite
$1,364
From (Per Person)
A$947
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
$976
Oceanview
$1,177
Balcony
$2,461
Suite
$3,606
From (Per Person)
A$976
Save 598
Per Person
View Trip
15 Day Eastern Caribbean: Bahamas & San Juan with Holland America
Cruise
 (3)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Rotterdam
Departure: 15 January 2028
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$3,297
Oceanview
$4,138
Balcony
$4,524
Suite
$6,286
From (Per Person)
A$3,297
Per Person
View Trip
11 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Ascent
Departures: Dec 2026 to Apr 2027
Visits: USA, Sint Maarten, Saint Lucia, Grenada, Barbados, Antigua and Barbuda
Exclusive Savings
Inside
$1,623
Oceanview
$2,958
Balcony
$2,871
Suite
$6,972
From (Per Person)
A$1,623
Save 2,043
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ship: Brilliance of the Seas
Departures: Jan 2028 to Mar 2028
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$1,035
Oceanview
$1,142
Balcony
$1,587
Suite
$2,541
From (Per Person)
A$1,035
Save 699
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (8)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departure: 10 January 2027
Visits: USA, Bahamas, Honduras, Mexico, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$2,335
Oceanview
-
Balcony
$4,095
Suite
-
From (Per Person)
A$2,335
Per Person
View Trip
22 Day Panama Canal & Southern Caribbean Holiday with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Oosterdam
Departures: Jan 2028 to Mar 2028
Visits: USA, Bahamas, Aruba, Colombia +5 more, Panama, Costa Rica, Cayman Islands, Curacao, Bonaire
Exclusive Savings
Inside
$5,438
Oceanview
$6,894
Balcony
$8,201
Suite
$11,651
From (Per Person)
A$5,438
Per Person
View Trip
8 Day St Thomas & Caribbean Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ships: Celebrity Beyond, Celebrity Xcel
Departures: Jan 2027 to Apr 2028
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,347
Oceanview
$1,336
Balcony
$1,760
Suite
$5,094
From (Per Person)
A$1,336
Save 1,244
Per Person
View Trip
10 Day Antigua, Dominica & St. Maarten with Celebrity Cruises
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 08 January 2027
Visits: USA, Antigua and Barbuda, Dominica, Martinique, Saint Martin
Exclusive Savings
Inside
$1,546
Oceanview
-
Balcony
$2,667
Suite
$7,383
From (Per Person)
A$1,546
Save 1,091
Per Person
View Trip
8 Day Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic, Norwegian Getaway
Departures: Nov 2026 to Feb 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$828
Oceanview
$933
Balcony
$1,142
Suite
$1,276
From (Per Person)
A$828
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

15 Days (14 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC Grandiosa
Departures: Dec 2026 to Oct 2027
Visits: USA, Bahamas, Dominican Republic, Mexico
Exclusive Savings
Inside
$1,330
Oceanview
$1,607
Balcony
$2,043
Suite
$4,072
From (Per Person)
A$1,330
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departures: Nov 2028 to Mar 2029
Visits: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas, Turks and Caicos Islands
Sanctuary Collection
Exclusive Savings
Inside
$2,122
Oceanview
-
Balcony
$2,434
Suite
$4,483
From (Per Person)
A$2,122
Per Person
View Trip
15 Day Eastern Caribbean: San Juan & Bahamas with Holland America
Cruise
 (3)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Rotterdam
Departures: Jan 2028 to Mar 2028
Visits: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands, Bahamas, Dominican Republic
Exclusive Savings
Inside
$3,138
Oceanview
$3,980
Balcony
$4,366
Suite
$6,128
From (Per Person)
A$3,138
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (8)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departure: 24 January 2027
Visits: USA, Mexico, Belize, Honduras, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$2,348
Oceanview
$2,598
Balcony
$4,012
Suite
-
From (Per Person)
A$2,348
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
$1,281
Oceanview
$1,588
Balcony
$1,865
Suite
$2,657
From (Per Person)
A$1,281
Per Person
View Trip
8 Day A Journey to Island Rhythms & Tranquil Bahamian Bliss with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora II
Departures: Jan 2028
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, Bahamas, USA
Exclusive Savings
Suite
$5,566
From (Per Person)
A$5,566
Save 119
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: MSC Cruises
Ships: MSC Grandiosa, MSC World Atlantic
Departures: Nov 2026 to Nov 2027
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$626
Oceanview
$764
Balcony
$962
Suite
$1,863
From (Per Person)
A$626
Save 14
Per Person
View Trip
35 Day Caribbean with Cunard
Cruise
 (6)

35 Days (34 Nights) London to London
Operator: Cunard
Ship: Queen Mary 2
Departure: 11 January 2027
Visits: England, Portugal, Virgin Islands, Barbados +7 more, Saint Lucia, Grenada, Dominica, Saint Kitts and Nevis, Dominican Republic, Saint Martin, Spain
Exclusive Savings
Inside
$6,723
Oceanview
$9,218
Balcony
$19,286
Suite
$27,533
From (Per Person)
A$6,723
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts & Celebration Key with Princess
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Enchanted Princess
Departure: 06 January 2027
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,431
Oceanview
-
Balcony
$3,124
Suite
$4,510
From (Per Person)
A$2,431
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (4)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departure: 30 January 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands +4 more, Mexico, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,890
Oceanview
$2,405
Balcony
$2,464
Suite
$3,405
From (Per Person)
A$1,890
Per Person
View Trip
9 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (1)

9 Days (8 Nights) Bridgetown to Bridgetown
Operator: Princess
Ship: Emerald Princess
Departure: 20 January 2028
Visits: Barbados, Saint Lucia, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,132
Oceanview
$2,916
Balcony
$3,736
Suite
$4,924
From (Per Person)
A$2,132
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
$5,566
From (Per Person)
A$5,566
Save 114
Per Person
View Trip
8 Day A Journey Across Caribbean Culture & Volcanic Landscapes with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 16 January 2028
Visits: Puerto Rico, Saint Vincent, Saint Lucia, Barbados, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Suite
$5,669
From (Per Person)
A$5,669
Save 116
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

15 Days (14 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC Grandiosa
Departures: Dec 2026 to Oct 2027
Visits: USA, Bahamas, Mexico, Dominican Republic
Exclusive Savings
Inside
$1,379
Oceanview
$1,726
Balcony
$2,181
Suite
$4,240
From (Per Person)
A$1,379
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (8)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departures: Dec 2026 to Jan 2027
Visits: USA, Bahamas, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$816
Oceanview
$895
Balcony
$994
Suite
$1,370
From (Per Person)
A$816
Per Person
View Trip
11 Day Classic Canal & Tropics with Oceania Cruises
Cruise
 (4)

11 Days (10 Nights) Panama City to Miami
Operator: Oceania
Ship: Oceania Marina
Departure: 16 January 2028
Visits: Panama, Colombia, Curacao, Aruba, Jamaica, Cayman Islands, USA
Your World Inclusions
Exclusive Savings
Inside
$4,372
Oceanview
$5,769
Balcony
$6,884
Suite
$9,668
From (Per Person)
A$4,372
Save 2,078
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
$1,334
Oceanview
$1,305
Balcony
$1,726
Suite
$2,047
From (Per Person)
A$1,305
Save 25
Per Person
View Trip
8 Day Wonders of the Caribbean with Ponant
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Operator: Ponant
Ship: Le Bougainville
Departures: Dec 2026 to Jan 2027
Visits: Martinique, Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Guadeloupe
Exclusive Savings
Balcony
$8,555
Suite
$12,445
From (Per Person)
A$8,555
Save 374
Per Person
View Trip
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Travel Styles

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Cities

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Routes

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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

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 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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