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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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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
Fare Saver
Exclusive Savings
Inside
$1,537
Oceanview
$1,844
Balcony
$2,309
Suite
$4,913
From (Per Person)
A$1,537
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
$1,087
Oceanview
$1,686
Balcony
$1,885
Suite
$5,280
From (Per Person)
A$1,087
Per Person
View Trip
11 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (1)

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
$1,940
Oceanview
$2,554
Balcony
$2,874
Suite
$7,036
From (Per Person)
A$1,940
Save 3,480
Per Person
View Trip
22 Day Eastern & Western Caribbean: Leeward Islands & Mexico with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Eurodam, Rotterdam
Departures: Jan 2027 to Dec 2027
Visits: USA, Saint Martin, Antigua and Barbuda, Dominica +9 more, Martinique, Saint Kitts and Nevis, Puerto Rico, Bahamas, Jamaica, Cayman Islands, Honduras, Belize, Mexico
Fare Saver
Book Early & Have It All Fare Option
Exclusive Savings
Inside
$3,552
Oceanview
$4,136
Balcony
$5,670
Suite
$8,086
From (Per Person)
A$3,552
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
$1,160
Oceanview
$1,226
Balcony
$1,600
Suite
$2,649
From (Per Person)
A$1,160
Save 731
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departures: Dec 2027 to Jan 2028
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$893
Oceanview
$1,147
Balcony
$1,174
Suite
$1,586
From (Per Person)
A$893
Per Person
View Trip
8 Day Western Caribbean with Mexico with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Star Princess
Departures: Oct 2026 to Mar 2027
Visits: USA, Honduras, Belize, Mexico
Sanctuary Collection
Exclusive Savings
Inside
$892
Oceanview
$1,041
Balcony
$1,288
Suite
$1,863
From (Per Person)
A$892
Per Person
View Trip
6 Day Bahamas 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: Oct 2026 to Mar 2028
Visits: USA, Dominican Republic, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$739
Oceanview
$858
Balcony
$1,037
Suite
$1,230
From (Per Person)
A$739
Save 12
Per Person
View Trip
8 Day Western Caribbean 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
Departures: Dec 2026 to Apr 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,321
Oceanview
$1,976
Balcony
$1,782
Suite
$1,917
From (Per Person)
A$1,321
Save 21
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: Nov 2026 to Oct 2027
Visits: USA, Bahamas, Dominican Republic, Mexico
Exclusive Savings
Inside
$1,657
Oceanview
$1,924
Balcony
$2,458
Suite
$5,013
From (Per Person)
A$1,657
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +5 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,181
Oceanview
$2,645
Balcony
$3,270
Suite
$4,190
From (Per Person)
A$2,181
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 2027
Visits: England, Portugal, Saint Martin, Antigua and Barbuda +23 more, Dominica, Saint Vincent, Grenada, Trinidad and Tobago, Holland, Curacao, Colombia, Panama, Costa Rica, Honduras, Mexico, Cayman Islands, USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Jamaica, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Martinique, Saint Lucia, Barbados
Bonus Onboard Spend
Exclusive Savings
Inside
$17,035
Oceanview
$22,745
Balcony
$34,303
Suite
$91,427
From (Per Person)
A$17,035
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
Departure: 09 January 2028
Visits: Colombia, Aruba, Curacao, Panama
Exclusive Savings
Inside
$1,618
Oceanview
$1,664
Balcony
$2,252
Suite
$2,560
From (Per Person)
A$1,618
Save 935
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departures: Jan 2028
Visits: USA, Belize, Honduras, Mexico +4 more, Bahamas, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,687
Oceanview
-
Balcony
$2,206
Suite
$3,469
From (Per Person)
A$1,687
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departure: 17 January 2027
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Mexico, Belize, Honduras
Sanctuary Collection
Exclusive Savings
Inside
$2,083
Oceanview
$2,441
Balcony
$3,419
Suite
$4,534
From (Per Person)
A$2,083
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
$1,155
Oceanview
$1,395
Balcony
$1,468
Suite
$1,736
From (Per Person)
A$1,155
Per Person
View Trip
9 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

9 Days (8 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 29 January 2027
Visits: Puerto Rico, Aruba, Curacao, Bonaire, Martinique, Saint Martin
Inside
$2,269
Oceanview
$2,382
Balcony
$2,611
Suite
$6,486
From (Per Person)
A$2,269
Per Person
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,260
Oceanview
$2,787
Balcony
$3,022
Suite
$4,220
From (Per Person)
A$2,260
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: Jan 2028
Visits: Puerto Rico, Virgin Islands, Aruba, Curacao
Just Cruise Fare
Exclusive Savings
Inside
$2,121
Oceanview
$2,434
Balcony
$2,777
Suite
$4,087
From (Per Person)
A$2,121
Per Person
View Trip
10 Day Eastern Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

10 Days (9 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ships: Norwegian Escape, Norwegian Getaway
Departures: Dec 2026 to Jan 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$2,197
Oceanview
$2,435
Balcony
$2,851
Suite
$3,179
From (Per Person)
A$2,197
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: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Dominica, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$1,212
Oceanview
$1,307
Balcony
$2,356
Suite
$2,685
From (Per Person)
A$1,212
Save 707
Per Person
View Trip
12 Day Southern Caribbean with Barbados with Princess
Cruise
 (2)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Enchanted Princess
Departures: Jan 2028 to Feb 2028
Visits: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$1,734
Oceanview
$2,012
Balcony
$2,150
Suite
$3,883
From (Per Person)
A$1,734
Per Person
View Trip
7 Day Eastern Caribbean Cruise with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departure: 24 January 2027
Visits: USA, Turks and Caicos Islands, Dominican Republic
Inside
$1,189
Oceanview
$1,274
Balcony
$1,359
Suite
$3,497
From (Per Person)
A$1,189
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 09 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +5 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,260
Oceanview
$2,717
Balcony
$2,973
Suite
$4,656
From (Per Person)
A$2,260
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
Departure: 23 January 2027
Visits: Panama, Colombia, Curacao, Aruba
Exclusive Savings
Inside
$1,854
Oceanview
$2,080
Balcony
-
Suite
-
From (Per Person)
A$1,854
Save 1,029
Per Person
View Trip
8 Day Western Caribbean with Mexico From Fort Lauderdale with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ships: Regal Princess, Star Princess, Sun Princess
Departures: Oct 2026 to Mar 2027
Visits: USA, Mexico, Belize, Honduras
Sanctuary Collection
Exclusive Savings
Inside
$922
Oceanview
$1,170
Balcony
$1,288
Suite
$1,853
From (Per Person)
A$922
Save 21
Per Person
View Trip
11 Day Southern Caribbean Cruise From Tampa To Tampa with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Tampa to Tampa
Operator: Norwegian Cruise Line
Ship: Norwegian Gem
Departure: 18 January 2027
Visits: USA, Dominican Republic, Curacao, Aruba, Jamaica, Cayman Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,207
Oceanview
$2,401
Balcony
$4,276
Suite
$4,976
From (Per Person)
A$2,207
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
$1,142
Oceanview
$1,366
Balcony
$1,630
Suite
$5,158
From (Per Person)
A$1,142
Save 1,389
Per Person
View Trip
8 Day Eastern Caribbean: Amber Cove & Bahamas with Holland America
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Nieuw Statendam
Departure: 17 January 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Fare Saver
Exclusive Savings
Inside
$1,230
Oceanview
$1,388
Balcony
$1,843
Suite
$2,616
From (Per Person)
A$1,230
Per Person
View Trip
12 Day Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

12 Days (11 Nights) Philadelphia to Philadelphia
Operator: Norwegian Cruise Line
Ship: Norwegian Pearl
Departure: 27 January 2028
Visits: USA, Antigua and Barbuda, Saint Lucia, Saint Martin, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$2,013
Oceanview
$2,400
Balcony
$3,159
Suite
$3,487
From (Per Person)
A$2,013
Per Person
View Trip
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Cities

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Routes

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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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