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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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9 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Symphony of the Seas
Departure: 29 January 2028
Visits: USA, Bahamas, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,782
Oceanview
$1,876
Balcony
$1,867
Suite
$4,047
From (Per Person)
A$1,782
Save 958
Per Person
View Trip
5 Day Western Caribbean Getaway Cruise with Royal Caribbean
Cruise

5 Days (4 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Freedom of the Seas
Departures: Jan 2028 to Apr 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$865
Oceanview
$879
Balcony
$1,036
Suite
$1,609
From (Per Person)
A$865
Save 471
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas with Princess
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ships: Star Princess, Sun Princess
Departures: Dec 2027 to Mar 2029
Visits: USA, Bahamas, Virgin Islands, Saint Martin
Sanctuary Collection
Exclusive Savings
Inside
$877
Oceanview
$1,093
Balcony
$1,335
Suite
$1,885
From (Per Person)
A$877
Per Person
View Trip
8 Day Boutique Yacht Harbors Of The Caribbean with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Operator: Seabourn
Ship: Seabourn Ovation
Departures: Dec 2028 to Mar 2029
Visits: Barbados, Saint Vincent, Martinique, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Exclusive Savings
Balcony
$6,480
Suite
$12,066
From (Per Person)
A$6,480
Save 134
Per Person
View Trip
14 Day Caribbean And Antilles with MSC Cruises
Cruise

14 Days (13 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Seashore
Departure: 02 January 2028
Visits: USA, Saint Martin, Virgin Islands, Dominican Republic, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$2,157
Oceanview
$2,553
Balcony
$2,999
Suite
$4,484
From (Per Person)
A$2,157
Per Person
View Trip
8 Day History and Culture Visiting Caribbean Jewels with Ponant
Cruise

8 Days (7 Nights) Marigot to Pointe-A-Pitre
Operator: Ponant
Ship: Le Ponant
Departures: Dec 2026 to Apr 2028
Visits: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe
Exclusive Savings
Oceanview
$11,194
Balcony
$15,762
Suite
$16,936
From (Per Person)
A$11,194
Save 850
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Antigua with Princess
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ships: Caribbean Princess, Crown Princess
Departures: Feb 2027 to Jan 2029
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Barbados
Exclusive Savings
Inside
$963
Oceanview
$1,072
Balcony
$1,453
Suite
$1,820
From (Per Person)
A$963
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Allure of the Seas
Departures: Jan 2028
Visits: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,453
Oceanview
$1,483
Balcony
$1,536
Suite
$2,819
From (Per Person)
A$1,453
Save 797
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ship: Serenade of the Seas
Departures: Nov 2027 to Feb 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$993
Oceanview
$1,074
Balcony
$1,418
Suite
$1,884
From (Per Person)
A$993
Save 704
Per Person
View Trip
9 Day A Journey Of Tranquil Tropical Beauty & Rainforest Adventures with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 05 January 2027
Visits: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$9,075
From (Per Person)
A$9,075
Save 185
Per Person
View Trip
29 Day Legendary Amazon Explorer with Holland America
Cruise

29 Days (28 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Zuiderdam
Departure: 06 January 2028
Visits: USA, Bahamas, Saint Martin, Martinique +7 more, Trinidad and Tobago, Brazil, French Guiana, Barbados, Dominica, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Inside
$9,167
Oceanview
$10,058
Balcony
$15,652
Suite
-
From (Per Person)
A$9,167
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Kitts with Princess
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ships: Caribbean Princess, Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 2029
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$924
Oceanview
$973
Balcony
$1,389
Suite
$1,820
From (Per Person)
A$924
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Operator: MSC Cruises
Ship: MSC World Asia
Departures: Jan 2028 to Mar 2028
Visits: Martinique, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Exclusive Savings
Inside
$1,439
Oceanview
$1,914
Balcony
$2,053
Suite
$2,657
From (Per Person)
A$1,439
Per Person
View Trip
8 Day Quintessential Caribbean with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint Thomas
Operator: Emerald Cruises
Ship: Emerald Sakara
Departures: Jan 2027 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda, Saint Barthelemy
Exclusive Savings
Oceanview
$5,790
Balcony
$7,314
Suite
$10,989
From (Per Person)
A$5,790
Save 8,368
Per Person
View Trip
11 Day Miami, Fl to Miami, Fl with Silversea
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Spirit
Departure: 11 January 2029
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Puerto Rico, Dominican Republic
Exclusive Savings
Oceanview
$6,289
Balcony
$7,038
Suite
$6,414
From (Per Person)
A$6,289
Save 1,261
Per Person
View Trip
8 Day Eastern Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Aura, Norwegian Luna
Departures: Nov 2026 to Oct 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,067
Oceanview
$1,796
Balcony
$1,587
Suite
$2,108
From (Per Person)
A$1,067
Save 28
Per Person
View Trip
43 Day Miami to Valparaiso with Cunard
Cruise

43 Days (42 Nights) Miami to Valparaiso
Operator: Cunard
Ship: Queen Anne
Departure: 22 January 2029
Visits: USA, Puerto Rico, Virgin Islands, Saint Lucia +5 more, Barbados, Brazil, Uruguay, Argentina, Chile
Exclusive Savings
Inside
$13,379
Oceanview
$19,220
Balcony
$22,387
Suite
$39,415
From (Per Person)
A$13,379
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Dec 2026 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$809
Oceanview
$876
Balcony
$1,740
Suite
$4,247
From (Per Person)
A$809
Save 1,096
Per Person
View Trip
5 Day Western Caribbean Getaway with Royal Caribbean
Cruise

5 Days (4 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ships: Enchantment of the Seas, Jewel of the Seas, Radiance of the Seas
Departures: Dec 2026 to Dec 2027
Visits: USA, Mexico
Exclusive Savings
Inside
$540
Oceanview
$569
Balcony
$713
Suite
$1,407
From (Per Person)
A$540
Save 562
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise

15 Days (14 Nights) Fort-de-France to Fort-de-France
Operator: MSC Cruises
Ship: MSC Opera
Departures: Jan 2027 to Feb 2027
Visits: Martinique, Antigua and Barbuda, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis, Barbados
Exclusive Savings
Inside
$2,006
Oceanview
$2,660
Balcony
-
Suite
-
From (Per Person)
A$2,006
Per Person
View Trip
8 Day Perfect Day Cococay & Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departures: Dec 2026 to Apr 2027
Visits: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$976
Oceanview
$1,284
Balcony
$1,634
Suite
$3,222
From (Per Person)
A$976
Save 843
Per Person
View Trip
8 Day Southern Caribbean with Tortola with Princess
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Princess
Ships: Caribbean Princess, Emerald Princess
Departures: Jan 2028 to Feb 2029
Visits: Barbados, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$1,983
Oceanview
$2,363
Balcony
$2,800
Suite
$3,572
From (Per Person)
A$1,983
Per Person
View Trip
8 Day Caribbean Yachting Hideaways with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint John's
Operator: Emerald Cruises
Ships: Emerald Kaia
Departures: Nov 2027 to Mar 2029
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda
Exclusive Savings
Oceanview
$7,567
Balcony
$9,365
Suite
$14,743
From (Per Person)
A$7,567
Save 3,138
Per Person
View Trip
61 Day South America Discovery with Cunard
Cruise

61 Days (60 Nights) Miami to Miami
Operator: Cunard
Ship: Queen Anne
Departure: 22 January 2029
Visits: USA, Puerto Rico, Virgin Islands, Saint Lucia +8 more, Barbados, Brazil, Uruguay, Argentina, Chile, Peru, Panama, Aruba
Exclusive Savings
Inside
$18,829
Oceanview
$26,552
Balcony
$31,304
Suite
$55,460
From (Per Person)
A$18,829
Per Person
View Trip
10 Day Southern Caribbean Cruise From Miami To Miami with Norwegian Cruise Line
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ship: Norwegian Gem
Departure: 12 January 2028
Visits: USA, Bahamas, Dominican Republic, Aruba, Curacao, Jamaica
Just Cruise Fare
Exclusive Savings
Inside
$1,914
Oceanview
$2,136
Balcony
$3,253
Suite
$3,432
From (Per Person)
A$1,914
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Operator: MSC Cruises
Ship: MSC World Asia
Departures: Jan 2028 to Mar 2028
Visits: Barbados, Saint Vincent, Grenada, Martinique +6 more, Guadeloupe, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Saint Lucia
Exclusive Savings
Inside
$3,274
Oceanview
$4,274
Balcony
$4,363
Suite
$7,323
From (Per Person)
A$3,274
Per Person
View Trip
15 Day Discover Eastern Caribbean & Grenadines with Emerald Cruises
Cruise

15 Days (14 Nights) Bridgetown to Philipsburg
Operator: Emerald Cruises
Ship: Emerald Sakara
Departures: Jan 2028 to Feb 2028
Visits: Barbados, Saint Vincent, Saint Lucia, Guadeloupe +5 more, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Saint Martin
Exclusive Savings
Oceanview
$14,279
Balcony
$18,092
Suite
$42,729
From (Per Person)
A$14,279
Save 6,261
Per Person
View Trip
6 Day Eastern Caribbean Getaway with Royal Caribbean
Cruise

6 Days (5 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ships: Adventure of the Seas, Explorer of the Seas
Departures: Nov 2026 to Jan 2028
Visits: USA, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Inside
$825
Oceanview
$889
Balcony
$1,122
Suite
$1,622
From (Per Person)
A$825
Save 1,300
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise

15 Days (14 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC World Atlantic
Departures: Dec 2027 to Oct 2028
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Mexico
Exclusive Savings
Inside
$2,755
Oceanview
$3,310
Balcony
$3,607
Suite
$6,656
From (Per Person)
A$2,755
Per Person
View Trip
8 Day Jewels of the Northern Caribbean with Ponant
Cruise

8 Days (7 Nights) Nassau to La Romana
Operator: Ponant
Ship: Le Champlain
Departures: Jan 2028 to Feb 2028
Visits: Bahamas, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Balcony
$7,750
Suite
$12,959
From (Per Person)
A$7,750
Save 224
Per Person
View Trip
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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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