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

6 Days (5 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Symphony of the Seas
Departure: 04 January 2028
Visits: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$1,039
Oceanview
$1,064
Balcony
$1,196
Suite
$2,024
From (Per Person)
A$1,039
Save 528
Per Person
View Trip
15 Day Boutique Yacht Harbors & Southern Caribbean Isles with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 06 January 2029
Visits: Barbados, Saint Vincent, Martinique, Antigua and Barbuda +6 more, Saint Kitts and Nevis, Virgin Islands, Saint Martin, Aruba, Curacao, Bonaire
Exclusive Savings
Balcony
$12,961
Suite
$21,781
From (Per Person)
A$12,961
Save 237
Per Person
View Trip
8 Day A Journey Through Stunning Scenery & Charming Caribbean Culture with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora I
Departure: 29 January 2027
Visits: USA, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$6,174
From (Per Person)
A$6,174
Save 126
Per Person
View Trip
11 Day Caribbean Cruise From Jacksonville To Jacksonville with Norwegian Cruise Line
Cruise

11 Days (10 Nights) Jacksonville to Jacksonville
Operator: Norwegian Cruise Line
Ship: Norwegian Dawn
Departure: 18 January 2028
Visits: USA, Bahamas, Dominican Republic, Virgin Islands, Puerto Rico
Just Cruise Fare
Exclusive Savings
Inside
$1,911
Oceanview
$2,105
Balcony
$2,909
Suite
$3,296
From (Per Person)
A$1,911
Per Person
View Trip
5 Day Western Caribbean Getaway with Royal Caribbean
Cruise

5 Days (4 Nights) Galveston to Galveston
Operator: Royal Caribbean
Ship: Liberty of the Seas
Departures: Nov 2026 to Apr 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$592
Oceanview
$631
Balcony
$697
Suite
$1,817
From (Per Person)
A$592
Save 685
Per Person
View Trip
11 Day Bays & Breezes with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 19 January 2029
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Dominica
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,079
Suite
$10,676
From (Per Person)
A$10,079
Save 6,941
Per Person
View Trip
8 Day A Journey Through the Vibrant Pulse of the Antilles with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora IV
Departure: 29 January 2028
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$5,566
From (Per Person)
A$5,566
Save 114
Per Person
View Trip
7 Day Mexico & Honduras Cruise with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Silhouette
Departures: Nov 2026 to Apr 2027
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$764
Oceanview
$957
Balcony
$1,079
Suite
$7,992
From (Per Person)
A$764
Save 853
Per Person
View Trip
6 Day Western Caribbean Getaway with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Freedom of the Seas
Departures: Nov 2027 to Apr 2028
Visits: USA, Belize, Mexico
Exclusive Savings
Inside
$1,061
Oceanview
$1,129
Balcony
$1,319
Suite
$1,924
From (Per Person)
A$1,061
Save 561
Per Person
View Trip
7 Day Caribbean And Antilles with MSC Cruises
Cruise

7 Days (6 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Seashore
Departures: Jan 2028 to Feb 2028
Visits: USA, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$958
Oceanview
$1,126
Balcony
$1,324
Suite
$2,037
From (Per Person)
A$958
Per Person
View Trip
8 Day Southern Caribbean with St. Lucia with Princess
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Princess
Ships: Caribbean Princess, Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 2029
Visits: Barbados, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$1,944
Oceanview
$2,138
Balcony
$2,528
Suite
$3,389
From (Per Person)
A$1,944
Per Person
View Trip
8 Day Western Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ship: Norwegian Aqua
Departure: 02 January 2028
Visits: USA, Mexico, Cayman Islands, Jamaica, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,678
Oceanview
$2,035
Balcony
$2,214
Suite
$2,973
From (Per Person)
A$1,678
Per Person
View Trip
7 Day Western: Grand Cayman & Cozumel with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Xcel
Departures: Nov 2028 to Apr 2029
Visits: USA, Cayman Islands, Honduras, Mexico
Exclusive Savings
Inside
$1,336
Oceanview
$1,507
Balcony
$1,688
Suite
$3,685
From (Per Person)
A$1,336
Save 1,033
Per Person
View Trip
24 Day San Juan to Buenos Aires with Crystal Cruises
New ReleaseCruise

24 Days (23 Nights) San Juan to Buenos Aires
Operator: Crystal
Ship: Crystal Grace
Departure: 27 January 2029
Visits: Puerto Rico, Saint Barthelemy, Guadeloupe, Saint Vincent +5 more, Trinidad and Tobago, French Guiana, Brazil, Uruguay, Argentina
Exclusive Savings
Balcony
$21,590
Suite
$24,600
From (Per Person)
A$21,590
Save 3,110
Per Person
View Trip
15 Day Eastern & Western Caribbean: San Juan & Mexico with Holland America
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Eurodam, Nieuw Statendam
Departures: Dec 2026 to Feb 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands +4 more, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$2,173
Oceanview
$2,529
Balcony
$3,400
Suite
$4,796
From (Per Person)
A$2,173
Per Person
View Trip
6 Day Perfect Day Cococay & West Caribbean with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Freedom of the Seas
Departure: 03 January 2028
Visits: USA, Mexico, Bahamas
Exclusive Savings
Inside
$1,092
Oceanview
$1,147
Balcony
$1,320
Suite
$1,955
From (Per Person)
A$1,092
Save 501
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Operator: MSC Cruises
Ship: MSC Opera
Departures: Jan 2027 to Feb 2027
Visits: Barbados, Martinique, Antigua and Barbuda, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,155
Oceanview
$3,036
Balcony
$4,422
Suite
$5,848
From (Per Person)
A$2,155
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Galveston to Galveston
Operator: Royal Caribbean
Ship: Symphony of the Seas
Departures: Nov 2026 to Apr 2027
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$1,053
Oceanview
$1,113
Balcony
$1,050
Suite
$3,751
From (Per Person)
A$1,050
Save 943
Per Person
View Trip
15 Day Exotic Caribbean In Depth with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departures: Dec 2026 to Feb 2028
Visits: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda +6 more, Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Exclusive Savings
Balcony
$10,431
Suite
$23,675
From (Per Person)
A$10,431
Save 256
Per Person
View Trip
10 Day Southern Caribbean with ABC Islands with Princess
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Caribbean Princess
Departures: Dec 2027 to Jan 2028
Visits: USA, Turks and Caicos Islands, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$1,044
Oceanview
$1,311
Balcony
$1,786
Suite
$2,479
From (Per Person)
A$1,044
Per Person
View Trip
9 Day Aruba, Curacao, Turk & Caicos with Celebrity Cruises
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Reflection
Departures: Jan 2029 to Mar 2029
Visits: USA, Curacao, Aruba, Turks and Caicos Islands
Exclusive Savings
Inside
$1,587
Oceanview
$1,745
Balcony
$1,868
Suite
$5,610
From (Per Person)
A$1,587
Save 1,166
Per Person
View Trip
6 Day Western Caribbean Getaway with Royal Caribbean
Cruise

6 Days (5 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ship: Radiance of the Seas
Departures: Nov 2027 to Feb 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$829
Oceanview
$892
Balcony
$1,142
Suite
$1,950
From (Per Person)
A$829
Save 580
Per Person
View Trip
12 Day San Juan to San Juan with Silversea
Cruise

12 Days (11 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Dawn
Departure: 04 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis +5 more, Martinique, Grenada, Bonaire, Curacao, Aruba
Exclusive Savings
Oceanview
$6,615
Balcony
$7,974
Suite
$15,435
From (Per Person)
A$6,615
Save 2,385
Per Person
View Trip
22 Day Epic Voyage: Barbados to Sint Maarten with Emerald Cruises
New ReleaseCruise

22 Days (21 Nights) Bridgetown to Marigot
Operator: Emerald Cruises
Ship: Emerald Sakara
Departures: Jan 2028 to Feb 2028
Visits: Barbados, Saint Vincent, Saint Lucia, Guadeloupe +7 more, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin, Virgin Islands, Bonaire
Exclusive Savings
Oceanview
$21,545
Balcony
$27,263
Suite
$64,219
From (Per Person)
A$21,545
Save 9,390
Per Person
View Trip
8 Day Perfect Day Cococay & West Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Star Of The Seas
Departures: May 2027 to Oct 2028
Visits: USA, Bahamas, Mexico, Honduras
Exclusive Savings
Inside
$1,905
Oceanview
$2,198
Balcony
$2,319
Suite
$4,246
From (Per Person)
A$1,905
Save 1,535
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Star Princess
Departure: 23 January 2027
Visits: USA, Turks and Caicos Islands, Dominican Republic, Bahamas, Honduras, Belize, Mexico
Sanctuary Collection
Exclusive Savings
Inside
-
Oceanview
$2,861
Balcony
-
Suite
$10,844
From (Per Person)
A$2,861
Per Person
View Trip
10 Day Southern Caribbean with Aruba with Princess
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Caribbean Princess
Departure: 25 January 2028
Visits: USA, Turks and Caicos Islands, Aruba, Curacao
Exclusive Savings
Inside
$1,044
Oceanview
$1,251
Balcony
$1,766
Suite
$2,578
From (Per Person)
A$1,044
Per Person
View Trip
15 Day Yacht Harbors & Southern Island Discovery with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Philipsburg
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 08 January 2028
Visits: Barbados, Saint Lucia, Curacao, Aruba +6 more, Bonaire, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Exclusive Savings
Balcony
$12,278
Suite
$27,370
From (Per Person)
A$12,278
Save 220
Per Person
View Trip
9 Day Perfect Day Cococay & South Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Legend Of The Seas
Departures: Jan 2027 to Oct 2028
Visits: USA, Aruba, Curacao, Dominican Republic, Bahamas
Exclusive Savings
Inside
$2,373
Oceanview
$2,751
Balcony
$3,079
Suite
$4,335
From (Per Person)
A$2,373
Save 1,757
Per Person
View Trip
6 Day Beaches of the Virgin Islands with Emerald Cruises
New ReleaseCruise

6 Days (5 Nights) San Juan to San Juan
Operator: Emerald Cruises
Ship: Emerald Kaia
Departures: Jan 2028 to Feb 2028
Visits: Puerto Rico, Virgin Islands
Exclusive Savings
Oceanview
$5,744
Balcony
$7,214
Suite
$11,012
From (Per Person)
A$5,744
Save 2,101
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

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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