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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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21 Day Coastal Calm & Coconuts with Oceania Cruises
Cruise
 (4)

21 Days (20 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Marina
Departure: 06 January 2028
Visits: USA, Mexico, Belize, Honduras +7 more, Costa Rica, Panama, Colombia, Curacao, Aruba, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
$9,138
Oceanview
$11,030
Balcony
$13,202
Suite
$18,731
From (Per Person)
A$9,138
Save 2,162
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Jan 2027
Visits: Puerto Rico, Saint Martin, Barbados, Saint Lucia, Martinique, Saint Kitts and Nevis
Inside
$1,210
Oceanview
$1,310
Balcony
$1,412
Suite
$3,850
From (Per Person)
A$1,210
Per Person
View Trip
36 Day Caribbean Winter Warmth with P&O Cruises Worldwide
Cruise
 (1)

36 Days (35 Nights) London to London
Operator: P&O Cruises Worldwide
Ship: Britannia
Departure: 04 January 2029
Visits: England, Spain, Barbados, Grenada +9 more, Curacao, Aruba, Saint Vincent, Dominica, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin, Portugal
Bonus Onboard Spend
Exclusive Savings
Inside
$6,830
Oceanview
-
Balcony
$10,176
Suite
$22,324
From (Per Person)
A$6,830
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos & Celebration Key with Princess
Cruise
 (4)

7 Days (6 Nights) Orlando to Orlando
Operator: Princess
Ship: Sky Princess
Departures: Dec 2026 to Feb 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,093
Oceanview
$2,312
Balcony
$1,244
Suite
$1,596
From (Per Person)
A$1,093
Save 19
Per Person
View Trip
8 Day Great Stirrup Cay & Dominican Republic with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic +2 more, Norwegian Escape, Norwegian Getaway
Departures: Nov 2026 to Oct 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$886
Oceanview
$976
Balcony
$1,140
Suite
$1,408
From (Per Person)
A$886
Save 18
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman with Princess
Cruise
 (4)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departures: Nov 2027 to Jan 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$975
Oceanview
$1,072
Balcony
$1,094
Suite
$1,490
From (Per Person)
A$975
Per Person
View Trip
10 Day Best Of Southern Caribbean with Celebrity Cruises
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 29 January 2028
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Saint Martin
Exclusive Savings
Inside
$1,818
Oceanview
$1,965
Balcony
$2,242
Suite
$6,479
From (Per Person)
A$1,818
Save 1,241
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ships: Brilliance of the Seas, Enchantment of the Seas, Radiance of the Seas
Departures: Nov 2026 to Apr 2028
Visits: USA, Mexico, Belize, Honduras
Exclusive Savings
Inside
$775
Oceanview
$1,080
Balcony
$1,631
Suite
$3,221
From (Per Person)
A$775
Save 1,619
Per Person
View Trip
9 Day Eastern Caribbean with St. Thomas with Princess
Cruise
 (2)

9 Days (8 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
Sanctuary Collection
Exclusive Savings
Inside
$1,143
Oceanview
-
Balcony
$1,316
Suite
$2,455
From (Per Person)
A$1,143
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (2)

15 Days (14 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departures: Dec 2027 to Feb 2028
Visits: USA, Bahamas, Virgin Islands, Saint Martin, Belize, Honduras, Mexico
Sanctuary Collection
Exclusive Savings
Inside
$1,593
Oceanview
-
Balcony
$2,117
Suite
$3,569
From (Per Person)
A$1,593
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Thomas with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 31 January 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$835
Oceanview
$953
Balcony
$1,874
Suite
$2,201
From (Per Person)
A$835
Per Person
View Trip
10 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departures: Nov 2027 to Jan 2028
Visits: USA, Dominican Republic, Puerto Rico, Aruba, Curacao
Exclusive Savings
Inside
$1,514
Oceanview
$1,681
Balcony
$2,036
Suite
$3,352
From (Per Person)
A$1,514
Save 852
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: Icon Of The Seas
Departures: Nov 2026 to Jul 2027
Visits: USA, Saint Martin, Virgin Islands, Bahamas
Exclusive Savings
Inside
$1,905
Oceanview
$2,248
Balcony
$2,351
Suite
$4,397
From (Per Person)
A$1,905
Save 1,714
Per Person
View Trip
10 Day A Journey Of Enchanting Ancient History & Coastal Splendour with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 20 January 2027
Visits: USA, Jamaica, Guatemala, Honduras, Belize
Exclusive Savings
Suite
$8,712
From (Per Person)
A$8,712
Save 178
Per Person
View Trip
13 Day Miami, Fl to Miami, Fl with Silversea
Cruise

13 Days (12 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Ray
Departure: 03 January 2028
Visits: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis
Exclusive Savings
Balcony
$9,775
Suite
$15,104
From (Per Person)
A$9,775
Save 3,525
Per Person
View Trip
11 Day A Journey In Beauty with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Bridgetown
Operator: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 05 January 2028
Visits: USA, Virgin Islands, Saint Barthelemy, Saint Martin +5 more, Guadeloupe, Dominica, Martinique, Saint Lucia, Barbados
Exclusive Savings
Balcony
$7,114
Suite
$7,948
From (Per Person)
A$7,114
Save 8,996
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Operator: Royal Caribbean
Ship: Mariner of the Seas
Departures: Dec 2027 to Apr 2028
Visits: USA, Mexico, Belize
Exclusive Savings
Inside
$985
Oceanview
$1,028
Balcony
$1,224
Suite
$2,818
From (Per Person)
A$985
Save 715
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: Mar 2027 to Feb 2028
Visits: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,216
Oceanview
$1,491
Balcony
$1,432
Suite
$2,625
From (Per Person)
A$1,216
Save 1,030
Per Person
View Trip
8 Day A Journey Of Caribbean Delicacies & Idyllic Islands with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 04 January 2027
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Barthelemy, Virgin Islands, USA
Exclusive Savings
Suite
$6,380
From (Per Person)
A$6,380
Save 130
Per Person
View Trip
5 Day Western Caribbean Getaway with Royal Caribbean
Cruise

5 Days (4 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Adventure of the Seas
Departures: Jun 2027 to Jan 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$860
Oceanview
$871
Balcony
$1,098
Suite
$1,399
From (Per Person)
A$860
Save 581
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Bridgetown to Philipsburg
Operator: Emerald Cruises
Ships: Emerald Sakara
Departures: Nov 2027 to Mar 2029
Visits: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda +4 more, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Saint Martin
Exclusive Savings
Oceanview
$6,576
Balcony
$8,483
Suite
$13,525
From (Per Person)
A$6,576
Save 3,131
Per Person
View Trip
33 Day Southampton to Rio de Janeiro with Cunard
Cruise

33 Days (32 Nights) London to Rio de Janeiro
Operator: Cunard
Ship: Queen Anne
Departure: 09 January 2029
Visits: England, Portugal, USA, Puerto Rico +4 more, Virgin Islands, Saint Lucia, Barbados, Brazil
Exclusive Savings
Inside
$8,425
Oceanview
$11,790
Balcony
$14,068
Suite
$24,661
From (Per Person)
A$8,425
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ships: Enchantment of the Seas, Radiance of the Seas, Serenade of the Seas
Departures: Jan 2027 to Apr 2028
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$883
Oceanview
$905
Balcony
$936
Suite
$2,137
From (Per Person)
A$883
Save 856
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Operator: Emerald Cruises
Ships: Emerald Sakara
Departures: Dec 2027 to Apr 2029
Visits: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis +5 more, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados, Virgin Islands
Exclusive Savings
Oceanview
$6,480
Balcony
$8,141
Suite
$13,819
From (Per Person)
A$6,480
Save 3,131
Per Person
View Trip
8 Day A Journey of Thrilling Island Adventures & Historical Wonders with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora IV
Departures: Nov 2027 to Feb 2028
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$5,542
From (Per Person)
A$5,542
Save 125
Per Person
View Trip
15 Day Caribbean with P&O Cruises Worldwide
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Operator: P&O Cruises Worldwide
Ship: Arvia
Departures: Nov 2026 to Feb 2027
Visits: Barbados, Martinique, Saint Kitts and Nevis, Virgin Islands +4 more, Sint Maarten, Antigua and Barbuda, Saint Lucia, Grenada
Bonus Onboard Spend
Exclusive Savings
Inside
$1,864
Oceanview
$4,146
Balcony
$4,680
Suite
$7,663
From (Per Person)
A$1,864
Save 32
Per Person
View Trip
8 Day A Journey Of Sun-hazed Island Enchantment & Caribbean Treasures with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands, USA
Exclusive Savings
Suite
$8,301
From (Per Person)
A$8,301
Save 169
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Philipsburg to Philipsburg
Operator: Emerald Cruises
Ships: Emerald Sakara
Departures: Nov 2027 to Apr 2029
Visits: Sint Maarten, Saint Kitts and Nevis, Anguilla, Virgin Islands, Saint Barthelemy
Exclusive Savings
Oceanview
$6,679
Balcony
$8,341
Suite
$13,674
From (Per Person)
A$6,679
Save 3,130
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departure: 04 January 2028
Visits: USA, Jamaica, Cayman Islands, Bahamas
Exclusive Savings
Inside
$1,040
Oceanview
$1,092
Balcony
$1,310
Suite
$2,255
From (Per Person)
A$1,040
Save 591
Per Person
View Trip
8 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Allure of the Seas
Departures: Dec 2026 to Mar 2027
Visits: USA, Saint Martin, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
$1,316
Oceanview
$1,615
Balcony
$1,697
Suite
$3,489
From (Per Person)
A$1,316
Save 844
Per Person
View Trip
Results: 241-270 of 620

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Countries

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Cities

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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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