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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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8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departure: 03 January 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$1,022
Oceanview
$1,269
Balcony
$1,457
Suite
$2,408
From (Per Person)
A$1,022
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: 10 January 2027
Visits: USA, Bahamas, Honduras, Mexico, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$2,206
Oceanview
-
Balcony
$3,232
Suite
$4,410
From (Per Person)
A$2,206
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (7)

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
$1,014
Oceanview
$1,061
Balcony
$1,190
Suite
$2,053
From (Per Person)
A$1,014
Per Person
View Trip
36 Day Caribbean with Cunard
Cruise
 (6)

36 Days (35 Nights) London to London
Operator: Cunard
Ship: Queen Mary 2
Departure: 11 January 2028
Visits: England, Spain, Saint Martin, Grenada +8 more, Saint Lucia, Barbados, Dominica, Bonaire, Curacao, Saint Kitts and Nevis, Virgin Islands, Portugal
Exclusive Savings
Inside
$7,919
Oceanview
$12,176
Balcony
$12,473
Suite
$28,214
From (Per Person)
A$7,919
Per Person
View Trip
22 Day Western & Eastern Caribbean: Mexico & Leeward Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Rotterdam
Departure: 02 January 2027
Visits: USA, Bahamas, Jamaica, Cayman Islands +8 more, Belize, Mexico, Saint Martin, Antigua and Barbuda, Dominica, Martinique, Saint Kitts and Nevis, Puerto Rico
Fare Saver
Exclusive Savings
Inside
$3,562
Oceanview
$4,146
Balcony
$5,680
Suite
$8,155
From (Per Person)
A$3,562
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
Departures: Dec 2026 to Jan 2027
Visits: Colombia, Aruba, Curacao, Panama
Exclusive Savings
Inside
$1,920
Oceanview
$2,079
Balcony
$2,851
Suite
$3,224
From (Per Person)
A$1,920
Save 1,290
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
Departure: 14 January 2028
Visits: USA, Saint Martin, Martinique, Saint Lucia, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,420
Oceanview
$2,572
Balcony
$3,043
Suite
$7,298
From (Per Person)
A$2,420
Save 1,685
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
-
Oceanview
$10,513
Balcony
$10,939
Suite
$29,699
From (Per Person)
A$10,513
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visits: USA, Bahamas, Virgin Islands, Saint Martin
Sanctuary Collection
Exclusive Savings
Inside
$1,032
Oceanview
$1,230
Balcony
$1,448
Suite
$2,180
From (Per Person)
A$1,032
Per Person
View Trip
19 Day Discover the Secrets of Panama and Costa Rica with Emerald Cruises
New ReleaseCruise
 (3)

19 Days (18 Nights) Bridgetown to San Jose
Operator: Emerald Cruises
Ships: Emerald Azzurra
Departures: Jan 2028 to Jan 2029
Visits: Barbados, Saint Vincent, Grenada, Bonaire +5 more, Curacao, Aruba, Colombia, Panama, Costa Rica
Exclusive Savings
Oceanview
$22,817
Balcony
-
Suite
$27,894
From (Per Person)
A$22,817
Save 6,873
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Celebration Key with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departure: 22 January 2028
Visits: USA, Bahamas, Virgin Islands, Saint Martin, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Exclusive Savings
Inside
$2,137
Oceanview
$2,420
Balcony
$3,074
Suite
$4,604
From (Per Person)
A$2,137
Per Person
View Trip
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
$1,294
Oceanview
$1,442
Balcony
$1,598
Suite
$3,640
From (Per Person)
A$1,294
Save 930
Per Person
View Trip
10 Day Belize, Costa Rica & Panama Cruise: Belize City, Puerto Limon & Panama City with Azamara Cruises
Cruise
 (6)

10 Days (9 Nights) Miami to Panama City
Operator: Azamara
Ship: Azamara Quest
Departure: 05 January 2028
Visits: USA, Mexico, Belize, Honduras, Costa Rica, Panama
Azamara Always Included
Exclusive Savings
Inside
$4,650
Oceanview
$5,367
Balcony
$6,382
Suite
$8,942
From (Per Person)
A$4,650
Save 309
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos & Celebration Key with Princess
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departures: Nov 2026 to Feb 2027
Visits: USA, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$765
Oceanview
-
Balcony
$1,111
Suite
$1,438
From (Per Person)
A$765
Save 13
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 24 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Guadeloupe, Dominica, Grenada
Exclusive Savings
Inside
$1,975
Oceanview
$2,086
Balcony
$4,596
Suite
$6,566
From (Per Person)
A$1,975
Per Person
View Trip
12 Day Eastern Caribbean: St Kitts, Antigua & Martinique with Azamara Cruises
Cruise
 (6)

12 Days (11 Nights) Miami to Bridgetown
Operator: Azamara
Ship: Azamara Journey
Departure: 14 January 2027
Visits: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis +5 more, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Barbados
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
$5,281
Balcony
-
Suite
$9,613
From (Per Person)
A$5,281
Save 88
Per Person
View Trip
8 Day A Journey into Dominican Charm & Caribbean Splendour with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 30 January 2028
Visits: USA, Dominican Republic, Virgin Islands, Anguilla, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
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
Departures: Jan 2027 to Apr 2028
Visits: Colombia, Curacao, Aruba, Panama
Exclusive Savings
Inside
$1,521
Oceanview
$1,623
Balcony
$2,198
Suite
$2,653
From (Per Person)
A$1,521
Save 1,088
Per Person
View Trip
8 Day St. Thomas & St. Kitts Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Ship: Celebrity Apex
Departures: Nov 2026 to Apr 2027
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,400
Oceanview
$1,535
Balcony
$1,808
Suite
$5,087
From (Per Person)
A$1,400
Save 1,351
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
$1,892
Oceanview
-
Balcony
-
Suite
-
From (Per Person)
A$1,892
Save 1,343
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
Departure: 02 January 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$1,585
Oceanview
$1,686
Balcony
$1,786
Suite
$5,376
From (Per Person)
A$1,585
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
Departures: Jan 2028 to Mar 2028
Visits: Colombia, Curacao, Aruba, Panama
Exclusive Savings
Inside
$1,581
Oceanview
$1,758
Balcony
$2,420
Suite
$2,782
From (Per Person)
A$1,581
Save 971
Per Person
View Trip
11 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Brilliant Lady
Departures: Nov 2026 to Feb 2027
Visits: USA, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Bahamas
Inside
$1,554
Oceanview
$1,981
Balcony
$2,266
Suite
$5,829
From (Per Person)
A$1,554
Per Person
View Trip
22 Day Southern Caribbean & Panama Canal: ABC Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Nieuw Amsterdam, Oosterdam
Departures: Feb 2027 to Jan 2028
Visits: USA, Bonaire, Curacao, Aruba +5 more, Bahamas, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Book Early & Have It All Fare Option
Exclusive Savings
Inside
$3,859
Oceanview
$5,107
Balcony
$6,136
Suite
$11,492
From (Per Person)
A$3,859
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: 08 January 2028
Visits: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$1,530
Oceanview
$1,729
Balcony
$2,137
Suite
$2,550
From (Per Person)
A$1,530
Save 880
Per Person
View Trip
8 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departure: 03 January 2027
Visits: USA, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,287
Oceanview
$1,387
Balcony
$1,487
Suite
$3,581
From (Per Person)
A$1,287
Per Person
View Trip
13 Day Panama Canal Discovery: Costa Rica & Greater Antilles with Holland America
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Nieuw Amsterdam, Oosterdam
Departures: Oct 2026 to Mar 2028
Visits: USA, Bahamas, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Book Early & Have It All Fare Option
Exclusive Savings
Inside
$1,846
Oceanview
$2,153
Balcony
$3,994
Suite
$6,727
From (Per Person)
A$1,846
Save 30
Per Person
View Trip
12 Day Best Of Southern Caribbean with Celebrity Cruises
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Ascent
Departures: Jan 2028 to Mar 2028
Visits: USA, Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,543
Oceanview
$2,696
Balcony
$3,017
Suite
$8,062
From (Per Person)
A$2,543
Save 1,739
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
Book Early & Have It All Fare Option
Exclusive Savings
Inside
$3,138
Oceanview
$3,980
Balcony
$4,366
Suite
$6,128
From (Per Person)
A$3,138
Per Person
View Trip
13 Day Panama Canal From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ship: Norwegian Sun
Departure: 25 January 2027
Visits: USA, Bahamas, Dominican Republic, Curacao +4 more, Aruba, Colombia, Panama, Costa Rica
Just Cruise Fare
Exclusive Savings
Inside
$2,038
Oceanview
$2,224
Balcony
$5,549
Suite
$6,623
From (Per Person)
A$2,038
Per Person
View Trip
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Caribbean & Bahamas Cruises

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Travel Styles

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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 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 Miami Cruises from Bridgetown to Bridgetown 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 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 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 Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre 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 London Cruises from Rome to Lisbon Cruises from Rome to Miami Cruises from Rome to Barcelona Cruises from Rome to Venice Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Francisco to San Francisco 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 Hong Kong Cruises from Tampa to Tampa Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle Cruises from Vancouver to San Diego

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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