Caribbean Cruises Starting In October 2027, 2028 and 2029

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152 Cruises (1,773 Departures)
152 Cruises (1,773 Departures)
Departures
Duration
5 Days
72 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$300pp
$191,550pp
Countries
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Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Departures: May 2027 to Oct 2027
Visits: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$1,146
Oceanview
$1,325
Balcony
$1,317
Suite
$2,507
From (Per Person)
A$1,146
Save 958
Per Person
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Departure: 23 October 2027
Visits: USA, Saint Kitts and Nevis, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,733
Oceanview
$1,974
Balcony
$1,956
Suite
$4,022
From (Per Person)
A$1,733
Save 936
Per Person
Cruise

33 Days (32 Nights) Montreal to Los Angeles
Operator: Oceania
Departure: 10 October 2027
Visits: Canada, Bermuda, Bahamas, USA +6 more, Cayman Islands, Colombia, Panama, Costa Rica, Guatemala, Mexico
Your World Inclusions
Exclusive Savings
Balcony
$22,962
Suite
$30,344
From (Per Person)
A$22,962
Save 2,568
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Operator: MSC Cruises
Departures: Nov 2026 to Oct 2028
Visits: USA, Honduras, Mexico, Bahamas
Exclusive Savings
Inside
$824
Oceanview
$942
Balcony
$1,230
Suite
$2,398
From (Per Person)
A$824
Save 15
Per Person
Cruise

11 Days (10 Nights) Boston to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 16 October 2027
Visits: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$1,465
Oceanview
$1,702
Balcony
$2,139
Suite
$9,951
From (Per Person)
A$1,465
Save 975
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departures: Jul 2028 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,918
Oceanview
$2,239
Balcony
$2,372
Suite
$4,887
From (Per Person)
A$1,918
Save 1,403
Per Person
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Aug 2027 to Jan 2029
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$922
Oceanview
$989
Balcony
$1,103
Suite
$3,531
From (Per Person)
A$922
Save 950
Per Person
Cruise

10 Days (9 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departure: 20 October 2027
Visits: USA, Curacao, Aruba, Dominican Republic, Bahamas
Exclusive Savings
Inside
$1,978
Oceanview
$2,481
Balcony
$3,380
Suite
$3,947
From (Per Person)
A$1,978
Save 1,059
Per Person
Cruise

25 Days (24 Nights) Lisbon to Miami
Operator: Regent Seven Seas
Departure: 14 October 2028
Visits: Portugal, Spain, Bahamas, USA +5 more, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Exclusive Savings
Balcony
$15,075
Suite
$17,009
From (Per Person)
A$15,075
Save 11,095
Per Person
Cruise

23 Days (22 Nights) Marseille to Pointe-A-Pitre
Operator: MSC Cruises
Departure: 30 October 2027
Visits: France, Italy, Sicily, Malta +6 more, Spain, Antigua and Barbuda, Saint Vincent, Barbados, Martinique, Guadeloupe
Exclusive Savings
Inside
$2,415
Oceanview
$2,870
Balcony
$3,731
Suite
$7,088
From (Per Person)
A$2,415
Per Person
Cruise

10 Days (9 Nights) Tampa to Tampa
Operator: Royal Caribbean
Departure: 22 October 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,633
Oceanview
$1,758
Balcony
$2,393
Suite
$6,131
From (Per Person)
A$1,633
Save 880
Per Person
Cruise

10 Days (9 Nights) New York to New York
Operator: Royal Caribbean
Departure: 14 October 2027
Visits: USA, Canada
Exclusive Savings
Inside
$1,597
Oceanview
$2,195
Balcony
$2,860
Suite
$5,479
From (Per Person)
A$1,597
Save 798
Per Person
Cruise

9 Days (8 Nights) Baltimore to San Juan
Operator: Royal Caribbean
Departure: 21 October 2027
Visits: USA, Turks and Caicos Islands, Aruba, Curacao, Puerto Rico
Exclusive Savings
Inside
$1,134
Oceanview
$1,246
Balcony
$2,514
Suite
$3,333
From (Per Person)
A$1,134
Save 671
Per Person
Cruise

9 Days (8 Nights) Fort Lauderdale to San Juan
Operator: Celebrity Cruises
Departure: 21 October 2028
Visits: USA, Antigua and Barbuda, Martinique, Barbados, Saint Lucia, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Inside
$915
Oceanview
$1,096
Balcony
$1,304
Suite
$3,740
From (Per Person)
A$915
Save 665
Per Person
Cruise

8 Days (7 Nights) Galveston to Galveston
Operator: Royal Caribbean
Departures: Apr 2027 to Oct 2028
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$1,162
Oceanview
$1,139
Balcony
$1,109
Suite
$3,922
From (Per Person)
A$1,109
Save 1,427
Per Person
Cruise

8 Days (7 Nights) La Romana to La Romana
Operator: MSC Cruises
Ship: MSC Opera
Departures: Nov 2026 to Nov 2028
Visits: Dominican Republic, Barbados, Martinique, Guadeloupe, Virgin Islands
Exclusive Savings
Inside
$984
Oceanview
$1,271
Balcony
$1,855
Suite
$2,726
From (Per Person)
A$984
Per Person
New ReleaseCruise

12 Days (11 Nights) Miami to Panama City
Operator: Scenic
Departure: 13 October 2028
Visits: USA, Bahamas, Colombia, Panama
Exclusive Savings
Balcony
$14,042
Suite
$24,484
From (Per Person)
A$14,042
Save 2,703
Per Person
New ReleaseCruise

21 Days (20 Nights) Nassau to Panama City
Operator: Scenic
Departure: 04 October 2028
Visits: Bahamas, Turks and Caicos Islands, USA, Colombia, Panama
Exclusive Savings
Balcony
$23,529
Suite
$36,558
From (Per Person)
A$23,529
Save 5,361
Per Person
Cruise

5 Days (4 Nights) Galveston to Galveston
Operator: Royal Caribbean
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
Cruise

16 Days (15 Nights) London to Bridgetown
Ship: Arvia
Departures: Oct 2027 to Oct 2028
Visits: England, Spain, Sint Maarten, Saint Kitts and Nevis, Saint Lucia, Barbados
Bonus Onboard Spend
Exclusive Savings
Inside
$2,256
Oceanview
$2,900
Balcony
$3,019
Suite
$5,444
From (Per Person)
A$2,256
Per Person
Cruise

8 Days (7 Nights) Tampa to Tampa
Operator: Royal Caribbean
Departure: 23 October 2027
Visits: USA, Mexico, Honduras, Cayman Islands
Exclusive Savings
Inside
$1,114
Oceanview
$1,395
Balcony
$1,932
Suite
$2,807
From (Per Person)
A$1,114
Save 648
Per Person
Cruise

15 Days (14 Nights) Miami to Miami
Operator: MSC Cruises
Departures: Dec 2026 to Oct 2028
Visits: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$2,142
Oceanview
$2,468
Balcony
$2,884
Suite
$4,587
From (Per Person)
A$2,142
Per Person
Cruise

7 Days (6 Nights) Miami to Miami
Operator: Royal Caribbean
Departures: Jul 2028 to Oct 2028
Visits: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$1,224
Oceanview
$1,336
Balcony
$1,496
Suite
$2,711
From (Per Person)
A$1,224
Save 894
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departure: 23 October 2027
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$1,517
Oceanview
$1,722
Balcony
$1,695
Suite
$3,698
From (Per Person)
A$1,517
Save 842
Per Person
Cruise

6 Days (5 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departures: Apr 2027 to Apr 2028
Visits: USA, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
$819
Oceanview
$956
Balcony
$1,068
Suite
$1,648
From (Per Person)
A$819
Save 684
Per Person
Cruise

15 Days (14 Nights) New York to Miami
Operator: Oceania
Departure: 30 October 2028
Visits: USA, Bahamas, Dominican Republic, Bonaire +4 more, Curacao, Aruba, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Balcony
$7,974
Suite
$13,134
From (Per Person)
A$7,974
Save 2,226
Per Person
Cruise

6 Days (5 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departures: Dec 2026 to Mar 2028
Visits: USA, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
$861
Oceanview
$927
Balcony
$1,026
Suite
$1,597
From (Per Person)
A$861
Save 1,881
Per Person
Cruise

18 Days (17 Nights) London to Basseterre
Ship: Arvia
Departures: Oct 2027 to Oct 2028
Visits: England, Spain, Saint Martin, Saint Kitts and Nevis, Saint Lucia, Barbados
Bonus Onboard Spend
Exclusive Savings
Inside
$2,553
Oceanview
$3,395
Balcony
$3,464
Suite
$5,721
From (Per Person)
A$2,553
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: MSC Cruises
Departures: Dec 2027 to Oct 2028
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$1,348
Oceanview
$1,626
Balcony
$1,774
Suite
$2,338
From (Per Person)
A$1,348
Per Person
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Departures: Dec 2026 to Oct 2027
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$1,297
Oceanview
$1,392
Balcony
$1,445
Suite
$3,125
From (Per Person)
A$1,297
Save 1,759
Per Person
Results: 61-90 of 152

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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