Caribbean Cruises Starting In November 2026, 2027 and 2028

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430 Cruises (2,298 Cruise Departures)
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 22 November 2026
Visit: USA, Jamaica, Colombia, Panama (+7 more), Costa Rica, Honduras, Belize, Curacao, Aruba, Dominican Republic, Cayman Islands
Inside
$2,435
Oceanview
$2,715
Balcony
$3,305
Suite
-
From
US$2,435
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departure: 08 November 2026
Visit: USA, Bahamas, Aruba, Colombia (+5 more), Panama, Costa Rica, Jamaica, Bonaire, Curacao
Fare Saver
Inside
$1,799
Oceanview
$2,029
Balcony
$2,699
Suite
$5,449
From
US$1,799
Per Person
View Trip
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 20 November 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Inside
$952
Oceanview
$1,192
Balcony
$1,432
Suite
$3,920
From
US$952
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Jun 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$699
Oceanview
$879
Balcony
$949
Suite
$1,149
From
US$699
Per Person
View Trip
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Nov 2027 to Jan 2028
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Inside
$833
Oceanview
$1,043
Balcony
$1,253
Suite
$3,500
From
US$833
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 14 November 2027
Visit: Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Curacao, Aruba
Inside
$1,219
Oceanview
$1,399
Balcony
$1,609
Suite
$2,399
From
US$1,219
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Inside
$1,169
Oceanview
$1,319
Balcony
$1,539
Suite
$2,339
From
US$1,169
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Nov 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+8 more), Saint Martin, Virgin Islands, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Inside
$3,839
Oceanview
$3,769
Balcony
$4,819
Suite
$7,369
From
US$3,769
Per Person
View Trip
Cruise
 (1)

10 Days (9 Nights) Galveston to Galveston
Cruise Line: Norwegian Cruise Line
Departure: 04 November 2027
Visit: USA, Mexico, Cayman Islands, Jamaica, Belize
Inside
$1,099
Oceanview
$1,319
Balcony
$1,549
Suite
$1,879
From
US$1,099
Per Person
View Trip
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Nov 2026 to Dec 2026
Visit: USA, Bahamas, Mexico, Honduras
Princess Standard
Sanctuary Collection
Inside
$569
Oceanview
$669
Balcony
$774
Suite
$989
From
US$569
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 21 November 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+9 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy
Azamara Always Included
Inside
-
Oceanview
$3,999
Balcony
$5,309
Suite
$8,059
From
US$3,999
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
$1,609
Oceanview
$2,039
Balcony
$2,609
Suite
$3,979
From
US$1,609
Per Person
View Trip
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Jun 2026 to Apr 2028
Visit: USA, Cayman Islands, Bahamas
Inside
$595
Oceanview
$695
Balcony
$895
Suite
$2,645
From
US$595
Per Person
View Trip
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 15 November 2026
Visit: USA, Mexico, Honduras
Princess Standard
Sanctuary Collection
Inside
$514
Oceanview
$664
Balcony
$759
Suite
$1,024
From
US$514
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Nov 2026 to Mar 2027
Visit: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,090
Oceanview
$1,390
Balcony
$1,690
Suite
$4,990
From
US$1,090
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 01 November 2026
Visit: USA, Jamaica, Colombia, Panama (+9 more), Costa Rica, Honduras, Belize, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Antigua and Barbuda, Puerto Rico, Dominican Republic
Inside
$2,405
Oceanview
$2,575
Balcony
$3,165
Suite
-
From
US$2,405
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) New York to Miami
Cruise Line: Princess
Departure: 06 November 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Saint Lucia, Barbados, Aruba, Turks and Caicos Islands
Princess Standard
Inside
$1,579
Oceanview
-
Balcony
$1,689
Suite
$2,299
From
US$1,579
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2027 to Dec 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Inside
$799
Oceanview
$999
Balcony
$1,224
Suite
$1,949
From
US$799
Per Person
View Trip
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 15 November 2026
Visit: USA, Mexico, Honduras, Bahamas, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Inside
$1,143
Oceanview
$1,403
Balcony
$1,523
Suite
$2,313
From
US$1,143
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departure: 14 November 2026
Visit: Panama, Bonaire, Aruba, Curacao, Trinidad and Tobago
Exclusive Savings
Inside
$1,023
Oceanview
$1,281
Balcony
$1,746
Suite
$1,846
From
US$1,023
Save 587
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departures: Oct 2027 to Apr 2028
Visit: USA, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$911
Oceanview
$1,013
Balcony
$1,196
Suite
$3,066
From
US$911
Save 698
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$699
Oceanview
$1,029
Balcony
$1,029
Suite
$1,129
From
US$699
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Seabourn
Departures: Nov 2027 to Dec 2027
Visit: USA, Puerto Rico, Saint Kitts and Nevis, Montserrat, Saint Barthelemy, Virgin Islands
Inside
-
Oceanview
$4,498
Balcony
$5,998
Suite
$8,498
From
US$4,498
Per Person
View Trip
Cruise
 (1)

16 Days (15 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands, Bahamas
Princess Standard
Inside
$1,828
Oceanview
-
Balcony
$1,938
Suite
$2,948
From
US$1,828
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 12 November 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Sint Maarten, Antigua and Barbuda, Puerto Rico, Dominican Republic
Inside
$898
Oceanview
$1,018
Balcony
$1,398
Suite
$6,159
From
US$898
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 11 November 2027
Visit: USA, Bonaire, Aruba, Dominican Republic, Jamaica, Cayman Islands
Inside
$939
Oceanview
$1,039
Balcony
$1,289
Suite
$4,669
From
US$939
Per Person
View Trip
Cruise
 (8)

13 Days (12 Nights) New York to Fort Lauderdale
Cruise Line: Princess
Departure: 07 November 2026
Visit: USA, Sint Maarten, Saint Kitts and Nevis, Saint Lucia, Curacao, Aruba
Princess Standard
Inside
$1,304
Oceanview
-
Balcony
$1,229
Suite
$1,749
From
US$1,229
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 18 November 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Inside
$997
Oceanview
$1,129
Balcony
$1,357
Suite
$2,416
From
US$997
Per Person
View Trip
Cruise
 (1)

10 Days (9 Nights) Fort-de-France to Colon
Cruise Line: Ponant
Ship: Le Bellot
Departure: 19 November 2027
Visit: Martinique, Saint Vincent, Curacao, Colombia, Panama
Inside
-
Oceanview
-
Balcony
$5,880
Suite
$9,270
From
US$5,880
Per Person
View Trip
Cruise
 (6)

22 Days (21 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 24 November 2028
Visit: USA, Virgin Islands, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, England
Cunard Fare
Value Fare
Inside
$4,264
Oceanview
$5,389
Balcony
$5,659
Suite
$11,869
From
US$4,264
Per Person
View Trip
Results: 61-90 of 430

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Routes

Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Lisbon Cruises from Barcelona to Rome 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 London Cruises from Fort Lauderdale to Fort Lauderdale 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 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 Reykjavik 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 Paris to Paris Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Quebec City to Boston Cruises from Reykjavik to London Cruises from Reykjavik to Reykjavik Cruises from Rio de Janeiro to Buenos Aires 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 Miami Cruises from Rome to Barcelona 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 Venice to Barcelona Cruises from Venice to Rome

Country Routes

Cruises from Peru to Argentina Cruises from USA to Portugal Cruises from USA to Germany 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 USA to Iceland Cruises from France to Brazil Cruises from Brazil to France Cruises from Iceland to Canada Cruises from England 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 France to Iceland 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 Peru 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 Iceland 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 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 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 USA to Panama Cruises from USA to Peru Cruises from USA to Spain