Caribbean Cruises Starting In November 2026, 2027 and 2028

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430 Cruises (2,298 Cruise Departures)
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 28 November 2027
Visit: USA, Aruba, Curacao, Bonaire (+4 more), Grenada, Saint Lucia, Guadeloupe, Saint Martin
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,399
Oceanview
$3,699
Balcony
$5,599
Suite
$7,699
From
US$3,399
Save 3,399
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 11 November 2027
Visit: USA, Bonaire, Aruba, Dominican Republic (+7 more), Jamaica, Cayman Islands, Colombia, Panama, Costa Rica, Honduras, Belize
Inside
$2,031
Oceanview
-
Balcony
$2,801
Suite
-
From
US$2,031
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) New York to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 03 November 2027
Visit: USA, Bermuda, Virgin Islands, Saint Kitts and Nevis (+4 more), Barbados, Antigua and Barbuda, Saint Martin, Puerto Rico
Inside
$2,009
Oceanview
$2,259
Balcony
$2,609
Suite
$3,609
From
US$2,009
Per Person
View Trip
Cruise
 (8)

19 Days (18 Nights) Fort Lauderdale to Buenos Aires
Cruise Line: Princess
Departure: 19 November 2026
Visit: USA, Saint Martin, Saint Lucia, Barbados, Brazil, Uruguay, Argentina
Princess Standard
Inside
$2,319
Oceanview
-
Balcony
$2,660
Suite
$3,197
From
US$2,319
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departure: 16 November 2026
Visit: USA, Bahamas, Virgin Islands, Puerto Rico, Dominican Republic
Inside
$859
Oceanview
$909
Balcony
$1,159
Suite
$1,259
From
US$859
Per Person
View Trip
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departure: 29 November 2026
Visit: USA, Saint Martin, Martinique, Barbados, Trinidad and Tobago, Saint Lucia, Saint Kitts and Nevis
Fare Saver
Inside
$1,349
Oceanview
$1,399
Balcony
$1,899
Suite
$3,899
From
US$1,349
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departure: 29 November 2026
Visit: USA, Saint Martin, Martinique, Barbados (+7 more), Trinidad and Tobago, Saint Lucia, Saint Kitts and Nevis, Antigua and Barbuda, Virgin Islands, Puerto Rico, Bahamas
Fare Saver
Inside
$1,929
Oceanview
$2,069
Balcony
$2,649
Suite
$5,669
From
US$1,929
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$769
Oceanview
$879
Balcony
$1,124
Suite
$1,439
From
US$769
Per Person
View Trip
Cruise
 (1)

48 Days (47 Nights) Barcelona to Miami
Cruise Line: Oceania Cruises
Departure: 02 November 2026
Visit: Spain, Portugal, Puerto Rico, Bahamas (+9 more), USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Trinidad and Tobago, Brazil, Barbados, Dominica, Saint Martin
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$20,349
Suite
$48,299
From
US$20,349
Save 20,349
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,649
Oceanview
$2,049
Balcony
$2,619
Suite
$3,999
From
US$1,649
Per Person
View Trip
Cruise
 (2)

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Mar 2028
Visit: USA, Cayman Islands, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$840
Oceanview
$909
Balcony
$1,175
Suite
$1,908
From
US$840
Save 477
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Nov 2027 to Dec 2027
Visit: Puerto Rico, Aruba, Barbados, Saint Lucia, Saint Kitts and Nevis
Inside
$1,369
Oceanview
$1,549
Balcony
$1,789
Suite
$2,639
From
US$1,369
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 10 November 2026
Visit: USA, Saint Martin, Antigua and Barbuda, Dominica (+8 more), Saint Lucia, Saint Kitts and Nevis, Virgin Islands, Bahamas, Jamaica, Honduras, Belize, Mexico
Fare Saver
Inside
$1,814
Oceanview
$2,224
Balcony
$2,584
Suite
$4,154
From
US$1,814
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 29 November 2027
Visit: USA, Saint Martin, Saint Kitts and Nevis, Dominica (+5 more), Barbados, Saint Lucia, Grenada, Aruba, Curacao
Princess Standard
Inside
$1,449
Oceanview
$1,489
Balcony
$1,759
Suite
$2,059
From
US$1,449
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Inside
$1,259
Oceanview
$1,459
Balcony
$1,699
Suite
$1,949
From
US$1,259
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 12 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Dominica, Saint Martin
Inside
$952
Oceanview
$1,112
Balcony
$1,512
Suite
$4,320
From
US$952
Per Person
View Trip
Cruise
 (3)

18 Days (17 Nights) Barcelona to Fort-de-France
Cruise Line: MSC Cruises
Departure: 18 November 2026
Visit: Spain, Saint Martin, Saint Kitts and Nevis, Saint Vincent, Barbados, Grenada, Martinique
Inside
$1,075
Oceanview
$1,415
Balcony
$1,515
Suite
$16,765
From
US$1,075
Per Person
View Trip
Cruise
 (6)

28 Days (27 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 12 November 2027
Visit: England, USA, Virgin Islands, Saint Kitts and Nevis (+4 more), Saint Lucia, Barbados, Dominica, Saint Martin
Bonus Onboard Credit
Value Fare
Inside
$3,489
Oceanview
$4,889
Balcony
$5,099
Suite
$12,919
From
US$3,489
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy, Puerto Rico
Azamara Always Included
Inside
$2,249
Oceanview
$2,139
Balcony
$2,789
Suite
$4,399
From
US$2,139
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departure: 06 November 2026
Visit: USA, Bahamas, Dominican Republic, Curacao (+4 more), Aruba, Panama, Costa Rica, Cayman Islands
Inside
$2,059
Oceanview
$2,139
Balcony
$3,129
Suite
$5,339
From
US$2,059
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 28 November 2026
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands, Bahamas
Princess Standard
Inside
$1,198
Oceanview
-
Balcony
$1,518
Suite
$2,058
From
US$1,198
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2026 to Feb 2027
Visit: USA, Bahamas, Turks and Caicos Islands, Saint Martin, Puerto Rico, Dominican Republic
Princess Standard
Inside
$1,318
Oceanview
-
Balcony
$1,698
Suite
$2,188
From
US$1,318
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
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 29 November 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$621
Oceanview
-
Balcony
$776
Suite
$1,041
From
US$621
Per Person
View Trip
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2026 to Feb 2027
Visit: USA, Bahamas, Turks and Caicos Islands
Princess Standard
Inside
$519
Oceanview
-
Balcony
$624
Suite
$1,009
From
US$519
Per Person
View Trip
Cruise
 (2)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 14 November 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis
Inside
$1,014
Oceanview
$1,134
Balcony
$1,314
Suite
$3,294
From
US$1,014
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$629
Oceanview
$805
Balcony
$798
Suite
$1,149
From
US$629
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
 (1)

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic, Mexico
Inside
$796
Oceanview
$1,036
Balcony
$1,446
Suite
$2,980
From
US$796
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
Results: 151-180 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