Caribbean Cruises Starting In November 2026 and 2027

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430 Cruises (2,459 Cruise Departures)
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Dominican Republic
Limited Time Offer
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$3,000
From
US$714
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 07 November 2026
Visit: USA, Honduras, Belize, Mexico, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$1,508
Oceanview
$1,608
Balcony
$2,058
Suite
$2,708
From
US$1,508
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
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
$4,919
Balcony
$5,899
Suite
$8,839
From
US$4,919
Save 80
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 21 November 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Inside
$691
Oceanview
$791
Balcony
$971
Suite
$1,701
From
US$691
Per Person
View Trip
Cruise
 (1)

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
Limited Time Offer
Inside
$1,014
Oceanview
$1,134
Balcony
$1,314
Suite
$3,294
From
US$1,014
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Nov 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico (+4 more), Turks and Caicos Islands, Belize, Honduras, Mexico
Princess Standard
Inside
$1,448
Oceanview
$1,828
Balcony
$2,148
Suite
$2,898
From
US$1,448
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Apr 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Inside
$719
Oceanview
$859
Balcony
$989
Suite
$1,179
From
US$719
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 15 November 2026
Visit: USA, Mexico, Bahamas
Exclusive Savings
Inside
$526
Oceanview
$695
Balcony
$778
Suite
$1,498
From
US$526
Save 347
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Eurodam
Departure: 14 November 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico, Dominican Republic, Turks and Caicos Islands
Fare Saver
Inside
$1,249
Oceanview
$1,429
Balcony
$2,019
Suite
$3,329
From
US$1,249
Per Person
View Trip
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
Exclusive Savings
Inside
$6,626
Oceanview
$7,208
Balcony
$10,894
Suite
$14,968
From
US$6,626
Save 172
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin
Azamara Always Included
Exclusive Savings
Inside
$3,503
Oceanview
$4,112
Balcony
$5,267
Suite
$8,041
From
US$3,503
Save 87
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
$1,609
Oceanview
$2,059
Balcony
$2,614
Suite
$4,108
From
US$1,609
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,558
Oceanview
$1,795
Balcony
$2,478
Suite
$3,137
From
US$1,558
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 14 November 2026
Visit: USA, Cayman Islands, Jamaica, Aruba, Bahamas, Turks and Caicos Islands
Princess Standard
Inside
$2,178
Oceanview
-
Balcony
$2,688
Suite
$3,178
From
US$2,178
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Aug 2026 to Mar 2027
Visit: USA, Mexico, Cayman Islands, Bahamas
Exclusive Savings
Inside
$599
Oceanview
$636
Balcony
$746
Suite
$2,278
From
US$599
Save 657
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
$489
Oceanview
-
Balcony
$654
Suite
$889
From
US$489
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Jan 2028
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao, Jamaica, Cayman Islands
Inside
$1,059
Oceanview
$1,109
Balcony
$1,948
Suite
$2,152
From
US$1,059
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visit: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Limited Time Offer
Inside
$763
Oceanview
$903
Balcony
$1,253
Suite
$3,850
From
US$763
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 27 November 2027
Visit: Puerto Rico, Saint Barthelemy, Virgin Islands, Dominican Republic, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$3,915
From
US$3,915
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
$2,029
Oceanview
-
Balcony
$2,735
Suite
-
From
US$2,029
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Nov 2027 to Apr 2028
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$689
Oceanview
$734
Balcony
$737
Suite
$2,093
From
US$689
Save 602
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Mar 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic
Drinks & WiFi Package
Inside
$449
Oceanview
$549
Balcony
$679
Suite
$1,407
From
US$449
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Oct 2026 to Nov 2027
Visit: USA, Aruba, Bonaire, Curacao
Exclusive Savings
Inside
$1,038
Oceanview
$1,216
Balcony
$1,299
Suite
$3,667
From
US$1,038
Save 702
Per Person
View Trip
Cruise
 (8)

8 Days (7 Nights) Miami to Bridgetown
Cruise Line: Azamara Cruises
Departure: 30 November 2027
Visit: USA, Virgin Islands, Saint Martin, Martinique, Saint Lucia, Barbados
Azamara Always Included
Exclusive Savings
Inside
$4,779
Oceanview
$5,497
Balcony
$6,544
Suite
-
From
US$4,779
Save 130
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
$924
Oceanview
$954
Balcony
$1,446
Suite
$1,606
From
US$924
Save 544
Per Person
View Trip
Cruise

7 Days (6 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Jan 2028
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$568
Oceanview
$688
Balcony
$869
Suite
$1,719
From
US$568
Save 488
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 01 November 2026
Visit: USA, Bahamas, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$788
Oceanview
$998
Balcony
$1,060
Suite
$2,879
From
US$788
Save 467
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Departure: 27 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Antigua and Barbuda, Saint Lucia, Saint Martin
Inside
$1,209
Oceanview
$1,509
Balcony
$1,858
Suite
$2,295
From
US$1,209
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 28 November 2027
Visit: Puerto Rico, Aruba, Curacao, Saint Martin, Saint Kitts and Nevis
Inside
$1,119
Oceanview
$1,319
Balcony
$1,569
Suite
$2,399
From
US$1,119
Per Person
View Trip
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Jan 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands (+4 more), Mexico, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Princess Standard
Inside
$1,288
Oceanview
$1,648
Balcony
$1,608
Suite
$2,529
From
US$1,288
Per Person
View Trip
Results: 91-120 of 430

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Routes

Cruises from Baltimore to Baltimore 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 Los Angeles Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Barcelona 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 Fort Lauderdale Cruises from London to Reykjavik 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 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 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 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 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 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 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