Caribbean Cruises Starting In November 2026 and 2027

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430 Cruises (2,459 Cruise Departures)
Cruise
 (1)

16 Days (15 Nights) Miami to Miami
Cruise Line: Princess
Departure: 20 November 2027
Visit: USA, Belize, Honduras, Mexico (+5 more), Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Princess Standard
Inside
$1,758
Oceanview
-
Balcony
$2,028
Suite
$3,108
From
US$1,758
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2026 to Jan 2027
Visit: USA, Honduras, Belize, Mexico, Turks and Caicos Islands, Dominican Republic, Bahamas
Princess Standard
Inside
$1,384
Oceanview
$1,584
Balcony
$2,048
Suite
$2,508
From
US$1,384
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
Exclusive Savings
Inside
$1,259
Oceanview
$1,419
Balcony
$1,509
Suite
$2,070
From
US$1,259
Save 54
Per Person
View Trip
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 21 November 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
$3,717
Oceanview
$4,697
Balcony
$5,715
Suite
$8,693
From
US$3,717
Save 82
Per Person
View Trip
Cruise

7 Days (6 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Dec 2027
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$583
Oceanview
$653
Balcony
$903
Suite
$1,379
From
US$583
Save 417
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 15 November 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Barbados, Saint Kitts and Nevis, Saint Martin
Inside
$1,509
Oceanview
$1,659
Balcony
$2,186
Suite
$2,497
From
US$1,509
Per Person
View Trip
Cruise
 (8)

23 Days (22 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 30 November 2027
Visit: USA, Virgin Islands, Saint Martin, Martinique (+8 more), Saint Lucia, Barbados, Dominica, Saint Kitts and Nevis, Puerto Rico, Mexico, Belize, Honduras
Azamara Always Included
Exclusive Savings
Inside
$14,464
Oceanview
$16,695
Balcony
$19,722
Suite
-
From
US$14,464
Save 395
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: May 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Bonus Onboard Credit
Exclusive Savings
Inside
$689
Oceanview
$766
Balcony
$1,248
Suite
$1,473
From
US$689
Save 568
Per Person
View Trip
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Nov 2026 to Nov 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Cayman Islands, Jamaica, Honduras, Mexico
Bonus Onboard Credit
Inside
$2,179
Oceanview
$2,349
Balcony
$2,789
Suite
$7,364
From
US$2,179
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 29 November 2026
Visit: USA, Puerto Rico, Saint Barthelemy, Sint Maarten, Virgin Islands, Dominican Republic, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,358
Suite
$10,848
From
US$10,358
Save 10,740
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Seabourn
Departure: 22 November 2026
Visit: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis (+5 more), Dominica, Martinique, Guadeloupe, Montserrat, Virgin Islands
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
$5,909
Balcony
$6,889
Suite
$11,789
From
US$5,909
Save 90
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Nov 2026 to Dec 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Inside
$859
Oceanview
$999
Balcony
$1,189
Suite
$1,599
From
US$859
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, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,458
Oceanview
$1,650
Balcony
$2,448
Suite
$3,275
From
US$1,458
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$889
Oceanview
$886
Balcony
$1,084
Suite
$2,921
From
US$966
Save 590
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
Exclusive Savings
Inside
$3,133
Oceanview
$3,938
Balcony
$5,092
Suite
$7,896
From
US$3,133
Save 66
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, Virgin Islands, Barbados, Saint Lucia, Dominica, Saint Martin
Limited Time Offer
Inside
$763
Oceanview
$903
Balcony
$1,240
Suite
$3,850
From
US$763
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
Limited Time Offer
Inside
$952
Oceanview
$1,112
Balcony
$1,512
Suite
$4,320
From
US$952
Per Person
View Trip
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: May 2026 to Mar 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$604
Oceanview
$723
Balcony
$904
Suite
$1,754
From
US$604
Save 922
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departure: 21 November 2027
Visit: USA, Bahamas, Mexico
Exclusive Savings
Inside
$693
Oceanview
$754
Balcony
$1,034
Suite
$2,829
From
US$693
Save 373
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Apr 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Inside
$749
Oceanview
$929
Balcony
$1,124
Suite
$1,499
From
US$749
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 17 November 2026
Visit: USA, Mexico, Honduras, Belize, Bahamas
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$4,480
From
US$4,480
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Departure: 21 November 2026
Visit: USA, Mexico, Honduras, Belize
Inside
$749
Oceanview
$799
Balcony
$1,349
Suite
$1,479
From
US$749
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
$819
Oceanview
$959
Balcony
$1,234
Suite
$1,909
From
US$819
Per Person
View Trip
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 03 November 2027
Visit: USA, Bahamas, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$1,039
Oceanview
$1,354
Balcony
$1,939
Suite
$2,483
From
US$1,039
Save 547
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
$1,058
Oceanview
-
Balcony
$1,488
Suite
$1,968
From
US$1,058
Per Person
View Trip
Cruise

15 Days (14 Nights) Boston to New Orleans
Cruise Line: Norwegian Cruise Line
Departure: 08 November 2026
Visit: USA, Virgin Islands, Saint Lucia, Grenada, Curacao, Aruba, Cayman Islands
Inside
$1,799
Oceanview
$2,130
Balcony
$2,576
Suite
$2,780
From
US$1,799
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Mar 2026 to Mar 2027
Visit: USA, Honduras, Belize, Mexico
Princess Standard
Inside
$469
Oceanview
$649
Balcony
$554
Suite
$879
From
US$469
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 Dec 2027
Visit: USA, Bahamas, Puerto Rico, Dominican Republic (+4 more), Turks and Caicos Islands, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$1,449
Oceanview
$1,958
Balcony
$1,883
Suite
$2,819
From
US$1,449
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
Exclusive Savings
Inside
$1,042
Oceanview
$1,232
Balcony
$1,532
Suite
$2,780
From
US$1,042
Save 58
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Departures: Nov 2027 to Apr 2028
Visit: Martinique, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Inside
$889
Oceanview
$1,069
Balcony
$1,359
Suite
$2,479
From
US$889
Per Person
View Trip
Results: 211-240 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