Caribbean Cruises Starting In November 2026 and 2027

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430 Cruises (2,459 Cruise Departures)
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Bahamas, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Inside
$1,116
Oceanview
$1,466
Balcony
$1,746
Suite
$6,450
From
US$1,116
Per Person
View Trip
Cruise
 (1)

16 Days (15 Nights) New York to Miami
Cruise Line: Oceania Cruises
Departure: 06 November 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+5 more), Bonaire, Curacao, Aruba, Jamaica, Cayman Islands
Your World Included Credit
Exclusive Savings
Inside
$8,191
Oceanview
$8,967
Balcony
$13,623
Suite
$18,667
From
US$8,191
Save 207
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 14 November 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Honduras, Belize, Mexico
Princess Standard
Inside
$1,448
Oceanview
$1,688
Balcony
$2,148
Suite
$2,608
From
US$1,448
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 14 November 2026
Visit: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$529
Oceanview
$679
Balcony
$878
Suite
$1,447
From
US$529
Save 240
Per Person
View Trip
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 17 November 2027
Visit: USA, Bonaire, Aruba, Curacao, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,248
Oceanview
$1,658
Balcony
$2,351
Suite
$3,081
From
US$1,248
Save 635
Per Person
View Trip
Cruise
 (4)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 08 November 2026
Visit: USA, Antigua and Barbuda, Saint Martin, Dominica, Saint Kitts and Nevis, Virgin Islands
Princess Standard
Inside
$774
Oceanview
$784
Balcony
$1,249
Suite
$1,649
From
US$774
Per Person
View Trip
Cruise
 (6)

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
Inside
$539
Oceanview
$629
Balcony
$724
Suite
$989
From
US$539
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to Colon
Cruise Line: Royal Caribbean
Departure: 27 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Saint Lucia, Curacao, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$674
Oceanview
$753
Balcony
$1,223
Suite
$1,398
From
US$674
Save 396
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 28 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin
Limited Time Offer
Inside
$833
Oceanview
$973
Balcony
$1,183
Suite
$3,983
From
US$833
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Apr 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$1,265
Oceanview
$1,791
Balcony
$2,081
Suite
$3,498
From
US$1,265
Save 66
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
$1,039
Oceanview
$1,289
Balcony
$1,539
Suite
$1,739
From
US$1,039
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departures: Nov 2027 to Dec 2027
Visit: Puerto Rico, Dominica, Barbados, Saint Lucia, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$591
Oceanview
$684
Balcony
$917
Suite
$2,608
From
US$619
Save 499
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 06 November 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico
Inside
$1,058
Oceanview
$1,208
Balcony
$1,448
Suite
$2,646
From
US$1,058
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$374
Oceanview
$408
Balcony
$438
Suite
$848
From
US$374
Save 674
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
$1,678
Oceanview
-
Balcony
$2,028
Suite
$2,858
From
US$1,678
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departures: Oct 2026 to Nov 2027
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$779
Oceanview
$850
Balcony
$1,013
Suite
$3,232
From
US$779
Save 644
Per Person
View Trip
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 23 November 2026
Visit: USA, Cayman Islands, Colombia, Panama, Costa Rica, Bahamas
Princess Standard
Inside
$1,096
Oceanview
$1,136
Balcony
$1,871
Suite
$2,151
From
US$1,096
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands, Bahamas
Fare Saver
Inside
$644
Oceanview
$744
Balcony
$994
Suite
$1,499
From
US$644
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Mar 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$779
Oceanview
$899
Balcony
$1,019
Suite
$1,309
From
US$779
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 28 November 2027
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$728
Oceanview
$809
Balcony
$988
Suite
$1,778
From
US$728
Save 392
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Oct 2026 to Feb 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$619
Oceanview
-
Balcony
$924
Suite
$1,169
From
US$619
Per Person
View Trip
Cruise
 (6)

14 Days (13 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 November 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Bonus Onboard Credit
Inside
$1,899
Oceanview
$2,699
Balcony
$2,749
Suite
$6,836
From
US$1,899
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
$1,269
Oceanview
$1,469
Balcony
$1,719
Suite
$2,544
From
US$1,269
Per Person
View Trip
Cruise

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Apr 2027
Visit: USA, Sint Maarten, Saint Lucia, Grenada, Barbados, Antigua and Barbuda
Exclusive Savings
Inside
$1,393
Oceanview
$1,475
Balcony
$1,713
Suite
$4,867
From
US$1,428
Save 855
Per Person
View Trip
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Nov 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
$13,224
Balcony
-
Suite
-
From
US$13,224
Save 386
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Eurodam
Departures: Oct 2026 to Nov 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Fare Saver
Inside
$644
Oceanview
$744
Balcony
$994
Suite
$1,799
From
US$644
Per Person
View Trip
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 November 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Virgin Islands (+4 more), Dominican Republic, USA, Guadeloupe, Saint Martin
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$6,900
From
US$6,900
Per Person
View Trip
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 01 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+4 more), Anguilla, USA, Turks and Caicos Islands, Dominican Republic
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$8,025
From
US$8,025
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 22 November 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+5 more), Saint Martin, Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy, Turks and Caicos Islands
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$6,825
From
US$6,825
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Nov 2027 to Dec 2027
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$1,100
Oceanview
$1,221
Balcony
$1,500
Suite
$4,153
From
US$1,295
Save 505
Per Person
View Trip
Results: 241-270 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