Caribbean Cruises Starting In November 2026 and 2027

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48 Days
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379 Cruises (2,364 Cruise Departures)
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
Bonus Onboard Credit
Exclusive Savings
Inside
$1,038
Oceanview
$1,180
Balcony
$1,734
Suite
$1,811
From
US$1,038
Save 558
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departure: 28 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Grenada
Exclusive Savings
Inside
$482
Oceanview
$532
Balcony
$807
Suite
$2,507
From
US$482
Save 406
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
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,928
Suite
$7,957
From
US$6,928
Save 12,570
Per Person
View Trip
Cruise
 (4)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 18 November 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Dominica, Antigua and Barbuda, Saint Martin
Princess Standard
Inside
$829
Oceanview
$898
Balcony
$1,199
Suite
$1,362
From
US$829
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
$769
Balcony
$1,248
Suite
$1,398
From
US$689
Save 568
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 14 November 2026
Visit: USA, Cayman Islands, Jamaica, Aruba
Princess Standard
Inside
$974
Oceanview
-
Balcony
$1,319
Suite
$1,999
From
US$974
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
$775
Oceanview
$884
Balcony
$1,250
Suite
$1,600
From
US$775
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,606
Suite
$12,021
From
US$7,606
Save 128
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Departure: 14 November 2027
Visit: USA, Jamaica, Aruba, Curacao, Puerto Rico
Princess Standard
Inside
$775
Oceanview
$884
Balcony
$1,300
Suite
$1,900
From
US$775
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 29 November 2026
Visit: USA, Bahamas, Mexico, Honduras, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Inside
$1,367
Oceanview
$1,617
Balcony
$1,897
Suite
$2,497
From
US$1,367
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Jun 2027 to Nov 2027
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$690
Oceanview
$780
Balcony
$1,232
Suite
$1,473
From
US$690
Save 503
Per Person
View Trip
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+4 more), Turks and Caicos Islands, USA, Antigua and Barbuda, Guadeloupe
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$6,825
Suite
$7,525
From
US$6,825
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
$737
Oceanview
$764
Balcony
$920
Suite
$2,519
From
US$737
Save 1,004
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2026 to Mar 2027
Visit: USA, Honduras, Belize, Mexico, Turks and Caicos Islands, Dominican Republic, Bahamas
Princess Standard
Sanctuary Collection
Inside
$1,474
Oceanview
$1,794
Balcony
$2,123
Suite
$2,713
From
US$1,474
Per Person
View Trip
Cruise
 (7)

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
$1,729
Oceanview
-
Balcony
$1,659
Suite
$1,899
From
US$1,659
Per Person
View Trip
Cruise

13 Days (12 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Departure: 28 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Jamaica, Cayman Islands
Inside
$1,279
Oceanview
$1,619
Balcony
$2,353
Suite
$2,741
From
US$1,279
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 08 November 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Cayman Islands, Jamaica, Aruba
Princess Standard
Inside
$1,528
Oceanview
-
Balcony
$2,058
Suite
$2,928
From
US$1,528
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
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$11,667
Balcony
-
Suite
$15,208
From
US$11,667
Save 12,828
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Jan 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Bonus Onboard Credit
Drinks, WiFi & Onboard Credit
Free Balcony Upgrade
Exclusive Savings
Inside
$627
Oceanview
$854
Balcony
$914
Suite
$1,410
From
US$627
Save 133
Per Person
View Trip
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departure: 08 November 2026
Visit: USA, Bahamas, Aruba, Colombia, Panama, Costa Rica, Jamaica
Fare Saver
Inside
$1,319
Oceanview
$1,519
Balcony
$2,019
Suite
$4,154
From
US$1,319
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
$4,269
Balcony
$5,424
Suite
$8,392
From
US$3,503
Save 94
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
$1,699
Oceanview
$2,159
Balcony
$2,741
Suite
$4,225
From
US$1,699
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
$836
Oceanview
$936
Balcony
$1,061
Suite
$2,561
From
US$836
Save 773
Per Person
View Trip
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 22 November 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Inside
$804
Oceanview
$1,004
Balcony
$1,009
Suite
$1,499
From
US$804
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
Exclusive Savings
Inside
$3,501
Oceanview
$4,365
Balcony
$5,577
Suite
$8,536
From
US$3,501
Save 82
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 20 November 2026
Visit: Puerto Rico, Virgin Islands, Curacao, Aruba, Saint Kitts and Nevis, Saint Martin
Inside
$1,187
Oceanview
$1,272
Balcony
$1,512
Suite
$4,720
From
US$1,187
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
$2,059
Balcony
$2,623
Suite
$4,136
From
US$1,609
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 21 November 2026
Visit: USA, Bahamas, Jamaica, Honduras, Belize, Mexico
Fare Saver
Inside
$1,049
Oceanview
$1,249
Balcony
$1,749
Suite
$2,499
From
US$1,049
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
$5,618
Oceanview
$6,918
Balcony
$8,683
Suite
$12,689
From
US$5,618
Save 121
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Dec 2027
Visit: USA, Virgin Islands, Dominican Republic, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$811
Oceanview
$912
Balcony
$1,101
Suite
$1,581
From
US$811
Save 499
Per Person
View Trip
Results: 61-90 of 379

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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 Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort Lauderdale to San Diego Cruises from Fort Lauderdale to Vancouver 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 London Cruises from London to Lisbon Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Vancouver 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 Philadelphia to Philadelphia 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 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 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 Vancouver Cruises from Seattle to Seattle Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Venice to Barcelona Cruises from Venice to Rome

Country Routes

Cruises from Peru to Argentina Cruises from USA to Portugal 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 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 Germany Cruises from Singapore to China 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 Canada to USA Cruises from Chile to Argentina Cruises from England to Iceland Cruises from England to Spain Cruises from England to USA Cruises from France to Italy 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 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 Spain to England Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain