Caribbean Cruises Starting In January 2027 and 2028

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473 Cruises (2,777 Cruise Departures)
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 09 January 2028
Visit: Puerto Rico, Saint Martin, Curacao, Saint Lucia, Saint Kitts and Nevis
Inside
$1,199
Oceanview
$1,399
Balcony
$1,669
Suite
$2,515
From
US$1,199
Per Person
View Trip
New ReleaseCruise
 (3)

8 Days (7 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departures: Mar 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+4 more), Saint Kitts and Nevis, Saint Barthelemy, Saint Martin, Anguilla
Early Payment Discount
Wave Offer
Exclusive Savings
Inside
-
Oceanview
$3,660
Balcony
-
Suite
$5,261
From
US$3,660
Save 18,075
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 10 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados, Grenada
Princess Standard
Inside
$1,796
Oceanview
$1,906
Balcony
$2,496
Suite
$3,341
From
US$1,796
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Jan 2028
Visit: USA, Mexico, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$1,382
Oceanview
$1,502
Balcony
$1,622
Suite
$3,122
From
US$1,382
Save 1,179
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: Jan 2027 to Mar 2027
Visit: Guadeloupe, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Martinique
Bonus Onboard Credit
Inside
$762
Oceanview
$942
Balcony
$1,142
Suite
$1,612
From
US$762
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Mar 2027 to Feb 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas
Princess Standard
Sanctuary Collection
Inside
$725
Oceanview
$974
Balcony
$849
Suite
$1,350
From
US$725
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departure: 31 January 2027
Visit: Colombia, Curacao, Aruba, Bonaire, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$942
Oceanview
$970
Balcony
$1,390
Suite
$1,420
From
US$942
Save 524
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 03 January 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$893
Oceanview
$1,003
Balcony
$1,126
Suite
$1,506
From
US$893
Save 438
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: Jan 2028 to Apr 2028
Visit: Colombia, Curacao, Aruba, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$866
Oceanview
$997
Balcony
$1,406
Suite
$1,436
From
US$866
Save 572
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
$775
Oceanview
$1,174
Balcony
$1,049
Suite
$1,550
From
US$775
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 31 January 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic
Bonus Onboard Credit
Inside
$409
Oceanview
$519
Balcony
$649
Suite
$3,080
From
US$409
Per Person
View Trip
Cruise
 (6)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Jan 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$875
Oceanview
$961
Balcony
$1,231
Suite
$1,600
From
US$875
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Feb 2026 to Jan 2027
Visit: Puerto Rico, Sint Maarten, Barbados, Saint Lucia, Martinique, Saint Kitts and Nevis
Inside
$973
Oceanview
$1,113
Balcony
$1,323
Suite
$3,493
From
US$973
Per Person
View Trip
Cruise

8 Days (7 Nights) Philipsburg to Pointe-A-Pitre
Cruise Line: Ponant
Ship: Le Ponant
Departures: Jan 2026 to Mar 2026
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe
Inside
-
Oceanview
$9,320
Balcony
$11,920
Suite
$12,790
From
US$9,320
Per Person
View Trip
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 29 January 2028
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Saint Martin
Exclusive Savings
Inside
$1,060
Oceanview
$1,160
Balcony
$1,360
Suite
$4,549
From
US$1,060
Save 733
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: Jan 2027 to Mar 2027
Visit: Martinique, Guadeloupe, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Dominica
Bonus Onboard Credit
Inside
$769
Oceanview
$949
Balcony
$1,199
Suite
$1,669
From
US$769
Per Person
View Trip
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 25 January 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Guadeloupe, Barbados
Princess Standard
Inside
$449
Oceanview
-
Balcony
-
Suite
-
From
US$449
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 09 January 2027
Visit: USA, Aruba, Bonaire, Curacao
Princess Standard
Inside
$974
Oceanview
-
Balcony
$1,419
Suite
$2,049
From
US$974
Per Person
View Trip
Cruise

5 Days (4 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Apr 2027
Visit: USA, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$451
Oceanview
$492
Balcony
$544
Suite
$954
From
US$451
Save 281
Per Person
View Trip
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Jan 2028 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands (+4 more), Mexico, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Inside
$1,449
Oceanview
$2,148
Balcony
$2,118
Suite
$3,179
From
US$1,449
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Jan 2027 to Mar 2027
Visit: USA, Cayman Islands, Jamaica, Colombia (+4 more), Panama, Costa Rica, Belize, Mexico
Inside
$1,829
Oceanview
$2,217
Balcony
$3,536
Suite
$4,681
From
US$1,829
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 21 January 2027
Visit: USA, Virgin Islands, Anguilla, Martinique (+5 more), Saint Kitts and Nevis, Saint Martin, Puerto Rico, Antigua and Barbuda, Turks and Caicos Islands
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,035
Suite
$8,120
From
US$7,035
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 16 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Barbados, Saint Lucia
Princess Standard
Inside
$875
Oceanview
$994
Balcony
$1,400
Suite
$1,750
From
US$875
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Belize, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$671
Oceanview
$720
Balcony
$892
Suite
$1,226
From
US$671
Save 356
Per Person
View Trip
Cruise

8 Days (7 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departures: Jan 2026 to Mar 2027
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis (+4 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Early Payment Discount
Wave Offer
Exclusive Savings
Inside
-
Oceanview
$3,272
Balcony
-
Suite
$4,417
From
US$3,272
Save 7,065
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Departures: Jan 2028 to Jan 2028
Visit: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Princess Standard
Inside
$875
Oceanview
-
Balcony
$1,209
Suite
$1,950
From
US$875
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Mar 2026 to Jan 2027
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$973
Oceanview
$1,183
Balcony
$1,323
Suite
$4,130
From
US$973
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Apr 2027
Visit: USA, Jamaica, Colombia, Panama, Costa Rica, Belize, Mexico
Inside
$1,629
Oceanview
$1,909
Balcony
$2,673
Suite
$3,837
From
US$1,629
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 24 January 2027
Visit: USA, Mexico, Belize, Honduras, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Inside
$1,508
Oceanview
$1,758
Balcony
$2,008
Suite
$2,608
From
US$1,508
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Apr 2028
Visit: Colombia, Curacao, Aruba, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$838
Oceanview
$958
Balcony
$1,180
Suite
$1,408
From
US$838
Save 602
Per Person
View Trip
Results: 61-90 of 473

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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