Caribbean Cruises Starting In January 2027 and 2028

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473 Cruises (2,777 Cruise Departures)
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 10 January 2027
Visit: USA, Bahamas, Honduras, Mexico, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Inside
$1,598
Oceanview
$1,788
Balcony
$1,832
Suite
$2,458
From
US$1,598
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 31 January 2027
Visit: USA, Bahamas, Turks and Caicos Islands, Curacao, Aruba, Bonaire
Princess Standard
Inside
$2,458
Oceanview
-
Balcony
$2,810
Suite
$3,903
From
US$2,458
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 11 January 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,935
Suite
$5,565
From
US$4,935
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Jan 2028 to Mar 2028
Visit: USA, Saint Martin, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
$932
Oceanview
$1,032
Balcony
$1,352
Suite
$3,278
From
US$932
Save 682
Per Person
View Trip
Cruise
 (2)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 31 January 2026
Visit: USA, Sint Maarten, Antigua and Barbuda, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$988
Oceanview
-
Balcony
$2,008
Suite
-
From
US$988
Save 702
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Mar 2027
Visit: USA, Jamaica, Haiti, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$745
Oceanview
$801
Balcony
$965
Suite
$1,534
From
US$745
Save 433
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 08 January 2028
Visit: USA, Mexico, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$880
Oceanview
$990
Balcony
$1,199
Suite
$1,739
From
US$880
Save 448
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Departures: Jan 2027 to Jan 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
Inside
$1,099
Oceanview
$1,349
Balcony
$1,719
Suite
$2,083
From
US$1,099
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: Jan 2026 to Feb 2027
Visit: Panama, Colombia, Aruba, Bonaire
Bonus Onboard Credit
Exclusive Savings
Inside
$773
Oceanview
$883
Balcony
$1,230
Suite
$1,283
From
US$773
Save 636
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: May 2026 to Apr 2028
Visit: Panama, Colombia, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$625
Oceanview
$738
Balcony
$1,060
Suite
$1,120
From
US$625
Save 631
Per Person
View Trip
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$558
Oceanview
$659
Balcony
$839
Suite
$1,201
From
US$558
Save 536
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Philipsburg to Philipsburg
Cruise Line: Emerald Cruises
Departures: Nov 2027 to Apr 2028
Visit: Sint Maarten, Saint Kitts and Nevis, Anguilla, Virgin Islands, Saint Barthelemy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$4,615
Balcony
-
Suite
$6,313
From
US$4,615
Save 7,132
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 31 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+4 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda
Princess Standard
Inside
$1,900
Oceanview
$2,301
Balcony
$2,826
Suite
$3,439
From
US$1,900
Per Person
View Trip
Cruise

15 Days (14 Nights) Saint John's to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Nov 2027 to Mar 2028
Visit: Antigua and Barbuda, Saint Kitts and Nevis, Guadeloupe, Saint Barthelemy (+4 more), Virgin Islands, Puerto Rico, Sint Maarten, Montserrat
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
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Departures: Dec 2026 to Feb 2027
Visit: Martinique, Saint Vincent, Saint Lucia, Guadeloupe
Inside
-
Oceanview
-
Balcony
$5,060
Suite
$7,560
From
US$5,060
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Saint Martin, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$934
Oceanview
$1,044
Balcony
$1,026
Suite
$2,339
From
US$934
Save 741
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Departures: Oct 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$925
Oceanview
$1,125
Balcony
$1,450
Suite
$1,650
From
US$925
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 09 January 2028
Visit: USA, Bahamas, Mexico
Exclusive Savings
Inside
$942
Oceanview
$1,022
Balcony
$1,322
Suite
$3,102
From
US$942
Save 634
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Jan 2027 to Apr 2028
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$862
Oceanview
$929
Balcony
$1,129
Suite
$2,374
From
US$862
Save 935
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Nov 2026 to Mar 2027
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Bonus Onboard Credit
Inside
$598
Oceanview
$818
Balcony
$928
Suite
$2,771
From
US$598
Per Person
View Trip
New ReleaseCruise

7 Days (6 Nights) Saint Thomas to San Juan
Cruise Line: Emerald Cruises
Departure: 03 January 2027
Visit: Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Wave Offer
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$4,679
From
US$4,679
Save 7,311
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 09 January 2027
Visit: USA, Aruba, Bonaire, Curacao, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$1,658
Oceanview
-
Balcony
$2,183
Suite
$3,098
From
US$1,658
Per Person
View Trip
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Jan 2027 to Feb 2027
Visit: USA, Bonaire, Curacao, Aruba, Bahamas
Fare Saver
Inside
$1,114
Oceanview
$1,214
Balcony
$1,514
Suite
$3,159
From
US$1,114
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Saint Thomas to Saint Thomas
Cruise Line: Emerald Cruises
Departures: Dec 2026 to Mar 2027
Visit: Virgin Islands, Anguilla, Saint Martin, Saint Barthelemy
Early Payment Discount
Wave Offer
Exclusive Savings
Inside
-
Oceanview
$3,709
Balcony
-
Suite
$5,309
From
US$3,709
Save 6,487
Per Person
View Trip
Cruise

17 Days (16 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 04 January 2027
Visit: Puerto Rico, Saint Martin, Antigua and Barbuda, Montserrat, Virgin Islands, USA, Dominican Republic
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,385
Suite
$8,330
From
US$7,385
Per Person
View Trip
Cruise
 (13)

13 Days (12 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Jan 2026 to Nov 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Sint Maarten, Virgin Islands
Inside
$799
Oceanview
$899
Balcony
$1,199
Suite
$3,299
From
US$799
Per Person
View Trip
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Jan 2027 to Mar 2027
Visit: USA, Mexico, Honduras, Belize, Bahamas
Inside
$952
Oceanview
$1,192
Balcony
$1,432
Suite
$3,800
From
US$952
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Mar 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$933
Oceanview
$1,083
Balcony
$1,205
Suite
$1,505
From
US$933
Save 528
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 30 January 2028
Visit: USA, Dominican Republic, Virgin Islands, Anguilla, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,415
From
US$3,915
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Panama City to Miami
Cruise Line: Oceania Cruises
Departure: 27 January 2026
Visit: Panama, Colombia, Bonaire, Curacao, Aruba, Jamaica, USA
Your World Inclusions
Exclusive Savings
Inside
$3,239
Oceanview
$3,724
Balcony
-
Suite
-
From
US$3,239
Save 3,359
Per Person
View Trip
Results: 31-60 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