Caribbean Cruises Starting In January 2027 and 2028

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122 Days
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473 Cruises (2,777 Cruise Departures)
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

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2027 to Feb 2028
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$946
Oceanview
$1,026
Balcony
$1,326
Suite
$3,106
From
US$946
Save 695
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2027 to Apr 2028
Visit: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$638
Oceanview
$688
Balcony
$713
Suite
$1,752
From
US$638
Save 555
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Dec 2026 to Feb 2027
Visit: USA, Virgin Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$924
Oceanview
$902
Balcony
$994
Suite
$1,968
From
US$902
Save 509
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 05 January 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,180
Suite
$9,990
From
US$5,180
Save 2,220
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Departure: 02 January 2027
Visit: Barbados, Saint Lucia, Curacao, Aruba, Bonaire
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,012
Suite
$8,343
From
US$4,012
Save 67
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 29 January 2028
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic, Bahamas, Turks and Caicos Islands
Bonus Onboard Credit
Inside
$1,243
Oceanview
$1,523
Balcony
$1,833
Suite
$2,780
From
US$1,243
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

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Nov 2026 to Feb 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands (+4 more), Bahamas, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$964
Oceanview
$1,354
Balcony
$1,804
Suite
$3,109
From
US$964
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Sep 2026 to Apr 2028
Visit: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$821
Oceanview
$921
Balcony
$1,196
Suite
$2,943
From
US$821
Save 1,021
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

22 Days (21 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 15 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+8 more), Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda, Dominica, Curacao, Bonaire
All-Inclusive Fare
Inside
-
Oceanview
$8,100
Balcony
$9,300
Suite
$17,000
From
US$8,100
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 10 January 2027
Visit: USA, Bahamas, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$741
Oceanview
$841
Balcony
$1,003
Suite
$1,733
From
US$741
Save 417
Per Person
View Trip
Cruise

14 Days (13 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 07 January 2027
Visit: USA, Cayman Islands, Jamaica, Aruba (+4 more), Curacao, Grenada, Guadeloupe, Virgin Islands
Your World Inclusions
Black Friday Sale + Your World Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,783
Suite
$7,790
From
US$4,783
Save 5,015
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Bridgetown
Cruise Line: Regent Seven Seas
Departure: 05 January 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Saint Martin (+5 more), Guadeloupe, Dominica, Martinique, Saint Lucia, Barbados
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,291
Suite
$6,928
From
US$6,291
Save 12,507
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departure: 30 January 2028
Visit: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$618
Oceanview
$668
Balcony
$948
Suite
$2,523
From
US$618
Save 454
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Nov 2026 to Feb 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$644
Oceanview
$744
Balcony
$994
Suite
$1,644
From
US$644
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

10 Days (9 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 27 January 2027
Visit: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis
Your World Inclusions
Black Friday Sale + Your World Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,709
Suite
$5,358
From
US$3,709
Save 3,889
Per Person
View Trip
Cruise

10 Days (9 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departure: 03 January 2027
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico
Exclusive Savings
Inside
$957
Oceanview
$1,037
Balcony
$1,409
Suite
$4,197
From
US$957
Save 586
Per Person
View Trip
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands (+4 more), USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,210
Suite
$8,295
From
US$7,210
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) 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

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 24 January 2027
Visit: USA, Mexico, Bahamas
Exclusive Savings
Inside
$868
Oceanview
$959
Balcony
$893
Suite
$2,273
From
US$868
Save 604
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departure: 31 January 2026
Visit: USA, Belize, Honduras, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$2,577
From
US$2,577
Save 72
Per Person
View Trip
Cruise

12 Days (11 Nights) New York to New York
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Jan 2028
Visit: USA, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,431
Oceanview
$1,650
Balcony
$1,810
Suite
$3,739
From
US$1,431
Save 696
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

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Jan 2028 to Mar 2028
Visit: USA, Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,613
Oceanview
$1,713
Balcony
$1,913
Suite
$5,426
From
US$1,613
Save 1,062
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,130
Suite
$4,760
From
US$4,130
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
Results: 361-390 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