Caribbean Cruises Starting In January 2027 and 2028

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473 Cruises (2,777 Cruise Departures)
Cruise
 (4)

10 Days (9 Nights) Miami to Panama City
Cruise Line: Azamara Cruises
Departure: 05 January 2028
Visit: USA, Mexico, Belize, Honduras, Costa Rica, Panama
Azamara Always Included
Exclusive Savings
Inside
$3,371
Oceanview
$3,914
Balcony
$4,690
Suite
$6,592
From
US$3,371
Save 68
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 14 January 2027
Visit: USA, Curacao, Aruba, Jamaica, Cayman Islands, Mexico
Bonus Onboard Credit
Inside
$969
Oceanview
$1,079
Balcony
$1,309
Suite
$5,197
From
US$969
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Mar 2027
Visit: USA, Saint Martin, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
$1,247
Oceanview
$1,297
Balcony
$1,447
Suite
$3,705
From
US$1,247
Save 904
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Departures: Jan 2026 to Mar 2026
Visit: USA, Virgin Islands, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,230
Suite
$4,770
From
US$4,230
Per Person
View Trip
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Jan 2026 to Mar 2026
Visit: USA, Aruba, Curacao, Bahamas
Have It All Fare Option
Fare Saver
Inside
$699
Oceanview
$999
Balcony
$1,399
Suite
$2,904
From
US$699
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
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$732
Oceanview
$792
Balcony
$1,332
Suite
$1,462
From
US$732
Save 435
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

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departures: Jan 2027 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$809
Oceanview
$859
Balcony
$1,034
Suite
$2,516
From
US$809
Save 743
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 27 January 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Guadeloupe
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,240
Suite
$9,380
From
US$6,240
Save 1,560
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Mar 2027
Visit: USA, Saint Martin, Virgin Islands, Dominican Republic
Bonus Onboard Credit
Exclusive Savings
Inside
$867
Oceanview
$956
Balcony
$989
Suite
$1,780
From
US$867
Save 579
Per Person
View Trip
Cruise

14 Days (13 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 02 January 2028
Visit: USA, Saint Martin, Virgin Islands, Dominican Republic, Bahamas, Turks and Caicos Islands
Bonus Onboard Credit
Inside
$1,179
Oceanview
$1,459
Balcony
$1,759
Suite
$2,659
From
US$1,179
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

13 Days (12 Nights) New York to New York
Cruise Line: Royal Caribbean
Departure: 24 January 2028
Visit: USA, Saint Kitts and Nevis, Antigua and Barbuda, Barbados, Saint Lucia, Saint Martin
Bonus Onboard Credit
Exclusive Savings
Inside
$1,655
Oceanview
$1,876
Balcony
$2,045
Suite
$4,330
From
US$1,655
Save 782
Per Person
View Trip
Cruise

13 Days (12 Nights) Baltimore to Baltimore
Cruise Line: Royal Caribbean
Departures: Jan 2026 to Apr 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Martinique, Dominica, Sint Maarten
Exclusive Savings
Inside
$1,395
Oceanview
$1,753
Balcony
-
Suite
$3,732
From
US$1,395
Save 797
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 22 January 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$717
Oceanview
$780
Balcony
$924
Suite
$1,335
From
US$717
Save 317
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Departures: Mar 2026 to Apr 2028
Visit: Barbados, Grenada, Saint Vincent
Early Payment Discount
Wave Offer
Exclusive Savings
Inside
-
Oceanview
$3,678
Balcony
-
Suite
$5,036
From
US$3,678
Save 18,289
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 26 January 2026
Visit: Barbados, Saint Lucia, Martinique, Saint Barthelemy, Dominica, Grenada, Saint Vincent
All-Inclusive Fare
Inside
-
Oceanview
-
Balcony
$7,300
Suite
-
From
US$7,300
Per Person
View Trip
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 15 January 2027
Visit: Barbados, Saint Vincent, Grenada, Aruba (+4 more), Curacao, Bonaire, Martinique, Saint Lucia
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,720
Balcony
$5,280
Suite
$4,800
From
US$4,720
Save 1,180
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Bahamas, Dominican Republic, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$965
Oceanview
$1,075
Balcony
$1,115
Suite
$2,255
From
US$965
Save 718
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 22 January 2028
Visit: Puerto Rico, Saint Barthelemy, Virgin Islands, Dominican Republic, Bahamas, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,520
From
US$3,915
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 15 January 2028
Visit: USA, Bahamas, Cayman Islands, Jamaica, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,160
Oceanview
$1,300
Balcony
$1,540
Suite
$2,220
From
US$1,160
Save 563
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Jan 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas
Bonus Onboard Credit
Free Balcony Upgrade
Inside
$688
Oceanview
$947
Balcony
$958
Suite
$1,368
From
US$688
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departures: Jan 2028 to Mar 2028
Visit: USA, Bahamas, Mexico
Exclusive Savings
Inside
$592
Oceanview
$642
Balcony
$922
Suite
$2,497
From
US$592
Save 472
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 17 January 2027
Visit: Puerto Rico, Bonaire, Curacao, Virgin Islands
Inside
$1,229
Oceanview
$1,359
Balcony
$1,619
Suite
$2,283
From
US$1,229
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, Saint Lucia, Barbados, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$1,439
Oceanview
$1,660
Balcony
$1,843
Suite
$4,003
From
US$1,439
Save 714
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2026 to Apr 2027
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$689
Oceanview
$884
Balcony
$1,065
Suite
$2,840
From
US$689
Save 845
Per Person
View Trip
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Departures: Jan 2026 to Mar 2026
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,655
Suite
$7,092
From
US$4,655
Save 92
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Exclusive Savings
Inside
$1,249
Oceanview
$1,349
Balcony
$1,639
Suite
$2,332
From
US$1,249
Save 55
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
$1,326
Oceanview
$1,422
Balcony
$1,717
Suite
$4,053
From
US$1,326
Save 1,086
Per Person
View Trip
Results: 301-330 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