Caribbean Cruises Starting In February 2027 and 2028

Filter Results
Departures
Duration
5 Days
55 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$100pp
$236,198pp
Countries
Show More...
Filter Results
418 Cruises (2,657 Cruise Departures)
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Mar 2026 to Mar 2027
Visit: USA, Honduras, Belize, Mexico
Princess Standard
Inside
$469
Oceanview
$649
Balcony
$554
Suite
$879
From
US$469
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic, Mexico
Exclusive Savings
Inside
$1,042
Oceanview
$1,232
Balcony
$1,532
Suite
$2,780
From
US$1,042
Save 58
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Bahamas, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Inside
$1,116
Oceanview
$1,466
Balcony
$1,746
Suite
$6,450
From
US$1,116
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departures: Dec 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$722
Oceanview
$818
Balcony
$992
Suite
$2,728
From
US$823
Save 552
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departure: 13 February 2028
Visit: USA, Belize, Honduras, Mexico (+4 more), Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Inside
$1,718
Oceanview
-
Balcony
$2,403
Suite
$3,640
From
US$1,718
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 24 February 2028
Visit: USA, Aruba, Bonaire, Curacao, Dominican Republic, Jamaica
Inside
$1,699
Oceanview
$1,889
Balcony
$2,306
Suite
$6,545
From
US$1,699
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departure: 27 February 2027
Visit: Martinique, Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica
Inside
$1,098
Oceanview
$1,205
Balcony
$1,478
Suite
$1,998
From
US$1,098
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 20 February 2028
Visit: Puerto Rico, Virgin Islands, Bonaire, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$834
Oceanview
$884
Balcony
$1,534
Suite
$1,779
From
US$834
Save 460
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 05 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Inside
$1,259
Oceanview
$1,459
Balcony
$1,709
Suite
$2,536
From
US$1,259
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Feb 2027 to Mar 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Fare Saver
Inside
$944
Oceanview
$1,094
Balcony
$1,294
Suite
$1,599
From
US$944
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Apr 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$1,265
Oceanview
$1,791
Balcony
$2,081
Suite
$3,498
From
US$1,265
Save 66
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 20 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada, Barbados
Princess Standard
Inside
$919
Oceanview
$1,056
Balcony
$1,454
Suite
$1,749
From
US$919
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$374
Oceanview
$408
Balcony
$438
Suite
$848
From
US$374
Save 674
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Apr 2028
Visit: Colombia, Curacao, Aruba, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$868
Oceanview
$998
Balcony
$1,408
Suite
$1,512
From
US$868
Save 627
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departure: 26 February 2028
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,130
Oceanview
$1,230
Balcony
$1,355
Suite
$2,880
From
US$1,130
Save 661
Per Person
View Trip
Cruise

7 Days (6 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departure: 04 February 2028
Visit: USA, Mexico, Belize
Bonus Onboard Credit
Exclusive Savings
Inside
$666
Oceanview
$786
Balcony
$966
Suite
$1,816
From
US$666
Save 381
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Jan 2027 to Feb 2027
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Princess Standard
Inside
$719
Oceanview
$789
Balcony
$1,154
Suite
$1,599
From
US$719
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
$779
Oceanview
$850
Balcony
$1,013
Suite
$3,232
From
US$779
Save 644
Per Person
View Trip
Cruise

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Silversea
Departure: 06 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+7 more), Montserrat, Guadeloupe, Dominica, Martinique, Saint Lucia, Grenada, Barbados
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,800
Balcony
$6,900
Suite
$10,000
From
US$5,800
Save 1,500
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 25 February 2027
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$902
Oceanview
$1,102
Balcony
$1,595
Suite
$2,669
From
US$902
Save 464
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands, Bahamas
Fare Saver
Inside
$644
Oceanview
$744
Balcony
$994
Suite
$1,499
From
US$644
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 28 February 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Grenada
Bonus Onboard Credit
Exclusive Savings
Inside
$799
Oceanview
$929
Balcony
$2,099
Suite
$2,251
From
US$799
Save 448
Per Person
View Trip
Cruise
 (2)

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$504
Oceanview
$709
Balcony
$719
Suite
$954
From
US$504
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Mar 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$779
Oceanview
$899
Balcony
$1,019
Suite
$1,309
From
US$779
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departures: Dec 2026 to Mar 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$959
Oceanview
$1,155
Balcony
$1,273
Suite
$3,549
From
US$1,122
Save 853
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
$1,769
Oceanview
$2,019
Balcony
$3,197
Suite
$4,370
From
US$1,769
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Oct 2026 to Feb 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$619
Oceanview
-
Balcony
$924
Suite
$1,169
From
US$619
Per Person
View Trip
Cruise

11 Days (10 Nights) San Juan to Miami
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 22 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Dominica (+4 more), Martinique, Antigua and Barbuda, Saint Kitts and Nevis, USA
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,600
Balcony
$5,200
Suite
$9,900
From
US$4,600
Save 1,500
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint Thomas
Cruise Line: Emerald Cruises
Departures: Jan 2027 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda, Saint Barthelemy
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$5,142
Balcony
-
Suite
$6,499
From
US$5,142
Save 1,291
Per Person
View Trip
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departure: 13 February 2028
Visit: Guadeloupe, Dominica, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Martinique
Inside
$1,202
Oceanview
$1,482
Balcony
$1,612
Suite
$2,860
From
US$1,202
Per Person
View Trip
Results: 241-270 of 418

No trips found. Try adjusting the search filters.

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 Buenos Aires to Santiago Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale 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 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 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 Panama City to Miami Cruises from Paris to Paris Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Bridgetown 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 Buenos Aires 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 Barcelona Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Francisco to San Francisco 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 Seattle Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle Cruises from Venice to Barcelona Cruises from Venice to Rome

Country Routes

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