Caribbean Cruises Starting In February 2026, 2027 and 2028

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517 Cruises (2,928 Cruise Departures)
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

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departures: Jan 2028 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,240
Balcony
$4,880
Suite
$10,020
From
US$4,240
Save 1,060
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Apr 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$674
Oceanview
$974
Balcony
$860
Suite
$1,349
From
US$674
Per Person
View Trip
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 15 February 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Dominica, Saint Lucia, Grenada, Barbados
Princess Standard
Inside
$599
Oceanview
$752
Balcony
$1,231
Suite
$1,630
From
US$599
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Dec 2026 to Feb 2027
Visit: USA, Honduras, Belize, Mexico, Turks and Caicos Islands, Dominican Republic, Bahamas
Princess Standard
Sanctuary Collection
Inside
$1,376
Oceanview
$1,738
Balcony
$1,898
Suite
$2,526
From
US$1,376
Per Person
View Trip
Cruise
 (1)

21 Days (20 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 25 February 2026
Visit: USA, Bahamas, Virgin Islands, Dominica (+5 more), Barbados, Martinique, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Princess Standard
Inside
$2,548
Oceanview
-
Balcony
$4,003
Suite
$10,215
From
US$2,548
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 February 2027
Visit: USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Virgin Islands, Puerto Rico, Antigua and Barbuda, Guadeloupe, Dominican Republic
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,420
Suite
$8,540
From
US$7,420
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Mexico
Inside
$699
Oceanview
$789
Balcony
$989
Suite
$1,139
From
US$699
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Dec 2026 to Feb 2027
Visit: Barbados, Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$1,808
Oceanview
$2,075
Balcony
$2,657
Suite
$3,782
From
US$1,808
Save 71
Per Person
View Trip
Cruise

5 Days (4 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$354
Oceanview
$382
Balcony
$540
Suite
$832
From
US$354
Save 365
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 12 February 2026
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Inside
$1,188
Oceanview
$1,272
Balcony
$1,512
Suite
-
From
US$1,188
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 06 February 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Dominica, Antigua and Barbuda, Saint Martin
Upgrade Your Experience
Your World Inclusions
Exclusive Savings
Inside
$2,550
Oceanview
$2,831
Balcony
-
Suite
-
From
US$2,550
Save 3,448
Per Person
View Trip
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Feb 2027 to Apr 2028
Visit: USA, Haiti, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$503
Oceanview
$552
Balcony
$577
Suite
$904
From
US$503
Save 385
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
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

12 Days (11 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Mar 2026 to Dec 2027
Visit: USA, Cayman Islands, Colombia, Panama, Costa Rica, Belize, Mexico
Inside
$1,439
Oceanview
$1,749
Balcony
$2,905
Suite
$3,215
From
US$1,439
Per Person
View Trip
Cruise

17 Days (16 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla, Antigua and Barbuda, Guadeloupe
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$8,325
Suite
$9,600
From
US$8,325
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Feb 2027 to Apr 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$890
Oceanview
$1,009
Balcony
$1,132
Suite
$1,552
From
US$890
Save 512
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, Virgin Islands, Antigua and Barbuda
Exclusive Savings
Inside
$1,025
Oceanview
$1,102
Balcony
$1,491
Suite
$3,748
From
US$1,025
Save 1,336
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Jan 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Exclusive Savings
Inside
$979
Oceanview
$1,159
Balcony
$1,409
Suite
$1,819
From
US$979
Save 58
Per Person
View Trip
Cruise
 (2)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 07 February 2028
Visit: USA, Bonaire, Aruba, Curacao (+4 more), Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,330
Oceanview
$1,530
Balcony
$1,830
Suite
$5,756
From
US$1,330
Save 882
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Feb 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Inside
$1,239
Oceanview
$1,409
Balcony
$1,659
Suite
$2,332
From
US$1,239
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: May 2026 to Mar 2028
Visit: Colombia, Aruba, Curacao, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$739
Oceanview
$837
Balcony
$1,132
Suite
$1,223
From
US$739
Save 763
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Silversea
Departure: 12 February 2026
Visit: Barbados, Martinique, Saint Vincent, Dominica (+4 more), Saint Barthelemy, Virgin Islands, Antigua and Barbuda, Saint Martin
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,960
Balcony
$4,320
Suite
-
From
US$3,960
Save 2,640
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departures: Jan 2027 to Apr 2027
Visit: USA, Saint Martin, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
$1,202
Oceanview
$1,252
Balcony
$1,402
Suite
$3,768
From
US$1,202
Save 905
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

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$1,028
Oceanview
$1,207
Balcony
$1,468
Suite
$2,415
From
US$1,028
Save 644
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Jan 2028 to Feb 2028
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Antigua and Barbuda, Saint Martin
Princess Standard
Inside
$1,249
Oceanview
$1,649
Balcony
$1,749
Suite
$2,549
From
US$1,249
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Feb 2026 to Mar 2026
Visit: USA, Cayman Islands, Jamaica, Turks and Caicos Islands, Bahamas
Have It All Fare Option
Fare Saver
Inside
$549
Oceanview
$579
Balcony
$749
Suite
$1,334
From
US$549
Per Person
View Trip
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 February 2026
Visit: Puerto Rico, Aruba, Curacao, Bonaire (+4 more), Barbados, Guadeloupe, Saint Martin, Virgin Islands
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$5,495
Suite
$6,195
From
US$5,495
Per Person
View Trip
Results: 151-180 of 517

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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