Caribbean Cruises Starting In February 2026, 2027 and 2028

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536 Cruises (2,839 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
Princess Plus
Sanctuary Collection
Inside
$900
Oceanview
$1,100
Balcony
$1,400
Suite
$1,550
From
US$900
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Bahamas, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$805
Oceanview
$911
Balcony
$940
Suite
$1,829
From
US$805
Save 565
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 19 February 2028
Visit: Puerto Rico, Saint Martin, Guadeloupe, Anguilla, Bahamas, USA
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,850
Suite
$4,690
From
US$3,850
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$5,360
Suite
$5,850
From
US$5,360
Per Person
View Trip
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Silversea
Departures: Jan 2026 to Feb 2026
Visit: Saint Martin, Virgin Islands, Saint Barthelemy, Dominica (+4 more), Grenada, Martinique, Saint Vincent, Barbados
Last Minute Fare
Inside
-
Oceanview
$3,400
Balcony
$3,700
Suite
$12,000
From
US$3,400
Per Person
View Trip
New ReleaseCruise

22 Days (21 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departures: Jan 2028 to Feb 2028
Visit: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+7 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin, Virgin Islands, Bonaire
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$17,488
Balcony
-
Suite
$22,581
From
US$17,488
Save 18,482
Per Person
View Trip
Cruise

13 Days (12 Nights) Baltimore to Baltimore
Cruise Line: Royal Caribbean
Departures: Feb 2026 to Apr 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Martinique, Dominica, Sint Maarten
Exclusive Savings
Inside
$1,203
Oceanview
$1,363
Balcony
$2,868
Suite
$5,653
From
US$1,203
Save 601
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
$619
Oceanview
$747
Balcony
$890
Suite
$1,201
From
US$619
Save 558
Per Person
View Trip
Cruise

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: Jan 2026 to Mar 2026
Visit: Colombia, Bonaire, Aruba, Panama
Exclusive Savings
Inside
$1,209
Oceanview
$1,160
Balcony
$1,250
Suite
$1,364
From
US$1,209
Save 3,042
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
$1,741
From
US$666
Save 381
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Dec 2025 to Oct 2027
Visit: USA, Bahamas, Dominican Republic
Inside
$259
Oceanview
$369
Balcony
$539
Suite
$1,481
From
US$259
Per Person
View Trip
Cruise

10 Days (9 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departure: 07 February 2026
Visit: USA, Mexico, Jamaica, Cayman Islands
Exclusive Savings
Inside
$893
Oceanview
-
Balcony
$1,782
Suite
-
From
US$893
Save 467
Per Person
View Trip
New ReleaseCruise

15 Days (14 Nights) Bridgetown to Philipsburg
Cruise Line: Emerald Cruises
Departures: Nov 2027 to Apr 2028
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin, Bonaire, Virgin Islands
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$11,169
Balcony
-
Suite
$14,564
From
US$11,169
Save 12,326
Per Person
View Trip
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Dec 2026 to Apr 2027
Visit: USA, Haiti, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$540
Oceanview
$600
Balcony
$783
Suite
$912
From
US$540
Save 330
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Nov 2027 to Feb 2028
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,850
Suite
$4,690
From
US$3,850
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 27 February 2027
Visit: USA, Belize, Honduras, Mexico, Turks and Caicos Islands, Dominican Republic, Bahamas
Princess Standard
Sanctuary Collection
Inside
$1,541
Oceanview
$1,941
Balcony
$2,541
Suite
$3,201
From
US$1,541
Per Person
View Trip
Cruise

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Regent Seven Seas
Departure: 24 February 2028
Visit: Barbados, Saint Lucia, Martinique, Dominica (+4 more), Guadeloupe, Saint Barthelemy, Saint Martin, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,699
Suite
$6,287
From
US$5,699
Save 10,899
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Departure: 07 February 2026
Visit: Barbados, Saint Kitts and Nevis, Martinique, Guadeloupe, Dominica, Saint Lucia
Black Friday Sail
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,229
Suite
$11,771
From
US$5,229
Save 94
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 February 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+5 more), Puerto Rico, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Turks and Caicos Islands
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$8,610
Suite
$10,010
From
US$8,610
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Dec 2025 to Mar 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Virgin Islands
Have It All Fare Option
Inside
$1,219
Oceanview
$1,484
Balcony
$1,559
Suite
$2,634
From
US$1,219
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Feb 2028 to Mar 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$1,395
Oceanview
$1,515
Balcony
$1,635
Suite
$3,135
From
US$1,395
Save 938
Per Person
View Trip
Cruise

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Feb 2028
Visit: USA, Mexico
Exclusive Savings
Inside
$739
Oceanview
$839
Balcony
$1,109
Suite
$1,992
From
US$739
Save 25
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departures: Nov 2027 to Mar 2028
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$612
Oceanview
$572
Balcony
$827
Suite
$2,302
From
US$572
Save 608
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Dec 2026 to Feb 2027
Visit: Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis, Barbados
Inside
$1,468
Oceanview
$1,768
Balcony
$2,599
Suite
$3,685
From
US$1,468
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 05 February 2028
Visit: Puerto Rico, Saint Barthelemy, Virgin Islands, Bahamas, USA
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$4,125
Suite
$5,025
From
US$4,125
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Jan 2027 to Feb 2027
Visit: Barbados, Martinique, Antigua and Barbuda, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis
Inside
$1,488
Oceanview
$1,808
Balcony
$2,676
Suite
$3,821
From
US$1,488
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: Dec 2025 to Feb 2026
Visit: USA, Bahamas, Mexico
Exclusive Savings
Inside
$565
Oceanview
$807
Balcony
$702
Suite
$1,869
From
US$565
Save 838
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
$1,453
Oceanview
$1,651
Balcony
$1,971
Suite
$2,701
From
US$1,453
Per Person
View Trip
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Dec 2026 to Mar 2027
Visit: Dominican Republic, Virgin Islands, Saint Martin, Saint Kitts and Nevis
Inside
$630
Oceanview
$848
Balcony
$1,298
Suite
$1,858
From
US$630
Per Person
View Trip
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Ship: MSC Virtuosa
Departures: Dec 2025 to Mar 2026
Visit: Guadeloupe, Virgin Islands, Sint Maarten, Saint Kitts and Nevis, Antigua and Barbuda, Martinique
Inside
$742
Oceanview
$1,042
Balcony
$1,062
Suite
$2,065
From
US$742
Per Person
View Trip
Results: 421-450 of 536

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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 Buenos Aires to Santiago Cruises from Cape Liberty to Cape Liberty 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 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 Panama City to Miami 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 Diego to Fort Lauderdale Cruises from San Diego to Vancouver Cruises from San Diego to San Diego Cruises from San Juan to Bridgetown Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Santiago to Buenos Aires 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 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 Barbados 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 France to USA 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 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