Caribbean Cruises Starting In February 2027 and 2028

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409 Cruises (2,480 Cruise Departures)
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Jun 2026 to Apr 2028
Visit: USA, Cayman Islands, Bahamas
Inside
$595
Oceanview
$695
Balcony
$895
Suite
$2,875
From
US$595
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) San Juan to Manaus
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 06 February 2028
Visit: Puerto Rico, Montserrat, Barbados, French Guiana, Brazil
Inside
-
Oceanview
-
Balcony
-
Suite
$8,120
From
US$8,120
Per Person
View Trip
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Sanctuary Collection
Inside
$754
Oceanview
$924
Balcony
$1,074
Suite
$1,519
From
US$754
Per Person
View Trip
Cruise
 (2)

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
Princess Premier
Inside
$1,199
Oceanview
$1,599
Balcony
$1,699
Suite
$2,549
From
US$1,199
Per Person
View Trip
New ReleaseCruise
 (3)

19 Days (18 Nights) San Jose to Bridgetown
Cruise Line: Emerald Cruises
Departure: 22 February 2028
Visit: Costa Rica, Panama, Colombia, Aruba (+5 more), Curacao, Bonaire, Grenada, Saint Vincent, Barbados
Inside
-
Oceanview
$19,240
Balcony
-
Suite
-
From
US$19,240
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Oosterdam
Departures: Feb 2028 to Mar 2028
Visit: USA, Curacao, Bonaire, Aruba (+5 more), Bahamas, Colombia, Panama, Costa Rica, Cayman Islands
Book Early & Have It All Fare Option
Inside
-
Oceanview
-
Balcony
$5,426
Suite
-
From
US$5,426
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 13 February 2027
Visit: Puerto Rico, Dominican Republic, Turks and Caicos Islands
Inside
$1,323
Oceanview
$1,533
Balcony
$1,736
Suite
$5,110
From
US$1,323
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 20 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,893
Oceanview
$2,093
Balcony
$2,778
Suite
$3,398
From
US$1,893
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 February 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$1,743
Oceanview
-
Balcony
$2,038
Suite
$3,378
From
US$1,743
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 13 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Martinique, Grenada
Princess Standard
Inside
$1,793
Oceanview
$2,103
Balcony
$2,778
Suite
$3,658
From
US$1,793
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: Jan 2028 to Apr 2028
Visit: Panama, Colombia, Curacao, Aruba
Bonus Onboard Credit
Exclusive Savings
Inside
$886
Oceanview
$996
Balcony
$1,399
Suite
$1,423
From
US$886
Save 567
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Jun 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$699
Oceanview
$879
Balcony
$949
Suite
$1,149
From
US$699
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Apr 2027
Visit: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
Inside
$973
Oceanview
$1,183
Balcony
$1,393
Suite
$3,703
From
US$973
Per Person
View Trip
Cruise
 (5)

36 Days (35 Nights) Buenos Aires to Miami
Cruise Line: Azamara Cruises
Departure: 16 February 2028
Visit: Argentina, Uruguay, Brazil, French Guiana (+9 more), Trinidad and Tobago, Barbados, Grenada, Saint Lucia, Martinique, Dominica, Saint Martin, Virgin Islands, USA
Azamara Always Included
Inside
$12,129
Oceanview
$13,829
Balcony
$16,729
Suite
$24,219
From
US$12,129
Per Person
View Trip
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 28 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$699
Oceanview
$879
Balcony
$1,174
Suite
$1,498
From
US$699
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 13 February 2028
Visit: USA, Jamaica, Colombia, Panama (+7 more), Costa Rica, Honduras, Belize, Aruba, Bonaire, Curacao, Dominican Republic
Inside
$2,841
Oceanview
-
Balcony
$3,931
Suite
-
From
US$2,841
Per Person
View Trip
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 21 February 2027
Visit: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$1,489
Oceanview
$1,619
Balcony
$2,139
Suite
$3,138
From
US$1,489
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, Puerto Rico, Dominican Republic (+4 more), Turks and Caicos Islands, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$1,343
Oceanview
$1,950
Balcony
$1,851
Suite
$2,708
From
US$1,343
Per Person
View Trip
Cruise
 (9)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 07 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Barbados
Princess Standard
Inside
$799
Oceanview
$849
Balcony
$1,414
Suite
$1,679
From
US$799
Per Person
View Trip
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Mar 2027 to Apr 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Princess Standard
Princess Premier
Inside
$1,009
Oceanview
$1,409
Balcony
$1,384
Suite
$1,954
From
US$1,009
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 06 February 2027
Visit: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
-
Oceanview
-
Balcony
$1,473
Suite
-
From
US$1,473
Per Person
View Trip
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 28 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Mexico, Honduras, Belize
Princess Standard
Sanctuary Collection
Inside
$1,380
Oceanview
$1,650
Balcony
$2,140
Suite
$3,069
From
US$1,380
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, Mexico, Dominican Republic
Inside
$776
Oceanview
$1,016
Balcony
$1,396
Suite
$2,960
From
US$776
Per Person
View Trip
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Oosterdam
Departures: Feb 2028 to Mar 2028
Visit: USA, Curacao, Bonaire, Aruba, Bahamas
Book Early & Have It All Fare Option
Inside
-
Oceanview
-
Balcony
$2,373
Suite
$15,134
From
US$2,373
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 14 February 2027
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Kitts and Nevis, Saint Martin
Inside
$1,419
Oceanview
$1,539
Balcony
$1,789
Suite
$2,519
From
US$1,419
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,518
Oceanview
$1,708
Balcony
$2,218
Suite
$2,878
From
US$1,518
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$684
Oceanview
$949
Balcony
$934
Suite
$1,370
From
US$684
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
Inside
$879
Oceanview
$979
Balcony
$1,409
Suite
$1,509
From
US$879
Per Person
View Trip
Cruise
 (9)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Departures: Jan 2027 to Mar 2028
Visit: Barbados, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,089
Oceanview
$1,304
Balcony
$1,674
Suite
$1,799
From
US$1,089
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
$514
Oceanview
$789
Balcony
$719
Suite
$864
From
US$514
Per Person
View Trip
Results: 151-180 of 409

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Routes

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 London 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 Barcelona Cruises from London to Fort Lauderdale Cruises from London to Reykjavik Cruises from London to Rome 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 Miami 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 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 USA Cruises from Portugal to France 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 Canada Cruises from England to Germany Cruises from Singapore to China Cruises from Brazil to Portugal Cruises from Dominican Republic to USA Cruises from France to Iceland Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Canada to England 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 Italy Cruises from England to Spain 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