Caribbean Cruises Starting In January 2027 and 2028

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482 Cruises (2,750 Cruise Departures)
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departure: 10 January 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Inside
$839
Oceanview
-
Balcony
$1,189
Suite
$1,309
From
US$839
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 03 January 2027
Visit: Puerto Rico, Virgin Islands, Aruba, Curacao
Inside
$1,719
Oceanview
$1,779
Balcony
$1,837
Suite
$2,012
From
US$1,719
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: Virgin Voyages
Ship: Scarlet Lady
Departures: Jan 2028 to Mar 2028
Visit: Puerto Rico, Aruba, Saint Lucia, Antigua and Barbuda, Saint Martin
Limited Time Offer
Inside
$763
Oceanview
$903
Balcony
$1,253
Suite
$3,850
From
US$763
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Silversea
Ship: Silver Nova
Departure: 06 January 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy (+5 more), Saint Kitts and Nevis, Aruba, Curacao, Bonaire, Barbados
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,700
Suite
$12,300
From
US$8,700
Save 2,500
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

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

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
 (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

17 Days (16 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 January 2027
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+7 more), Saint Kitts and Nevis, Puerto Rico, Saint Martin, Guadeloupe, Grenada, Saint Lucia, Dominican Republic
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$10,080
From
US$10,080
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
 (3)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 26 January 2028
Visit: USA, Aruba, Curacao, Bonaire (+4 more), Grenada, Saint Lucia, Saint Barthelemy, Virgin Islands
Your World Included Credit
Exclusive Savings
Inside
$7,399
Oceanview
$9,436
Balcony
$11,085
Suite
$15,547
From
US$7,399
Save 199
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
$753
Oceanview
$863
Balcony
$1,095
Suite
$1,541
From
US$753
Save 378
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Departure: 03 January 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
Inside
$999
Oceanview
$1,099
Balcony
$1,489
Suite
$1,899
From
US$999
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 22 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin
Inside
$1,259
Oceanview
$1,459
Balcony
$1,709
Suite
$2,536
From
US$1,259
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

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 03 January 2028
Visit: Puerto Rico, Bonaire, Curacao, Aruba
Bonus Onboard Credit
Exclusive Savings
Inside
$709
Oceanview
$759
Balcony
$1,409
Suite
$1,604
From
US$709
Save 422
Per Person
View Trip
Cruise

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Apr 2026 to Mar 2027
Visit: USA, Sint Maarten, Antigua and Barbuda, Saint Lucia, Barbados, Dominica, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,543
Oceanview
$1,866
Balcony
$2,281
Suite
$5,047
From
US$1,619
Save 1,410
Per Person
View Trip
Cruise

19 Days (18 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 11 January 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands (+4 more), Jamaica, Guatemala, Honduras, Belize
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$7,840
From
US$7,840
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
$1,393
Oceanview
$1,475
Balcony
$1,713
Suite
$4,867
From
US$1,428
Save 855
Per Person
View Trip
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Nov 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
$13,224
Balcony
-
Suite
-
From
US$13,224
Save 386
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 17 January 2028
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Saint Barthelemy, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,504
Suite
$10,896
From
US$10,504
Save 10,894
Per Person
View Trip
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Oct 2026 to Jan 2027
Visit: USA, Curacao, Colombia, Panama, Costa Rica, Bahamas
Princess Standard
Inside
$995
Oceanview
$1,085
Balcony
$1,630
Suite
$2,432
From
US$995
Per Person
View Trip
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Marigot
Cruise Line: Ponant
Ship: Le Ponant
Departures: Apr 2026 to Jan 2027
Visit: Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin
Inside
-
Oceanview
$8,220
Balcony
$11,650
Suite
$12,530
From
US$8,220
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 30 January 2027
Visit: USA, Bahamas, Puerto Rico, Saint Martin, Virgin Islands, Turks and Caicos Islands
Inside
$1,066
Oceanview
$1,356
Balcony
$1,636
Suite
-
From
US$1,066
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Jan 2028 to Apr 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$1,387
Oceanview
$1,507
Balcony
$1,627
Suite
$3,037
From
US$1,387
Save 973
Per Person
View Trip
Results: 301-330 of 482

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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 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