Caribbean Cruises Starting In December 2026, 2027 and 2028

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5 Days
37 Days
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$200pp
$83,495pp
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561 Cruises (2,600 Cruise Departures)
Cruise
 (4)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Aug 2026 to Dec 2026
Visit: USA, Bahamas, Puerto Rico, Saint Martin
Princess Standard
Inside
$792
Oceanview
$772
Balcony
$847
Suite
$1,219
From
US$772
Per Person
View Trip
Cruise
 (3)

14 Days (13 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Departure: 02 December 2026
Visit: Barbados, Grenada, Martinique, Guadeloupe (+5 more), Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Saint Lucia
Inside
$1,941
Oceanview
$2,295
Balcony
$2,499
Suite
$5,271
From
US$1,941
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Silversea
Departure: 24 December 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Virgin Islands, Turks and Caicos Islands
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
$5,500
Balcony
$6,700
Suite
$11,100
From
US$5,500
Save 1,500
Per Person
View Trip
Cruise

11 Days (10 Nights) Tampa to Tampa
Cruise Line: Regent Seven Seas
Departure: 11 December 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Belize, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,399
Suite
$10,799
From
US$9,399
Save 9,399
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 27 December 2026
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis, Puerto Rico
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$7,435
From
US$7,435
Per Person
View Trip
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 11 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+5 more), Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
$4,300
Balcony
$4,900
Suite
$9,500
From
US$4,300
Save 1,500
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departure: 12 December 2027
Visit: Puerto Rico, Saint Vincent, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$618
Oceanview
$619
Balcony
$957
Suite
$3,067
From
US$618
Save 409
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Dec 2026
Visit: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$728
Oceanview
$852
Balcony
$843
Suite
$2,418
From
US$728
Save 462
Per Person
View Trip
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departure: 26 December 2027
Visit: Guadeloupe, Saint Vincent, Barbados, Trinidad and Tobago, Grenada, Martinique
Inside
$1,882
Oceanview
$2,162
Balcony
$2,352
Suite
$4,192
From
US$1,882
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
$577
Oceanview
$740
Balcony
$1,148
Suite
$2,123
From
US$577
Save 695
Per Person
View Trip
Cruise

9 Days (8 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 19 December 2026
Visit: Barbados, Saint Vincent, Martinique, Dominica, Saint Kitts and Nevis, Virgin Islands, Saint Lucia
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,800
Suite
$4,500
From
US$4,500
Save 3,500
Per Person
View Trip
Cruise

5 Days (4 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Jun 2026 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$362
Oceanview
$498
Balcony
$629
Suite
$1,024
From
US$362
Save 479
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 19 December 2027
Visit: USA, Jamaica, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,575
Oceanview
$1,785
Balcony
$2,245
Suite
$3,046
From
US$1,575
Save 748
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Departure: 28 December 2026
Visit: USA, Belize, Honduras, Mexico
Inside
$1,029
Oceanview
$1,099
Balcony
$1,479
Suite
$1,509
From
US$1,029
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 22 December 2026
Visit: USA, Turks and Caicos Islands, Saint Kitts and Nevis, Aruba (+4 more), Bonaire, Curacao, Virgin Islands, Puerto Rico
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,500
Suite
$14,300
From
US$9,500
Save 1,500
Per Person
View Trip
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 18 December 2027
Visit: USA, Bahamas, Mexico
Inside
$849
Oceanview
$1,019
Balcony
$1,149
Suite
$1,698
From
US$849
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departures: Dec 2026 to Dec 2026
Visit: USA, Mexico, Honduras, Belize
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,550
Suite
$3,740
From
US$2,550
Save 3,966
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
$520
Oceanview
$571
Balcony
$600
Suite
$948
From
US$520
Save 332
Per Person
View Trip
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: Ponant
Ship: Le Ponant
Departures: Jan 2027 to Mar 2028
Visit: Guadeloupe, Martinique, Saint Vincent, Grenada, Dominica
Inside
-
Oceanview
$8,460
Balcony
$11,980
Suite
$12,890
From
US$8,460
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Ship: Le Champlain
Departures: Dec 2027 to Dec 2027
Visit: Martinique, Saint Vincent, Saint Lucia, Guadeloupe
Inside
-
Oceanview
-
Balcony
$4,900
Suite
$7,290
From
US$4,900
Per Person
View Trip
Cruise

6 Days (5 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$409
Oceanview
$545
Balcony
$676
Suite
$1,205
From
US$409
Save 504
Per Person
View Trip
Cruise

7 Days (6 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Dec 2027
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$583
Oceanview
$653
Balcony
$903
Suite
$1,354
From
US$583
Save 417
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 09 December 2026
Visit: USA, Mexico, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,449
Suite
$9,949
From
US$9,449
Save 9,449
Per Person
View Trip
Cruise

15 Days (14 Nights) Tampa to Miami
Cruise Line: Regent Seven Seas
Departure: 21 December 2026
Visit: USA, Cayman Islands, Jamaica, Aruba (+5 more), Curacao, Bonaire, Saint Kitts and Nevis, Saint Martin, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,099
Suite
$13,599
From
US$13,099
Save 13,099
Per Person
View Trip
Cruise

30 Days (29 Nights) Miami to Los Angeles
Cruise Line: Oceania Cruises
Departure: 06 December 2027
Visit: USA, Aruba, Curacao, Bonaire (+11 more), Grenada, Barbados, Saint Lucia, Guadeloupe, Virgin Islands, Cayman Islands, Colombia, Panama, Costa Rica, Guatemala, Mexico
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,249
Suite
$19,899
From
US$14,249
Save 14,249
Per Person
View Trip
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Apr 2027 to Feb 2028
Visit: USA, Bahamas, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$587
Oceanview
$687
Balcony
$788
Suite
$1,133
From
US$587
Save 538
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visit: USA, Mexico, Guatemala, Belize, Honduras
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$4,865
From
US$4,865
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 19 December 2026
Visit: USA, Dominican Republic, Turks and Caicos Islands, Bahamas, Puerto Rico, Virgin Islands
Fare Saver
Inside
$1,804
Oceanview
$2,074
Balcony
$2,574
Suite
$4,374
From
US$1,804
Per Person
View Trip
Cruise

12 Days (11 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 27 December 2026
Visit: USA, Dominican Republic, Bahamas
Inside
$1,416
Oceanview
$1,616
Balcony
$1,876
Suite
$3,267
From
US$1,416
Per Person
View Trip
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 December 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Barthelemy, Anguilla, USA, Dominican Republic
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$12,070
From
US$12,070
Per Person
View Trip
Results: 271-300 of 561

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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 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 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