Caribbean Cruises Starting In December 2026 and 2027

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37 Days
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526 Cruises (2,663 Cruise Departures)
Cruise
 (3)

18 Days (17 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Departure: 28 December 2026
Visit: Barbados, Aruba, Curacao, Saint Lucia (+7 more), Saint Kitts and Nevis, Virgin Islands, Puerto Rico, Saint Barthelemy, Saint Martin, Antigua and Barbuda, USA
Azamara Always Included
Exclusive Savings
Inside
$5,007
Oceanview
$5,162
Balcony
$7,218
Suite
$10,061
From
US$5,007
Save 122
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departure: 18 December 2027
Visit: USA, Belize, Honduras, Mexico
Exclusive Savings
Inside
$1,868
Oceanview
$2,111
Balcony
$2,499
Suite
$3,614
From
US$1,868
Save 51
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Bridgetown to San Juan
Cruise Line: Silversea
Ship: Silver Nova
Departure: 21 December 2026
Visit: Barbados, Saint Lucia, Saint Vincent, Grenada (+4 more), Martinique, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,240
Suite
$6,940
From
US$6,240
Save 1,560
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Saint Thomas to Saint Thomas
Cruise Line: Emerald Cruises
Departures: Dec 2026 to Mar 2027
Visit: Virgin Islands, Anguilla, Saint Martin, Saint Barthelemy
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$4,648
Balcony
-
Suite
$6,005
From
US$4,648
Save 1,291
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 05 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Martinique, Dominica
Princess Standard
Inside
$1,423
Oceanview
$1,565
Balcony
$2,308
Suite
$3,402
From
US$1,423
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 12 December 2027
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visit: USA, Mexico, Guatemala, Belize (+6 more), Honduras, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$6,650
From
US$6,650
Per Person
View Trip
Cruise
 (6)

14 Days (13 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 21 December 2027
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Bonus Onboard Credit
Inside
$2,489
Oceanview
$3,399
Balcony
$3,539
Suite
$8,717
From
US$2,489
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
$557
Oceanview
$657
Balcony
$680
Suite
$1,058
From
US$557
Save 546
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
$622
Oceanview
$672
Balcony
$952
Suite
$2,494
From
US$722
Save 342
Per Person
View Trip
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Oct 2026 to Mar 2027
Visit: USA, Bahamas, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Inside
$1,219
Oceanview
$1,419
Balcony
$2,019
Suite
$4,056
From
US$1,219
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
$278
Oceanview
$338
Balcony
$464
Suite
$828
From
US$278
Save 365
Per Person
View Trip
Cruise
 (3)

17 Days (16 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Departure: 12 December 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+8 more), Saint Martin, Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Martinique, Saint Vincent, Trinidad and Tobago
Azamara Always Included
Exclusive Savings
Inside
$4,248
Oceanview
$4,510
Balcony
$5,616
Suite
$8,778
From
US$4,248
Save 101
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Bahamas, Dominican Republic, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$965
Oceanview
$1,075
Balcony
$1,115
Suite
$2,305
From
US$965
Save 718
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2026 to Jan 2027
Visit: USA, Mexico, Belize, Honduras, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Inside
$1,453
Oceanview
$1,653
Balcony
$1,908
Suite
$2,408
From
US$1,453
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 26 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$1,159
Oceanview
$1,352
Balcony
$1,784
Suite
$2,199
From
US$1,159
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
$1,489
Oceanview
$1,796
Balcony
$2,364
Suite
$5,047
From
US$1,762
Save 2,014
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Departures: Dec 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,748
Suite
$21,194
From
US$8,748
Save 193
Per Person
View Trip
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 19 December 2026
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Bahamas
Limited Time Offer
Inside
$1,272
Oceanview
$1,512
Balcony
$1,752
Suite
$4,312
From
US$1,272
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Dec 2027 to Feb 2028
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Inside
$728
Oceanview
$878
Balcony
$1,048
Suite
$1,618
From
US$728
Per Person
View Trip
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Marigot
Cruise Line: Ponant
Ship: Le Ponant
Departure: 12 December 2026
Visit: Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin
Inside
-
Oceanview
$8,770
Balcony
$12,440
Suite
$13,390
From
US$8,770
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 21 December 2026
Visit: USA, Virgin Islands, Bahamas
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,786
Suite
$3,907
From
US$2,786
Save 2,912
Per Person
View Trip
Cruise
 (6)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 18 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Martinique, Saint Martin, Bahamas
Princess Standard
Sanctuary Collection
Inside
$1,294
Oceanview
$1,624
Balcony
$1,779
Suite
$2,249
From
US$1,294
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Saint Martin, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$893
Oceanview
$1,044
Balcony
$1,106
Suite
$2,349
From
US$893
Save 725
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Sanctuary Collection
Inside
$1,573
Oceanview
$1,873
Balcony
$2,098
Suite
$2,798
From
US$1,573
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 31 December 2027
Visit: USA, Bahamas, Honduras, Mexico
Inside
$1,518
Oceanview
$1,768
Balcony
$1,898
Suite
$2,315
From
US$1,518
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 20 December 2026
Visit: USA, Bahamas, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$1,066
Oceanview
$1,379
Balcony
$1,512
Suite
$2,227
From
US$1,066
Save 552
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 04 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Barthelemy
Inside
-
Oceanview
-
Balcony
-
Suite
$4,685
From
US$4,685
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seaside
Departure: 21 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic
Inside
$848
Oceanview
$1,018
Balcony
$1,228
Suite
$1,849
From
US$848
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departure: 11 December 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$889
Oceanview
$989
Balcony
$1,114
Suite
$2,967
From
US$1,051
Save 374
Per Person
View Trip
Results: 121-150 of 526

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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 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 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 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