Caribbean Cruises Starting In December 2026 and 2027

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37 Days
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499 Cruises (2,642 Cruise Departures)
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 24 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Bahamas, Honduras, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$2,579
Oceanview
$3,035
Balcony
$3,335
Suite
$5,159
From
US$2,579
Save 67
Per Person
View Trip
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 18 December 2027
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$788
Oceanview
$899
Balcony
$929
Suite
$1,833
From
US$788
Save 366
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 Inclusions
Upgrade Your Experience
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,737
Suite
$4,338
From
US$2,737
Save 2,861
Per Person
View Trip
Cruise

7 Days (6 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Jan 2028
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$568
Oceanview
$688
Balcony
$869
Suite
$1,644
From
US$568
Save 488
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
Bonus Onboard Credit
Inside
$1,519
Oceanview
$1,769
Balcony
$1,899
Suite
$2,316
From
US$1,519
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,375
Suite
$4,970
From
US$4,375
Per Person
View Trip
Cruise

18 Days (17 Nights) Galveston to Galveston
Cruise Line: Regent Seven Seas
Departure: 11 December 2026
Visit: USA, Jamaica, Dominican Republic, Puerto Rico (+5 more), Virgin Islands, Saint Martin, Saint Barthelemy, Antigua and Barbuda, Cayman Islands
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,461
Suite
$12,127
From
US$10,461
Save 17,237
Per Person
View Trip
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,042
Oceanview
$1,242
Balcony
$1,542
Suite
$2,790
From
US$1,042
Save 57
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 24 December 2027
Visit: USA, Belize, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,213
Oceanview
$1,373
Balcony
$1,683
Suite
$2,523
From
US$1,213
Save 593
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Departures: Jan 2026 to Dec 2026
Visit: Martinique, Guadeloupe, Barbados, Saint Vincent, Grenada, Saint Lucia
Bonus Onboard Credit
Inside
$701
Oceanview
$1,799
Balcony
$1,071
Suite
$1,801
From
US$701
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Sep 2026 to Apr 2028
Visit: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$821
Oceanview
$921
Balcony
$1,196
Suite
$2,943
From
US$821
Save 1,021
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$821
Oceanview
$871
Balcony
$1,046
Suite
$2,216
From
US$821
Save 736
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 07 December 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Guadeloupe, Saint Kitts and Nevis
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,663
Suite
$8,055
From
US$7,663
Save 13,935
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Departures: Oct 2026 to Dec 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,570
Suite
$4,025
From
US$3,570
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
Bonus Onboard Credit
Inside
$729
Oceanview
$879
Balcony
$1,049
Suite
$1,619
From
US$729
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Jan 2028
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao, Jamaica, Cayman Islands
Inside
$1,089
Oceanview
$1,169
Balcony
$1,958
Suite
$2,152
From
US$1,089
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
Upgrade Your Experience
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,643
Suite
$4,098
From
US$2,643
Save 2,755
Per Person
View Trip
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departure: 28 December 2027
Visit: USA, Mexico, Belize
Bonus Onboard Credit
Exclusive Savings
Inside
$1,261
Oceanview
$1,381
Balcony
$1,561
Suite
$2,336
From
US$1,261
Save 636
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 27 December 2026
Visit: USA, Dominican Republic, Bahamas
Bonus Onboard Credit
Inside
$1,099
Oceanview
$1,219
Balcony
$1,389
Suite
$1,917
From
US$1,099
Per Person
View Trip
Cruise

15 Days (14 Nights) Galveston to Miami
Cruise Line: Regent Seven Seas
Departure: 28 December 2026
Visit: USA, Mexico, Belize, Guatemala (+5 more), Honduras, Jamaica, Curacao, Aruba, Bonaire
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,842
Suite
$9,626
From
US$8,842
Save 15,356
Per Person
View Trip
Cruise

10 Days (9 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departure: 07 December 2026
Visit: USA, Puerto Rico, Sint Maarten, Virgin Islands, Dominican Republic
Bonus Onboard Credit
Exclusive Savings
Inside
$1,072
Oceanview
$1,084
Balcony
$1,662
Suite
$3,641
From
US$1,072
Save 552
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 12 December 2026
Visit: USA, Bahamas, Mexico
Exclusive Savings
Inside
$883
Oceanview
$938
Balcony
$1,041
Suite
$1,718
From
US$883
Save 387
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
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,707
Suite
$7,859
From
US$6,707
Save 12,141
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Mar 2027
Visit: USA, Saint Martin, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
$1,247
Oceanview
$1,297
Balcony
$1,447
Suite
$3,705
From
US$1,247
Save 904
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 11 December 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Guadeloupe
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,440
Suite
$7,070
From
US$5,440
Save 1,360
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 31 December 2027
Visit: USA, Bahamas, Honduras, Mexico, Dominican Republic, Puerto Rico
Bonus Onboard Credit
Exclusive Savings
Inside
$2,123
Oceanview
$2,559
Balcony
$2,850
Suite
$4,587
From
US$2,123
Save 53
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departures: Dec 2026 to Mar 2027
Visit: USA, Virgin Islands, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis
Multiple Deals Available
Inside
-
Oceanview
-
Balcony
$3,613
Suite
$5,747
From
US$3,613
Save 4,919
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Haiti, Jamaica, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$773
Oceanview
$873
Balcony
$1,042
Suite
$1,503
From
US$773
Save 709
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
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,038
Suite
$10,410
From
US$9,038
Save 15,760
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 19 December 2026
Visit: USA, Mexico, Belize, Honduras, Turks and Caicos Islands, Dominican Republic, Bahamas
Princess Standard
Inside
$2,526
Oceanview
$2,806
Balcony
$3,264
Suite
$5,439
From
US$2,526
Per Person
View Trip
Results: 331-360 of 499

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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 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 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 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 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 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 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 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 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 Germany Cruises from Singapore to China 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