Caribbean Cruises Starting In December 2026 and 2027

Filter Results
Departures
Duration
5 Days
37 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$100pp
$130,398pp
Countries
Show More...
Filter Results
499 Cruises (2,642 Cruise Departures)
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 17 December 2026
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Princess Standard
Inside
$1,419
Oceanview
$1,649
Balcony
$1,649
Suite
$2,249
From
US$1,419
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 31 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Saint Vincent
Bonus Onboard Credit
Exclusive Savings
Inside
$1,410
Oceanview
$1,601
Balcony
$2,720
Suite
$2,948
From
US$1,410
Save 701
Per Person
View Trip
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
$4,580
Oceanview
$4,716
Balcony
$6,588
Suite
$9,168
From
US$4,580
Save 109
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 30 December 2026
Visit: USA, Dominican Republic, Bahamas
Inside
$1,445
Oceanview
$1,545
Balcony
$1,695
Suite
$3,200
From
US$1,445
Per Person
View Trip
Cruise
 (3)

21 Days (20 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 03 December 2026
Visit: USA, Curacao, Aruba, Dominican Republic, Jamaica, Cayman Islands, Bonaire
Bonus Onboard Credit
Inside
$1,959
Oceanview
$2,179
Balcony
$2,770
Suite
$11,180
From
US$1,959
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2027 to Dec 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Inside
$825
Oceanview
$944
Balcony
$1,450
Suite
$2,100
From
US$825
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
$1,299
Oceanview
$1,649
Balcony
$1,849
Suite
$2,349
From
US$1,299
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Emerald Cruises
Departures: Nov 2027 to Apr 2028
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+4 more), Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Saint Martin
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$4,574
Balcony
-
Suite
$6,272
From
US$4,574
Save 7,173
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departures: Feb 2026 to Apr 2027
Visit: USA, Mexico, Belize
Exclusive Savings
Inside
$495
Oceanview
$597
Balcony
$784
Suite
$2,130
From
US$495
Save 4,814
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 06 December 2026
Visit: Puerto Rico, Saint Martin, Saint Lucia, Barbados, Saint Kitts and Nevis, Virgin Islands
Inside
$1,289
Oceanview
$1,469
Balcony
$1,539
Suite
$2,206
From
US$1,289
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 21 December 2026
Visit: USA, Bahamas, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$1,509
Oceanview
$1,584
Balcony
$1,771
Suite
$2,869
From
US$1,509
Save 747
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 23 December 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Bonus Onboard Credit
Inside
$967
Oceanview
$1,097
Balcony
$1,277
Suite
$2,042
From
US$967
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 28 December 2026
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda
Exclusive Savings
Inside
$1,010
Oceanview
$1,291
Balcony
$1,294
Suite
$3,984
From
US$1,010
Save 715
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Silversea
Departures: Nov 2027 to Dec 2027
Visit: USA, Bahamas, Turks and Caicos Islands
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$2,880
Balcony
$3,600
Suite
$4,140
From
US$2,880
Save 720
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Feb 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Inside
$719
Oceanview
$869
Balcony
$1,109
Suite
$1,249
From
US$719
Per Person
View Trip
New ReleaseCruise
 (3)

15 Days (14 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departure: 06 December 2026
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin, Bonaire, Virgin Islands
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$12,657
From
US$12,657
Save 15,523
Per Person
View Trip
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: May 2026 to Mar 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$604
Oceanview
$723
Balcony
$904
Suite
$1,679
From
US$604
Save 867
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$5,020
Suite
$5,840
From
US$5,020
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 27 December 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica, Saint Martin
Bonus Onboard Credit
Exclusive Savings
Inside
$1,137
Oceanview
$1,248
Balcony
$2,434
Suite
$2,461
From
US$1,137
Save 591
Per Person
View Trip
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 04 December 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Aruba, Bonaire, Curacao
Exclusive Savings
Inside
$1,207
Oceanview
$1,457
Balcony
$1,657
Suite
$4,703
From
US$1,207
Save 822
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Nov 2027 to Dec 2027
Visit: USA, Mexico, Cayman Islands, Bahamas
Exclusive Savings
Inside
$740
Oceanview
$840
Balcony
$940
Suite
$2,215
From
US$740
Save 527
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departure: 19 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$975
Oceanview
$1,374
Balcony
$1,259
Suite
$1,750
From
US$975
Per Person
View Trip
Cruise

13 Days (12 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Mar 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Inside
$1,469
Oceanview
$1,749
Balcony
$1,889
Suite
$2,306
From
US$1,469
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 03 December 2026
Visit: USA, Saint Martin, Saint Kitts and Nevis, Martinique (+5 more), Dominica, Saint Lucia, Trinidad and Tobago, Aruba, Curacao
Princess Standard
Inside
$1,199
Oceanview
-
Balcony
$1,386
Suite
$2,179
From
US$1,199
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: Dec 2026 to Feb 2027
Visit: Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Martinique
Bonus Onboard Credit
Inside
$908
Oceanview
$1,088
Balcony
$1,308
Suite
$1,848
From
US$908
Per Person
View Trip
Cruise
 (4)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 06 December 2027
Visit: USA, Saint Martin, Saint Kitts and Nevis, Dominica (+5 more), Saint Lucia, Barbados, Grenada, Aruba, Curacao
Princess Standard
Inside
$1,649
Oceanview
$1,849
Balcony
$1,849
Suite
$2,049
From
US$1,649
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Dec 2026 to Feb 2027
Visit: USA, Virgin Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$924
Oceanview
$902
Balcony
$994
Suite
$1,968
From
US$902
Save 509
Per Person
View Trip
Cruise
 (6)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 28 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis (+4 more), Saint Lucia, Barbados, Antigua and Barbuda, Saint Martin
Princess Standard
Sanctuary Collection
Inside
$1,449
Oceanview
$1,649
Balcony
$1,849
Suite
$2,549
From
US$1,449
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 13 December 2026
Visit: USA, Bahamas, Mexico, Honduras, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$1,753
Oceanview
$2,023
Balcony
$2,293
Suite
$3,053
From
US$1,753
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 26 December 2027
Visit: USA, Dominican Republic, Virgin Islands, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$5,590
Suite
$6,300
From
US$5,590
Per Person
View Trip
Results: 181-210 of 499

No results found. Try amending the search filters.

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