Caribbean Cruises Starting In December 2026 and 2027

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526 Cruises (2,663 Cruise Departures)
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Departures: Dec 2027 to Apr 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Inside
$749
Oceanview
-
Balcony
$924
Suite
$1,349
From
US$749
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 12 December 2026
Visit: USA, Dominican Republic, Aruba, Curacao, Bahamas, Turks and Caicos Islands
Princess Standard
Inside
$1,433
Oceanview
-
Balcony
$1,931
Suite
$2,668
From
US$1,433
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departure: 14 December 2026
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Bahamas
Inside
$919
Oceanview
$1,079
Balcony
$1,209
Suite
$1,549
From
US$919
Per Person
View Trip
Cruise
 (8)

9 Days (8 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 14 December 2027
Visit: USA, Mexico, Belize, Honduras
Azamara Always Included
Exclusive Savings
Inside
$5,489
Oceanview
$6,440
Balcony
$7,487
Suite
-
From
US$5,489
Save 150
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
$1,627
Oceanview
$1,850
Balcony
$1,925
Suite
$4,550
From
US$1,931
Save 660
Per Person
View Trip
Cruise
 (2)

13 Days (12 Nights) Fort-de-France to Colon
Cruise Line: Ponant
Ship: Le Laperouse
Departure: 07 December 2026
Visit: Martinique, Guadeloupe, Saint Lucia, Saint Vincent, Holland, Colombia, Panama
Inside
-
Oceanview
-
Balcony
$8,960
Suite
$14,210
From
US$8,960
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Apr 2026 to Mar 2027
Visit: USA, Mexico, Belize, Honduras
Princess Standard
Sanctuary Collection
Inside
$479
Oceanview
$719
Balcony
$616
Suite
$849
From
US$479
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 26 December 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Princess Standard
Sanctuary Collection
Inside
$1,649
Oceanview
$1,959
Balcony
$2,014
Suite
$2,889
From
US$1,649
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$732
Oceanview
$792
Balcony
$1,332
Suite
$1,512
From
US$732
Save 435
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Nov 2026 to Jan 2027
Visit: Puerto Rico, Saint Martin, Barbados, Saint Lucia, Martinique, Saint Kitts and Nevis
Limited Time Offer
Inside
$973
Oceanview
$1,183
Balcony
$1,393
Suite
$3,983
From
US$973
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 19 December 2026
Visit: USA, Bahamas, Dominican Republic, Curacao, Aruba
Bonus Onboard Credit
Exclusive Savings
Inside
$1,202
Oceanview
$1,442
Balcony
$1,765
Suite
$3,251
From
US$1,202
Save 635
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 08 December 2027
Visit: USA, Jamaica, Aruba, Curacao (+5 more), Bonaire, Grenada, Saint Vincent, Martinique, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,098
Suite
$12,568
From
US$11,098
Save 11,500
Per Person
View Trip
Cruise
 (1)

14 Days (13 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 December 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Belize, Honduras, Mexico
Princess Standard
Inside
$1,883
Oceanview
-
Balcony
$2,640
Suite
$3,678
From
US$1,883
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2027 to Feb 2028
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,027
Oceanview
$1,101
Balcony
$1,401
Suite
$3,265
From
US$1,198
Save 430
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 23 December 2026
Visit: USA, Bahamas, Turks and Caicos Islands
Limited Time Offer
Inside
$895
Oceanview
$995
Balcony
$1,195
Suite
$3,200
From
US$895
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Departures: Nov 2026 to Apr 2028
Visit: Barbados, Grenada, Saint Vincent
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$5,173
Balcony
-
Suite
$6,530
From
US$5,173
Save 1,310
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 19 December 2026
Visit: USA, Virgin Islands, Dominica, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,504
Suite
$11,533
From
US$10,504
Save 10,894
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departure: 20 December 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Fare Saver
Inside
$1,044
Oceanview
$1,194
Balcony
$1,544
Suite
$2,644
From
US$1,044
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 18 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Dominica, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,917
Suite
$10,309
From
US$9,917
Save 10,281
Per Person
View Trip
Cruise
 (1)

17 Days (16 Nights) Miami to Miami
Cruise Line: Seabourn
Departure: 20 December 2026
Visit: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis (+8 more), Saint Martin, Guadeloupe, Martinique, Saint Lucia, Dominica, Montserrat, Antigua and Barbuda, Virgin Islands
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
$10,812
Balcony
$12,576
Suite
$19,632
From
US$10,812
Save 187
Per Person
View Trip
Cruise
 (7)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Dec 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,521
Oceanview
$1,711
Balcony
$2,046
Suite
$2,946
From
US$1,521
Per Person
View Trip
New ReleaseCruise
 (3)

14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departure: 27 December 2026
Visit: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+4 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$15,317
From
US$15,317
Save 448
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
$2,997
From
US$1,410
Save 701
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$2,313
Oceanview
$2,692
Balcony
$3,539
Suite
$4,215
From
US$2,313
Per Person
View Trip
Cruise

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
$356
Oceanview
$392
Balcony
$397
Suite
$838
From
US$356
Save 727
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
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,380
Balcony
$4,980
Suite
$4,680
From
US$4,380
Save 2,920
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Departures: Nov 2027 to Dec 2027
Visit: Barbados, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,458
Oceanview
$1,786
Balcony
$2,403
Suite
$3,669
From
US$1,458
Per Person
View Trip
Cruise

17 Days (16 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 December 2026
Visit: Puerto Rico, Antigua and Barbuda, Guadeloupe, Virgin Islands (+4 more), Dominican Republic, USA, Saint Barthelemy, Saint Kitts and Nevis
Inside
-
Oceanview
-
Balcony
-
Suite
$11,160
From
US$11,160
Per Person
View Trip
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departure: 11 December 2026
Visit: USA, Saint Martin, Antigua and Barbuda, Virgin Islands, Puerto Rico, Bahamas
Fare Saver
Inside
$814
Oceanview
$914
Balcony
$1,314
Suite
$2,764
From
US$814
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Departures: Dec 2026 to Jan 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Guadeloupe
Inside
-
Oceanview
-
Balcony
$5,360
Suite
$8,030
From
US$5,360
Per Person
View Trip
Results: 151-180 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