Caribbean Cruises Starting In December 2026 and 2027

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499 Cruises (2,642 Cruise Departures)
Cruise
 (13)

13 Days (12 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 17 December 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Saint Martin
Inside
$1,349
Oceanview
$1,549
Balcony
$1,869
Suite
$4,999
From
US$1,349
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departure: 19 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands, Bahamas, Turks and Caicos Islands
Princess Standard
Inside
$2,098
Oceanview
-
Balcony
$2,598
Suite
$4,128
From
US$2,098
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 26 December 2026
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Turks and Caicos Islands, Bahamas
Princess Standard
Inside
$1,768
Oceanview
-
Balcony
$2,445
Suite
$2,938
From
US$1,768
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Volendam
Departure: 22 December 2026
Visit: USA, Aruba, Trinidad and Tobago, Grenada (+4 more), Barbados, Saint Lucia, Puerto Rico, Bahamas
Fare Saver
Inside
$2,089
Oceanview
$2,159
Balcony
$4,021
Suite
$9,313
From
US$2,089
Per Person
View Trip
Cruise
 (2)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 10 December 2026
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, Saint Martin
Upgrade Your Experience
Your World Inclusions
Exclusive Savings
Inside
$3,812
Oceanview
$4,491
Balcony
$5,073
Suite
$7,401
From
US$3,812
Save 3,986
Per Person
View Trip
Cruise

9 Days (8 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 27 December 2026
Visit: Barbados, Saint Vincent, Martinique, Guadeloupe, Saint Kitts and Nevis, Grenada, Saint Lucia
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,960
Balcony
$4,560
Suite
$4,200
From
US$3,960
Save 2,640
Per Person
View Trip
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 13 December 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$2,670
From
US$714
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
$1,609
Oceanview
$2,059
Balcony
$2,623
Suite
$4,136
From
US$1,609
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
Bonus Onboard Credit
Inside
$939
Oceanview
$1,109
Balcony
$1,309
Suite
$1,819
From
US$939
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Dec 2027
Visit: USA, Virgin Islands, Dominican Republic, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$811
Oceanview
$912
Balcony
$1,101
Suite
$1,581
From
US$811
Save 499
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
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,668
Suite
$9,138
From
US$7,668
Save 14,930
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departure: 05 December 2026
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$709
Oceanview
$779
Balcony
$951
Suite
$1,252
From
US$709
Save 395
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Feb 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$819
Oceanview
$1,009
Balcony
$1,179
Suite
$1,599
From
US$819
Per Person
View Trip
New ReleaseCruise
 (3)

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Emerald Cruises
Departures: Feb 2026 to Apr 2027
Visit: Saint Martin, Anguilla, Virgin Islands, Bonaire, Saint Barthelemy
Wave Offer
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,691
Balcony
-
Suite
$5,291
From
US$3,691
Save 18,047
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 26 December 2027
Visit: USA, Bahamas, Jamaica, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,393
Oceanview
$1,573
Balcony
$1,882
Suite
$2,762
From
US$1,393
Save 675
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 05 December 2026
Visit: Barbados, Saint Vincent, Martinique, Guadeloupe, Saint Barthelemy, Antigua and Barbuda, Saint Lucia
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,920
Balcony
$4,410
Suite
$4,130
From
US$3,920
Save 1,680
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 27 December 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Princess Standard
Inside
$1,729
Oceanview
$2,225
Balcony
$1,943
Suite
$2,559
From
US$1,729
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Tampa
Cruise Line: Regent Seven Seas
Departure: 01 December 2026
Visit: USA, Aruba, Curacao, Bonaire, Jamaica, Cayman Islands
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,633
Suite
$8,054
From
US$6,633
Save 12,265
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 Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,760
Suite
$6,800
From
US$5,760
Save 1,440
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 23 December 2026
Visit: USA, Bahamas, Dominican Republic
Inside
$995
Oceanview
$1,095
Balcony
$1,295
Suite
$3,200
From
US$995
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 06 December 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Aruba, Curacao
Princess Standard
Inside
$1,148
Oceanview
-
Balcony
$1,588
Suite
$2,108
From
US$1,148
Per Person
View Trip
Cruise
 (8)

23 Days (22 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 14 December 2027
Visit: USA, Mexico, Belize, Honduras (+8 more), Bahamas, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Martinique, Saint Lucia, Barbados, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$5,942
Oceanview
$7,242
Balcony
$8,872
Suite
$12,878
From
US$5,942
Save 137
Per Person
View Trip
Cruise
 (1)

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Jan 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands, Bahamas
Inside
$1,289
Oceanview
$1,549
Balcony
$1,719
Suite
$2,190
From
US$1,289
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Mar 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$748
Oceanview
$807
Balcony
$1,060
Suite
$1,627
From
US$748
Save 491
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departure: 05 December 2027
Visit: USA, Belize, Mexico
Exclusive Savings
Inside
$545
Oceanview
$595
Balcony
$875
Suite
$2,400
From
US$545
Save 425
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,685
Suite
$5,285
From
US$4,685
Per Person
View Trip
Cruise
 (1)

7 Days (6 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 December 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$974
Oceanview
-
Balcony
$1,199
Suite
$1,899
From
US$974
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departure: 26 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Inside
$1,075
Oceanview
$1,524
Balcony
$1,379
Suite
$1,900
From
US$1,075
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 December 2026
Visit: USA, Virgin Islands, Saint Martin, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Inside
$2,899
Oceanview
$3,689
Balcony
$3,699
Suite
$10,203
From
US$2,899
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 12 December 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas, Mexico, Belize, Honduras
Princess Standard
Sanctuary Collection
Inside
$1,706
Oceanview
$2,006
Balcony
$2,456
Suite
$3,215
From
US$1,706
Per Person
View Trip
Results: 121-150 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