All Caribbean Cruises

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1,871 Cruises (4,894 Cruise Departures)
Cruise

17 Days (16 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 January 2027
Visit: Puerto Rico, Saint Martin, Guadeloupe, Grenada (+7 more), Saint Lucia, Dominican Republic, USA, Virgin Islands, Anguilla, Martinique, Saint Kitts and Nevis
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,700
Suite
$8,960
From
US$7,700
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Feb 2026 to Apr 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Sint Maarten
Exclusive Savings
Inside
$679
Oceanview
-
Balcony
$1,119
Suite
$1,299
From
US$679
Save 124
Per Person
View Trip
Cruise

15 Days (14 Nights) Panama City to Miami
Cruise Line: Regent Seven Seas
Departure: 31 March 2027
Visit: Panama, Colombia, Aruba, Curacao (+6 more), Bonaire, Grenada, Saint Lucia, Saint Barthelemy, Virgin Islands, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,199
Suite
$9,689
From
US$9,199
Save 16,499
Per Person
View Trip
Cruise
 (2)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 07 February 2028
Visit: USA, Bonaire, Aruba, Curacao (+4 more), Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,380
Oceanview
$1,580
Balcony
$1,880
Suite
$5,807
From
US$1,380
Save 832
Per Person
View Trip
Cruise
 (7)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 22 March 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands, Turks and Caicos Islands, Dominican Republic
Princess Standard
Inside
$1,168
Oceanview
-
Balcony
$2,136
Suite
$2,666
From
US$1,168
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Departure: 10 February 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Saint Kitts and Nevis, Guadeloupe
Inside
-
Oceanview
-
Balcony
$5,060
Suite
$7,560
From
US$5,060
Per Person
View Trip
Cruise

17 Days (16 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 04 January 2027
Visit: Puerto Rico, Saint Martin, Antigua and Barbuda, Montserrat, Virgin Islands, USA, Dominican Republic
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,385
Suite
$8,330
From
US$7,385
Per Person
View Trip
Cruise
 (4)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 18 November 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Dominica, Antigua and Barbuda, Saint Martin
Princess Standard
Inside
$829
Oceanview
$848
Balcony
$959
Suite
$1,259
From
US$829
Per Person
View Trip
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departure: 10 January 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico, Turks and Caicos Islands, Dominican Republic
Fare Saver
Inside
$1,489
Oceanview
$1,769
Balcony
$2,249
Suite
$3,199
From
US$1,489
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 21 November 2026
Visit: USA, Bahamas, Jamaica, Honduras, Belize, Mexico
Fare Saver
Inside
$1,049
Oceanview
$1,249
Balcony
$1,749
Suite
$2,499
From
US$1,049
Per Person
View Trip
Cruise

13 Days (12 Nights) Orlando to Fort Lauderdale
Cruise Line: Princess
Departure: 18 October 2026
Visit: USA, Aruba, Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, Bahamas
Princess Standard
Inside
$849
Oceanview
$899
Balcony
$1,149
Suite
$1,479
From
US$849
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Oct 2026 to Nov 2027
Visit: USA, Aruba, Bonaire, Curacao
Exclusive Savings
Inside
$992
Oceanview
$1,308
Balcony
$1,453
Suite
$3,618
From
US$992
Save 764
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 02 May 2027
Visit: USA, Virgin Islands, Dominican Republic, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$1,386
Oceanview
$1,512
Balcony
$1,629
Suite
$3,140
From
US$1,386
Save 701
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 15 February 2027
Visit: USA, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Princess Standard
Inside
$1,159
Oceanview
$1,460
Balcony
$1,239
Suite
$1,359
From
US$1,159
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Jan 2028 to Apr 2028
Visit: USA, Bahamas, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$775
Oceanview
$838
Balcony
$996
Suite
$1,414
From
US$775
Save 338
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands, Bahamas
Fare Saver
Inside
$644
Oceanview
$744
Balcony
$994
Suite
$1,644
From
US$644
Per Person
View Trip
Cruise
 (3)

18 Days (17 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 20 December 2027
Visit: USA, Mexico, Belize, Honduras (+6 more), Bahamas, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Dominican Republic
Your World Inclusions
Black Friday Sale + Your World Included
Exclusive Savings
Inside
$4,849
Oceanview
$6,498
Balcony
$7,905
Suite
$10,669
From
US$4,849
Save 5,049
Per Person
View Trip
Cruise

11 Days (10 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Departures: Feb 2026 to Jan 2027
Visit: USA, Dominican Republic, Aruba, Curacao, Jamaica, Cayman Islands
Inside
$789
Oceanview
$969
Balcony
$1,629
Suite
$1,959
From
US$789
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Departure: 14 November 2027
Visit: USA, Jamaica, Aruba, Curacao, Puerto Rico
Princess Standard
Inside
$729
Oceanview
$849
Balcony
$999
Suite
$1,599
From
US$729
Per Person
View Trip
Cruise

16 Days (15 Nights) Bridgetown to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 21 March 2027
Visit: Barbados, Grenada, Saint Lucia, Martinique (+6 more), Saint Barthelemy, Virgin Islands, USA, Antigua and Barbuda, Guadeloupe, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,910
Suite
$9,170
From
US$7,910
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 12 December 2026
Visit: USA, Dominican Republic, Aruba, Curacao
Princess Standard
Inside
$649
Oceanview
-
Balcony
$779
Suite
$1,159
From
US$649
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Jan 2026 to Mar 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Princess Premier
Exclusive Savings
Inside
$1,351
Oceanview
$1,491
Balcony
$1,464
Suite
$11,233
From
US$1,351
Save 224
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 21 November 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+9 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy
Azamara Always Included
Exclusive Savings
Inside
$3,599
Oceanview
$3,773
Balcony
$4,869
Suite
$7,556
From
US$3,599
Save 80
Per Person
View Trip
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
$800
Oceanview
-
Balcony
$1,149
Suite
$1,850
From
US$800
Per Person
View Trip
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Divina
Departure: 01 February 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Bonus Onboard Credit
Inside
$469
Oceanview
$579
Balcony
$719
Suite
$1,669
From
US$469
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Jan 2027 to Feb 2027
Visit: USA, Saint Martin, Antigua and Barbuda, Dominica (+9 more), Martinique, Saint Kitts and Nevis, Virgin Islands, Bahamas, Jamaica, Cayman Islands, Honduras, Belize, Mexico
Fare Saver
Inside
$2,299
Oceanview
$2,679
Balcony
$3,666
Suite
$5,156
From
US$2,299
Per Person
View Trip
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Feb 2027 to Apr 2027
Visit: USA, Cayman Islands, Jamaica, Bahamas
Inside
$903
Oceanview
$1,113
Balcony
$1,393
Suite
$3,423
From
US$903
Per Person
View Trip
Cruise
 (6)

5 Days (4 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 01 March 2026
Visit: USA, Mexico
Princess Standard
Princess Premier
Inside
$496
Oceanview
$489
Balcony
$559
Suite
$819
From
US$489
Per Person
View Trip
Cruise

21 Days (20 Nights) San Juan to Miami
Cruise Line: Oceania Cruises
Departure: 19 February 2027
Visit: Puerto Rico, Saint Barthelemy, Saint Martin, Saint Kitts and Nevis (+10 more), Antigua and Barbuda, Virgin Islands, USA, Cayman Islands, Jamaica, Aruba, Curacao, Bonaire, Dominican Republic, Bahamas
Your World Inclusions
Black Friday Sale + Your World Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,226
Suite
$11,785
From
US$7,226
Save 7,572
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 05 February 2026
Visit: USA, Bahamas, Virgin Islands, Dominica, Barbados, Martinique, Saint Martin
Princess Standard
Inside
-
Oceanview
-
Balcony
$2,041
Suite
$2,978
From
US$2,041
Per Person
View Trip
Results: 181-210 of 1871

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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 London 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 London 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 Panama City to Miami 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 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 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