All Caribbean Cruises

Cruise around the idyllic islands and turquoise waters of the Caribbean by cruise ship or sailing yacht, uncovering the diverse treasures of Jamaica, Cuba, Puerto Rico, Barbados, the British Virgin Islands and more. Choose from 4,669 cruises to the Caribbean traveling with the world's leading cruise lines.
Filter Results
Departures
Show More...
Duration
4 Days
128 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$200pp
$239,198pp
Countries
Show More...
Filter Results
1,860 Cruises (4,669 Cruise Departures)
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: May 2026 to Apr 2028
Visit: Panama, Colombia, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$840
Oceanview
$861
Balcony
$1,225
Suite
$1,177
From
US$840
Save 913
Per Person
View Trip
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Departures: Nov 2026 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Viking $799 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,799
Suite
$5,999
From
US$3,799
Save 750
Per Person
View Trip
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 29 November 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$596
Oceanview
-
Balcony
$726
Suite
$941
From
US$596
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Mexico
Inside
$549
Oceanview
$649
Balcony
$849
Suite
$949
From
US$549
Per Person
View Trip
Cruise
 (9)

10 Days (9 Nights) Bridgetown to Fort Lauderdale
Cruise Line: Princess
Departure: 26 March 2027
Visit: Barbados, Puerto Rico, Saint Martin, Aruba, Curacao, USA
Princess Standard
Inside
$1,525
Oceanview
$1,849
Balcony
$2,510
Suite
$3,130
From
US$1,525
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 06 January 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Princess Standard
Inside
$899
Oceanview
-
Balcony
$1,479
Suite
$1,619
From
US$899
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) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departure: 29 January 2028
Visit: USA, Jamaica, Cayman Islands
Exclusive Savings
Inside
$879
Oceanview
$979
Balcony
$1,104
Suite
$3,034
From
US$1,035
Save 361
Per Person
View Trip
Cruise
 (3)

14 Days (13 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Departure: 02 December 2026
Visit: Barbados, Grenada, Martinique, Guadeloupe (+5 more), Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Saint Lucia
Inside
$1,904
Oceanview
$2,295
Balcony
$2,499
Suite
$5,271
From
US$1,904
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Aruba, Colombia (+5 more), Panama, Costa Rica, Cayman Islands, Bonaire, Curacao
Fare Saver
Inside
$2,284
Oceanview
$2,694
Balcony
$3,544
Suite
$7,064
From
US$2,284
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: Mar 2027 to Mar 2027
Visit: Panama, Colombia, Curacao, Bonaire, Aruba
Bonus Onboard Credit
Exclusive Savings
Inside
$1,136
Oceanview
$1,136
Balcony
$1,722
Suite
$1,931
From
US$1,136
Save 755
Per Person
View Trip
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Nov 2026 to Dec 2026
Visit: USA, Bahamas, Mexico, Honduras
Princess Standard
Sanctuary Collection
Inside
$569
Oceanview
$699
Balcony
$824
Suite
$1,009
From
US$569
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departure: 20 February 2028
Visit: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Inside
$1,653
Oceanview
-
Balcony
$2,108
Suite
$3,163
From
US$1,653
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Apr 2027 to Jan 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$724
Oceanview
$904
Balcony
$1,074
Suite
$1,469
From
US$724
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 20 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,798
Oceanview
$2,098
Balcony
$2,768
Suite
$3,278
From
US$1,798
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Mar 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Inside
$1,259
Oceanview
$1,459
Balcony
$1,709
Suite
$2,389
From
US$1,259
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 11 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Inside
$1,179
Oceanview
$1,369
Balcony
$1,599
Suite
$2,409
From
US$1,179
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departures: Dec 2027 to Feb 2028
Visit: USA, Mexico, Belize, Honduras
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$1,999
Oceanview
$2,699
Balcony
$3,299
Suite
$4,499
From
US$1,999
Save 2,099
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 09 January 2028
Visit: Puerto Rico, Saint Martin, Curacao, Saint Lucia, Saint Kitts and Nevis
Inside
$1,169
Oceanview
$1,369
Balcony
$1,619
Suite
$2,519
From
US$1,169
Per Person
View Trip
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Oct 2027 to Feb 2028
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Inside
$594
Oceanview
$644
Balcony
$719
Suite
$1,229
From
US$594
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 14 January 2027
Visit: USA, Curacao, Aruba, Jamaica, Cayman Islands, Mexico
Inside
$897
Oceanview
$1,017
Balcony
$1,387
Suite
$5,349
From
US$897
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 13 February 2027
Visit: Puerto Rico, Dominican Republic, Turks and Caicos Islands
Inside
-
Oceanview
$1,463
Balcony
$1,736
Suite
$4,240
From
US$1,463
Per Person
View Trip
Cruise
 (9)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 07 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+4 more), Dominica, Barbados, Saint Kitts and Nevis, Grenada
Princess Standard
Inside
$1,556
Oceanview
$1,686
Balcony
$2,676
Suite
$3,316
From
US$1,556
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy, Puerto Rico
Azamara Always Included
Inside
$2,089
Oceanview
$2,339
Balcony
$3,059
Suite
$4,829
From
US$2,089
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 20 January 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,600
Suite
$11,000
From
US$6,600
Save 1,500
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 06 February 2027
Visit: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
-
Oceanview
-
Balcony
$1,473
Suite
-
From
US$1,473
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 09 January 2027
Visit: USA, Aruba, Bonaire, Curacao
Princess Standard
Inside
$2,789
Oceanview
-
Balcony
$4,014
Suite
$5,469
From
US$2,789
Per Person
View Trip
Cruise
 (1)

10 Days (9 Nights) Bridgetown to Fort Lauderdale
Cruise Line: Princess
Departure: 24 March 2028
Visit: Barbados, Puerto Rico, Curacao, Aruba, Bonaire, USA
Princess Standard
Inside
$1,583
Oceanview
$2,034
Balcony
$2,668
Suite
$3,618
From
US$1,583
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
$1,438
Oceanview
-
Balcony
$1,878
Suite
$2,608
From
US$1,438
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departure: 19 March 2028
Visit: Colombia, Curacao, Aruba, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$1,079
Oceanview
$1,209
Balcony
$1,706
Suite
$2,106
From
US$1,454
Save 50
Per Person
View Trip
Results: 1-30 of 1860

No trips found. Try adjusting 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 Buenos Aires to Santiago Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to London 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 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 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 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 USA to Germany 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 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 France to USA 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 Spain 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 Spain to England Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain