All Caribbean Cruises

Filter Results
Departures
Show More...
Duration
2 Days
122 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$100pp
$133,998pp
Countries
Show More...
Filter Results
1,873 Cruises (4,900 Cruise Departures)
Cruise

12 Days (11 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 04 January 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+5 more), Aruba, Curacao, Bonaire, Grenada, Saint Vincent
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,240
Balcony
$5,040
Suite
$4,640
From
US$4,240
Save 1,060
Per Person
View Trip
Cruise
 (3)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 26 January 2028
Visit: USA, Aruba, Curacao, Bonaire (+4 more), Grenada, Saint Lucia, Saint Barthelemy, Virgin Islands
Black Friday Sale + Your World Included
Your World Inclusions
Exclusive Savings
Inside
$3,714
Oceanview
$4,732
Balcony
$5,557
Suite
$7,788
From
US$3,714
Save 3,884
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departure: 21 March 2027
Visit: USA, Bahamas, Aruba, Colombia (+6 more), Panama, Costa Rica, Cayman Islands, Bonaire, Curacao, Dominican Republic
Fare Saver
Inside
$2,689
Oceanview
$2,979
Balcony
$3,879
Suite
$7,789
From
US$2,689
Per Person
View Trip
Cruise
 (8)

8 Days (7 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Departure: 07 December 2027
Visit: Barbados, Dominica, Saint Kitts and Nevis, Puerto Rico, USA
Azamara Always Included
Inside
$1,809
Oceanview
$2,178
Balcony
$2,750
Suite
$4,040
From
US$1,809
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Silversea
Ship: Silver Ray
Departure: 07 February 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+7 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Dominica, Martinique, Saint Vincent, Barbados
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,880
Suite
$10,640
From
US$6,880
Save 1,720
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 22 January 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$717
Oceanview
$780
Balcony
$924
Suite
$1,335
From
US$717
Save 317
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 31 December 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$1,638
Oceanview
$1,867
Balcony
$2,307
Suite
$3,456
From
US$1,638
Save 765
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Feb 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$779
Oceanview
$840
Balcony
$1,499
Suite
$1,629
From
US$779
Save 495
Per Person
View Trip
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Regent Seven Seas
Departure: 04 February 2028
Visit: Barbados, Grenada, Aruba, Curacao (+4 more), Bonaire, Saint Kitts and Nevis, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,799
Suite
$6,828
From
US$5,799
Save 11,999
Per Person
View Trip
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Jan 2027 to Jan 2027
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$749
Oceanview
$849
Balcony
$750
Suite
$1,200
From
US$749
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Sep 2026 to Apr 2028
Visit: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$871
Oceanview
$971
Balcony
$1,197
Suite
$2,993
From
US$871
Save 941
Per Person
View Trip
Cruise

10 Days (9 Nights) La Romana to La Romana
Cruise Line: Norwegian Cruise Line
Departure: 26 January 2026
Visit: Dominican Republic, Aruba, Curacao, Grenada, Barbados, Saint Lucia, Virgin Islands
Inside
$779
Oceanview
-
Balcony
-
Suite
-
From
US$779
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 01 May 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin, Turks and Caicos Islands, USA
Exclusive Savings
Inside
$660
Oceanview
$779
Balcony
$999
Suite
$1,735
From
US$660
Save 398
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 11 March 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Martin, Virgin Islands, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
-
Suite
$4,185
From
US$4,185
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: Jan 2027 to Mar 2027
Visit: Guadeloupe, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Martinique
Bonus Onboard Credit
Inside
$762
Oceanview
$942
Balcony
$1,142
Suite
$1,612
From
US$762
Per Person
View Trip
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 07 March 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands
Inside
$774
Oceanview
$954
Balcony
$1,124
Suite
$2,910
From
US$774
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Oct 2026 to Feb 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$629
Oceanview
-
Balcony
$709
Suite
$949
From
US$629
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 16 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Barbados, Saint Lucia, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,659
Oceanview
$1,909
Balcony
$2,559
Suite
$3,059
From
US$1,659
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 06 March 2027
Visit: USA, Virgin Islands, Dominican Republic, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,219
Oceanview
$1,342
Balcony
$1,376
Suite
$2,422
From
US$1,219
Save 618
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$750
Oceanview
$1,149
Balcony
$949
Suite
$1,450
From
US$750
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
$5,060
Suite
$7,560
From
US$5,060
Per Person
View Trip
Cruise
 (3)

9 Days (8 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departure: 28 December 2026
Visit: Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$2,188
Oceanview
$2,683
Balcony
$3,381
Suite
$5,447
From
US$2,188
Save 51
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 28 November 2026
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands, Bahamas
Princess Standard
Inside
$1,168
Oceanview
-
Balcony
$1,288
Suite
$1,798
From
US$1,168
Per Person
View Trip
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Silversea
Departure: 26 February 2026
Visit: Saint Martin, Virgin Islands, Saint Barthelemy, Dominica (+4 more), Grenada, Martinique, Saint Vincent, Barbados
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,420
Balcony
-
Suite
$14,040
From
US$3,420
Save 2,280
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Departure: 14 November 2027
Visit: USA, Jamaica, Aruba, Curacao (+6 more), Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Inside
$1,488
Oceanview
$1,758
Balcony
$2,158
Suite
$3,255
From
US$1,488
Per Person
View Trip
Cruise

9 Days (8 Nights) Halifax to Bridgetown
Cruise Line: Seabourn
Departures: Oct 2026 to Oct 2027
Visit: Canada, Saint Kitts and Nevis, Spain, Saint Lucia, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,432
From
US$5,432
Save 96
Per Person
View Trip
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Jan 2026 to Mar 2026
Visit: USA, Aruba, Curacao, Bahamas
Have It All Fare Option
Fare Saver
Inside
$899
Oceanview
$1,249
Balcony
$1,649
Suite
$5,344
From
US$899
Per Person
View Trip
Cruise
 (8)

15 Days (14 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 30 November 2027
Visit: USA, Virgin Islands, Saint Martin, Martinique (+5 more), Saint Lucia, Barbados, Dominica, Saint Kitts and Nevis, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$3,523
Oceanview
$4,348
Balcony
$5,502
Suite
$8,082
From
US$3,523
Save 76
Per Person
View Trip
Cruise

18 Days (17 Nights) Galveston to Galveston
Cruise Line: Regent Seven Seas
Departure: 11 December 2026
Visit: USA, Jamaica, Dominican Republic, Puerto Rico (+5 more), Virgin Islands, Saint Martin, Saint Barthelemy, Antigua and Barbuda, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,461
Suite
$12,127
From
US$10,461
Save 17,237
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 27 November 2027
Visit: USA, Mexico, Guatemala, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,880
Suite
$7,272
From
US$6,880
Save 13,118
Per Person
View Trip
Results: 331-360 of 1873

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 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